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A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

7 Beds ⋅ 8 Baths ⋅ Lighthouse Point SubDv. ⋅ 34228 Zip Code

A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

40 Lighthouse Point Drive, Longboat Key

$2,850,000

In the tranquil north end of Longboat Key, where Gulf breezes drift through the palms and the pace slows to a whisper, this extraordinary beach retreat captures the essence of refined coastal living. Positioned on nearly half an acre of canal front property and encompassing over 3,000 square feet of interior living space (more than 6,000 square feet total), the residence sits just across from the ultra convenient public beach access. This unique residence offers the rare luxury of both boating and beachside lifestyles in one remarkable setting. Recently transformed through a stunning renovation and offered turnkey furnished, the five bedroom, three bath waterfront home showcases long, picturesque canal views and an effortless indoor outdoor flow. A NEW ROOF in 2023 and new impact windows were installed in 2022 provide peace of mind. Vaulted ceilings and light-filled spaces that feel both expansive and inviting. At the heart of the home, the chef’s kitchen blends timeless style with modern performance, featuring classic shaker cabinetry, gleaming white quartz countertops, high-end white Café appliances, and generous island seating ideal for gathering. The primary suite is a private sanctuary of nearly 700 square feet, complete with dual walk-in closets and a spa-inspired bath designed for indulgence, including a dramatic double soaking tub with jets, fireplace and TV, a Moen technology-enhanced shower, and electronic Woodbridge toilets that elevate daily living with comfort and innovation. Each of the guest bedrooms offer sizeable walk in closets. Step from the screened lanai off the living room down to a resort-caliber outdoor environment that rivals the finest destinations, where a heated pool and spa anchor the space alongside a putting green, waterfront fire pit, game area, and a beautifully pavered outdoor kitchen designed for effortless entertaining. For boating enthusiasts, the property is exceptionally equipped with a 10,000-pound boat lift and a second dock for added enjoyment. Substantial non-conforming enhanced storage beneath the home and a spacious three-car garage provide versatility without compromising luxury, making this a rare waterfront compound where mornings begin at the beach, afternoons unfold on the water, and evenings are spent poolside under the stars. Located a short distance to the Bridge Street Pier which offers ample dining, shopping and entertainment options, this residence truly is the ultimate beach getaway.

5 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

In the tranquil north end of Longboat Key, where Gulf breezes drift through the palms and the pace slows to a whisper, this extraordinary beach retreat captures the essence of refined coastal living. Positioned on nearly half an acre of canal front property and encompassing over 3,000 square feet of interior living space (more than 6,000 square feet total), the residence sits just across from the ultra convenient public beach access. This unique residence offers the rare luxury of both boating and beachside lifestyles in one remarkable setting. Recently transformed through a stunning renovation and offered turnkey furnished, the five bedroom, three bath waterfront home showcases long, picturesque canal views and an effortless indoor outdoor flow. A NEW ROOF in 2023 and new impact windows were installed in 2022 provide peace of mind. Vaulted ceilings and light-filled spaces that feel both expansive and inviting. At the heart of the home, the chef’s kitchen blends timeless style with modern performance, featuring classic shaker cabinetry, gleaming white quartz countertops, high-end white Café appliances, and generous island seating ideal for gathering. The primary suite is a private sanctuary of nearly 700 square feet, complete with dual walk-in closets and a spa-inspired bath designed for indulgence, including a dramatic double soaking tub with jets, fireplace and TV, a Moen technology-enhanced shower, and electronic Woodbridge toilets that elevate daily living with comfort and innovation. Each of the guest bedrooms offer sizeable walk in closets. Step from the screened lanai off the living room down to a resort-caliber outdoor environment that rivals the finest destinations, where a heated pool and spa anchor the space alongside a putting green, waterfront fire pit, game area, and a beautifully pavered outdoor kitchen designed for effortless entertaining. For boating enthusiasts, the property is exceptionally equipped with a 10,000-pound boat lift and a second dock for added enjoyment. Substantial non-conforming enhanced storage beneath the home and a spacious three-car garage provide versatility without compromising luxury, making this a rare waterfront compound where mornings begin at the beach, afternoons unfold on the water, and evenings are spent poolside under the stars. Located a short distance to the Bridge Street Pier which offers ample dining, shopping and entertainment options, this residence truly is the ultimate beach getaway.

501 Norton Street, Longboat Key

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

$899,000

Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!

2 Beds ⋅ 2 Baths ⋅ Shore Condominium The SubDv. ⋅ 34228 Zip Code

Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

726 Spanish Drive N Unit 164, Longboat Key

$389,000

Your Longboat Key coastal retreat awaits! Beautifully renovated and move-in ready, this 2-bedroom, 2-bath villa in the desirable Spanish Main Yacht Club combines modern upgrades with the best of Florida coastal living. Major improvements include hurricane-impact windows and doors, a new electrical panel, new water heater, and all new interior doors. The bright, open living area features polished terrazzo flooring, recessed lighting, and coastal-inspired finishes. The updated kitchen offers quartz-style countertops, shaker-style cabinetry, stainless steel appliances, subway tile backsplash, and a spacious breakfast bar. Both bathrooms have been tastefully renovated with modern vanities and stylish tilework. Additional highlights include sliding barn doors and an inviting enclosed sunroom with a new mini-split A/C, exposed beam ceilings, and wood accents. Outside, enjoy a new paver driveway, sidewalk, and back patio, covered carport, and tropical landscaping. Spanish Main Yacht Club offers a heated community pool, clubhouse, shuffleboard courts, and deep-water marina with boat slips and access to Sarasota Bay and the Intracoastal Waterway. Best of all, deeded beach access puts Longboat Key's beautiful Gulf beaches within easy reach! Conveniently located near St. Armands Circle, waterfront dining, shopping, and downtown Sarasota. Whether you're seeking a seasonal escape or full-time residence, this beautifully updated villa is ready for you to enjoy the Longboat Key lifestyle!

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

Your Longboat Key coastal retreat awaits! Beautifully renovated and move-in ready, this 2-bedroom, 2-bath villa in the desirable Spanish Main Yacht Club combines modern upgrades with the best of Florida coastal living. Major improvements include hurricane-impact windows and doors, a new electrical panel, new water heater, and all new interior doors. The bright, open living area features polished terrazzo flooring, recessed lighting, and coastal-inspired finishes. The updated kitchen offers quartz-style countertops, shaker-style cabinetry, stainless steel appliances, subway tile backsplash, and a spacious breakfast bar. Both bathrooms have been tastefully renovated with modern vanities and stylish tilework. Additional highlights include sliding barn doors and an inviting enclosed sunroom with a new mini-split A/C, exposed beam ceilings, and wood accents. Outside, enjoy a new paver driveway, sidewalk, and back patio, covered carport, and tropical landscaping. Spanish Main Yacht Club offers a heated community pool, clubhouse, shuffleboard courts, and deep-water marina with boat slips and access to Sarasota Bay and the Intracoastal Waterway. Best of all, deeded beach access puts Longboat Key's beautiful Gulf beaches within easy reach! Conveniently located near St. Armands Circle, waterfront dining, shopping, and downtown Sarasota. Whether you're seeking a seasonal escape or full-time residence, this beautifully updated villa is ready for you to enjoy the Longboat Key lifestyle!

726 Spanish Drive N Unit 164, Longboat Key

1932 Harbourside Drive Unit 242, Longboat Key

$539,000

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key

$3,400,000

Enter the gates of Sandhamn Place and let your senses delight in all that this small enclave has to offer. Often referred to as the "hidden gem" of Longboat Key, a canopied private drive leads to sweeping views of Sarasota Bay where dolphins, manatees and paddleboarders drift by and where through traffic & unattractive seawalls are non existent. The exclusive amenities of this secluded community of just nine custom designed bayfront residences include a tennis court, marina with deeded boat slip and community maintenance and all only minutes from the island's finest dining , shopping and the natural beauty of Durante Park with 32 acres of walking trails and bayfront boardwalks. This Key West inspired home sits at the end of a quiet cul de sac, offering a relaxed coastal lifestyle, heated pool and observation dock with a serene primary suite & balcony overlooking the expansive blue waters of Sarasota Bay; truly waterfront living at its finest on Longboat Key.

3 Beds ⋅ 3 Baths ⋅ Sandhamn Sub SubDv. ⋅ 34228 Zip Code

Enter the gates of Sandhamn Place and let your senses delight in all that this small enclave has to offer. Often referred to as the "hidden gem" of Longboat Key, a canopied private drive leads to sweeping views of Sarasota Bay where dolphins, manatees and paddleboarders drift by and where through traffic & unattractive seawalls are non existent. The exclusive amenities of this secluded community of just nine custom designed bayfront residences include a tennis court, marina with deeded boat slip and community maintenance and all only minutes from the island's finest dining , shopping and the natural beauty of Durante Park with 32 acres of walking trails and bayfront boardwalks. This Key West inspired home sits at the end of a quiet cul de sac, offering a relaxed coastal lifestyle, heated pool and observation dock with a serene primary suite & balcony overlooking the expansive blue waters of Sarasota Bay; truly waterfront living at its finest on Longboat Key.

5422 Sandhamn Place, Longboat Key

3030 Grand Bay Boulevard Unit 315, Longboat Key

$1,395,000

Welcome to the sophisticated elegance of this stunning 3 bedroom, 3.5 bath end unit, with its open floor plan and mesmerizing views of Sarasota Bay, downtown skyline, LBK Club marina and golf course. The foyer, with its artfully executed console, ushers you into a light, airy great room with elevated ceilings, discreet art deco bar, floor-to-ceiling sliders, marble flooring, and expansive wraparound terrace. Automated shades grace the space and ensure year round comfort. The updated open kitchen, with its ample cabinetry and new white quartz countertops and backsplash, flows seamlessly into the dining area and great room, making entertaining a pleasure. Retreat to the luxurious owner's suite with its serene bay views, sliders to the bayfront terrace, and a spacious marble bath. Guests will relish the ensuite guest bedroom located on the west side of the residence, which offers relaxing privacy and its own terrace access. A conveniently located office/den can be closed off from the great room and, with its own ensuite bath, can easily be used as a 3rd bedroom. Enjoy a dip in the softly lighted resort style pool located below, a coveted retreat for you and your guests. The condominium is being sold partially furnished so new owners can start enjoying their new home immediately. Grand Bay residents enjoy exceptional resort like amenities, with a state of the art fitness center, sauna, two heated pools, a spa, two Har-Tru tennis courts, 24-hour security gate, and on site management. Relax in the natural beauty that abounds along the miles of sidewalks and trails winding throughout Bay Isles. Membership in the coveted Bay Isles beach club directly on the Gulf is included for a modest fee, with its private beach access, outdoor grills, covered gathering areas, full kitchen, key card gated parking, changing rooms, restrooms and showers. Schedule your private tour now and start living the Florida dream!

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Welcome to the sophisticated elegance of this stunning 3 bedroom, 3.5 bath end unit, with its open floor plan and mesmerizing views of Sarasota Bay, downtown skyline, LBK Club marina and golf course. The foyer, with its artfully executed console, ushers you into a light, airy great room with elevated ceilings, discreet art deco bar, floor-to-ceiling sliders, marble flooring, and expansive wraparound terrace. Automated shades grace the space and ensure year round comfort. The updated open kitchen, with its ample cabinetry and new white quartz countertops and backsplash, flows seamlessly into the dining area and great room, making entertaining a pleasure. Retreat to the luxurious owner's suite with its serene bay views, sliders to the bayfront terrace, and a spacious marble bath. Guests will relish the ensuite guest bedroom located on the west side of the residence, which offers relaxing privacy and its own terrace access. A conveniently located office/den can be closed off from the great room and, with its own ensuite bath, can easily be used as a 3rd bedroom. Enjoy a dip in the softly lighted resort style pool located below, a coveted retreat for you and your guests. The condominium is being sold partially furnished so new owners can start enjoying their new home immediately. Grand Bay residents enjoy exceptional resort like amenities, with a state of the art fitness center, sauna, two heated pools, a spa, two Har-Tru tennis courts, 24-hour security gate, and on site management. Relax in the natural beauty that abounds along the miles of sidewalks and trails winding throughout Bay Isles. Membership in the coveted Bay Isles beach club directly on the Gulf is included for a modest fee, with its private beach access, outdoor grills, covered gathering areas, full kitchen, key card gated parking, changing rooms, restrooms and showers. Schedule your private tour now and start living the Florida dream!

3030 Grand Bay Boulevard Unit 315, Longboat Key

$1,249,000

Move right into this serene, spacious and furnished Longboat Key one-level villa, with its tastefully renovated interiors and new (2025) tile roof. This beautiful home offers 3 bedrooms, 2.5 baths, 2,487 square ft of updated interior space, with approximately 800 additional square feet including the expansive two-level lanai and deck overlooking a peaceful pond. No detail has been spared. The gracious living room and dining room, accented by a contemporary crystal chandelier and long-plank porcelain flooring, lead into the great room and kitchen. White quartz countertops and soaring ceilings highlight the chef's open kitchen, which is conveniently positioned so you can converse with friends and family in the adjacent the great room. The great room is centered around a fireplace, wine and coffee bar, and entertainment center. Mood LED lighting enhances the ambiance of the space. Both the great room and primary bedroom have automated blinds and sliding doors that open to the spacious hardy plank screened lanai. The primary ensuite bath features double vanities, a rainforest shower with wall jets, 10-jet jacuzzi soaking tub and custom lighting. Two more bedrooms with Jack & Jill bathroom outfitted with tub and shower, and a sophisticated powder room complete the home. This home provides ample storage, with 8 closets, a laundry room, and a two car garage with additional storage shelves and epoxy flooring. Imagine grilling outdoors while you relax on your shaded, screened lanai and enjoy the peaceful water views. Living in Bay Isles you will enjoy a true resort lifestyle with access to the community pool just a few steps away, deeded access to the nearby private Bay Isles beach club on the Gulf, optional golf, tennis or social membership in the Longboat Key Club, a marina, and miles of scenic paths for walking and cycling--all in a gated, maintenance free community. You are only minutes from the Longboat Key Club with its 45 holes of golf and Gulf side resort pool, the Longboat Key Tennis center, and a short drive to the shops, restaurants and cultural attractions of St. Armand's and Sarasota. Simply move in, unpack and enjoy your Longbboat life.

3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34228 Zip Code

Move right into this serene, spacious and furnished Longboat Key one-level villa, with its tastefully renovated interiors and new (2025) tile roof. This beautiful home offers 3 bedrooms, 2.5 baths, 2,487 square ft of updated interior space, with approximately 800 additional square feet including the expansive two-level lanai and deck overlooking a peaceful pond. No detail has been spared. The gracious living room and dining room, accented by a contemporary crystal chandelier and long-plank porcelain flooring, lead into the great room and kitchen. White quartz countertops and soaring ceilings highlight the chef's open kitchen, which is conveniently positioned so you can converse with friends and family in the adjacent the great room. The great room is centered around a fireplace, wine and coffee bar, and entertainment center. Mood LED lighting enhances the ambiance of the space. Both the great room and primary bedroom have automated blinds and sliding doors that open to the spacious hardy plank screened lanai. The primary ensuite bath features double vanities, a rainforest shower with wall jets, 10-jet jacuzzi soaking tub and custom lighting. Two more bedrooms with Jack & Jill bathroom outfitted with tub and shower, and a sophisticated powder room complete the home. This home provides ample storage, with 8 closets, a laundry room, and a two car garage with additional storage shelves and epoxy flooring. Imagine grilling outdoors while you relax on your shaded, screened lanai and enjoy the peaceful water views. Living in Bay Isles you will enjoy a true resort lifestyle with access to the community pool just a few steps away, deeded access to the nearby private Bay Isles beach club on the Gulf, optional golf, tennis or social membership in the Longboat Key Club, a marina, and miles of scenic paths for walking and cycling--all in a gated, maintenance free community. You are only minutes from the Longboat Key Club with its 45 holes of golf and Gulf side resort pool, the Longboat Key Tennis center, and a short drive to the shops, restaurants and cultural attractions of St. Armand's and Sarasota. Simply move in, unpack and enjoy your Longbboat life.

2352 Harbour Oaks Drive, Longboat Key

3070 Grand Bay Boulevard Unit 645, Longboat Key

$925,000

Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

3070 Grand Bay Boulevard Unit 645, Longboat Key

1241 Gulf Of Mexico Drive Unit 803, Longboat Key

$3,195,000

The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

1241 Gulf Of Mexico Drive Unit 803, Longboat Key

4370 Chatham Drive Unit 102, Longboat Key

$400,000

Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

2 Beds ⋅ 2 Baths ⋅ Longboat Harbour SubDv. ⋅ 34228 Zip Code

Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

4370 Chatham Drive Unit 102, Longboat Key

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

$2,670,000

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

$7,900,000

This stunning Gulf front gated Estate property boasts a beautifully almost one acre landscaped setting with a long, elegant paver driveway leading to a spacious six-bedroom, six-bathroom home. Designed with a bright and airy interior, the home features ten-foot ceilings and expansive glass windows that invite natural light into every room. The open floor plan creates a seamless flow, perfect for modern living and entertaining. The property also includes a detached one-bedroom, one-bathroom casita, offering privacy and versatility. Step outside to enjoy the sparkling Gulfside pool, ideal for relaxation or gatherings. A two-car garage provides ample storage, and the location offers convenient access to both the beach and boating, making it a true coastal paradise.This gated estate is located on the most beautiful walking beach plus offers extraordinary privacy. The location is a short distance away from the shopping and dining on St Armands Circle and Anna Maria. Longboat Key Club is also minutes away with golf, tennis, pickleball and other club amenities.

5 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

This stunning Gulf front gated Estate property boasts a beautifully almost one acre landscaped setting with a long, elegant paver driveway leading to a spacious six-bedroom, six-bathroom home. Designed with a bright and airy interior, the home features ten-foot ceilings and expansive glass windows that invite natural light into every room. The open floor plan creates a seamless flow, perfect for modern living and entertaining. The property also includes a detached one-bedroom, one-bathroom casita, offering privacy and versatility. Step outside to enjoy the sparkling Gulfside pool, ideal for relaxation or gatherings. A two-car garage provides ample storage, and the location offers convenient access to both the beach and boating, making it a true coastal paradise.This gated estate is located on the most beautiful walking beach plus offers extraordinary privacy. The location is a short distance away from the shopping and dining on St Armands Circle and Anna Maria. Longboat Key Club is also minutes away with golf, tennis, pickleball and other club amenities.

6061 Gulf Of Mexico Drive, Longboat Key

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key

$5,995,000

Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

3 Beds ⋅ 5 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key

455 Longboat Club Road Unit 402, Longboat Key

$2,000,000

Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

3 Beds ⋅ 4 Baths ⋅ Pierre SubDv. ⋅ 34228 Zip Code

Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

455 Longboat Club Road Unit 402, Longboat Key

2110 Harbourside Drive Unit 523, Longboat Key

$628,000

Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

3 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

2110 Harbourside Drive Unit 523, Longboat Key

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

$999,000

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

3 Beds ⋅ 2 Baths ⋅ Longboat Landing Condominium SubDv. ⋅ 34228 Zip Code

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

$2,995,000

Beautifully furnished, move-in ready and designed for the best of island living. Enjoy the charm of Longboat Key’s north-end Village neighborhood, where convenient beach-to-bay access and nearby waterfront restaurants and shops offer a unique and cherished lifestyle. This custom-built four-bedroom home brings together thoughtful design, quality craftsmanship and inviting outdoor spaces. Sought after newer construction in the Village, with designer furnishings included, a generous private saltwater pool and spa, an elevator and a main-floor primary suite, this home offers lasting value and the convenience of settling in from day one. The chef’s kitchen features Thermador natural gas cooking, Sub-Zero refrigeration and a drawer microwave, opening to comfortable gathering spaces for everyday living and indoor-outdoor entertaining. Tongue-and-groove volume ceilings, wood flooring, intricate tile work, 8-foot doors and classic cottage-style finishes give the home warmth and character. Hurricane windows and doors and a metal roof complement its thoughtful construction and provide added peace of mind. Outdoor living is a highlight, with covered lanais, decks on all levels and outdoor dining areas. A generous saltwater pool and eight-person spa are complemented by shell-stone decking and an outdoor shower. A covered lounge with an outdoor TV provides a comfortable setting for watching a game, enjoying a movie or relaxing after a day at the beach. Mature coconut, royal, foxtail and sabal palms create a lush tropical backdrop. The main level includes the kitchen, family room, dining area, laundry, half-bath and spacious primary suite. Upstairs, three additional bedrooms, each with an en-suite bath, offer privacy for family and guests. A morning bar, inviting upstairs sitting area and separate balcony provide additional spaces for reading or quiet time. Enjoy nearby access to beautiful beaches, the neighborhood kayak and boat launch, fishing pier, local restaurants and shops. Walk, bike or take your golf cart to explore this welcoming, pet-friendly coastal neighborhood. Whether you are looking for a full-time home or an island retreat, 6930 Longboat Drive South offers the space, amenities and furnished convenience to begin enjoying Longboat Key right away.

4 Beds ⋅ 5 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code

Beautifully furnished, move-in ready and designed for the best of island living. Enjoy the charm of Longboat Key’s north-end Village neighborhood, where convenient beach-to-bay access and nearby waterfront restaurants and shops offer a unique and cherished lifestyle. This custom-built four-bedroom home brings together thoughtful design, quality craftsmanship and inviting outdoor spaces. Sought after newer construction in the Village, with designer furnishings included, a generous private saltwater pool and spa, an elevator and a main-floor primary suite, this home offers lasting value and the convenience of settling in from day one. The chef’s kitchen features Thermador natural gas cooking, Sub-Zero refrigeration and a drawer microwave, opening to comfortable gathering spaces for everyday living and indoor-outdoor entertaining. Tongue-and-groove volume ceilings, wood flooring, intricate tile work, 8-foot doors and classic cottage-style finishes give the home warmth and character. Hurricane windows and doors and a metal roof complement its thoughtful construction and provide added peace of mind. Outdoor living is a highlight, with covered lanais, decks on all levels and outdoor dining areas. A generous saltwater pool and eight-person spa are complemented by shell-stone decking and an outdoor shower. A covered lounge with an outdoor TV provides a comfortable setting for watching a game, enjoying a movie or relaxing after a day at the beach. Mature coconut, royal, foxtail and sabal palms create a lush tropical backdrop. The main level includes the kitchen, family room, dining area, laundry, half-bath and spacious primary suite. Upstairs, three additional bedrooms, each with an en-suite bath, offer privacy for family and guests. A morning bar, inviting upstairs sitting area and separate balcony provide additional spaces for reading or quiet time. Enjoy nearby access to beautiful beaches, the neighborhood kayak and boat launch, fishing pier, local restaurants and shops. Walk, bike or take your golf cart to explore this welcoming, pet-friendly coastal neighborhood. Whether you are looking for a full-time home or an island retreat, 6930 Longboat Drive South offers the space, amenities and furnished convenience to begin enjoying Longboat Key right away.

6930 Longboat Drive S, Longboat Key

3010 Grand Bay Boulevard Unit 416, Longboat Key

$2,495,000

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3010 Grand Bay Boulevard Unit 416, Longboat Key

415 L Ambiance Drive Unit PH-F, Longboat Key

$12,995,000

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

4 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key

$22,000,000

Introducing a rare legacy estate defined by architectural distinction, extraordinary waterfront, and an exceptional sense of privacy. 6610 Gulf of Mexico Drive is the pinnacle of architectural ingenuity designed by world-renowned visionary Carl Abbott, one of the most highly decorated architects in the Florida/Caribbean region. Known for naming his most valued accomplishments, Abbott designated this spectacular residence the “House of Columns”—a remarkable expression of art in architecture inspired by the land and its surrounding natural beauty. Including the adjacent lot at 6630 Gulf of Mexico Drive further enhances the offering, providing the opportunity to construct a guest house or secondary structure—an appealing option for multigenerational living, visiting guests, or staff accommodations. Set along Sarasota’s most coveted barrier island, the property represents a singular convergence of design, landscape, and place—an enduring residential landmark of remarkable presence and provenance. A long, private drive through a dense canopy of palms and native foliage leads to this nearly five-acre peninsula property with expansive bay frontage and exceptional seclusion. Endless expanses of water and sky form a breathtaking backdrop, while the ever-shifting light throughout the day casts the home and acreage in a constantly evolving palette. Designed for multilevel living, the 6,891-square-foot home features the main living structure with separate wings connected by enclosed bridges. Walls of glass dissolve the boundaries between interior and landscape, revealing lush grounds and a brilliant bay panorama that unfolds endlessly toward the horizon. A beautifully crafted pool surrounds nearly half of the home’s exterior and mirrors the tranquil movement of the water beyond. Clean architectural lines, soaring interior volumes, and a thoughtful interplay of solid and transparent forms create a cohesive relationship between the interior and exterior. Ceilings reaching up to 21 feet allow natural light to move freely throughout the home. Every space reveals a considered balance of visual drama and functional design. With every turn, another exquisite detail reveals itself—thoughtfully composed, beautifully nuanced, and presented with quiet grandeur. As daylight fades, exterior lighting transforms the grounds into a resort-like setting, creating an inviting atmosphere where every gathering becomes a memorable experience. A private dock with two lifts provides direct access to the protected shoreline of Sarasota Bay and the Intracoastal Waterway, supporting a seamless boating lifestyle. An elevator serves the home’s multiple levels, while Lutron lighting and automated shades allow the residence to respond intuitively to changing daylight. The owner’s garage provides convenient access to the interior elevator and an additional air-conditioned four-bay garage with a generous workspace brings the total capacity to six vehicles. A whole-home generator provides added continuity and peace of mind. Impeccably maintained by its original owner, the residence reflects an uncommon level of care and stewardship. Estates of this size and caliber, architectural clarity, substantial waterfront, established boating infrastructure, development flexibility, and meticulously maintained condition are exceptionally rare. This impressive property exudes a sense of timelessness and is distinguished by its design, scale, privacy, and extraordinary location.

4 Beds ⋅ 7 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

Introducing a rare legacy estate defined by architectural distinction, extraordinary waterfront, and an exceptional sense of privacy. 6610 Gulf of Mexico Drive is the pinnacle of architectural ingenuity designed by world-renowned visionary Carl Abbott, one of the most highly decorated architects in the Florida/Caribbean region. Known for naming his most valued accomplishments, Abbott designated this spectacular residence the “House of Columns”—a remarkable expression of art in architecture inspired by the land and its surrounding natural beauty. Including the adjacent lot at 6630 Gulf of Mexico Drive further enhances the offering, providing the opportunity to construct a guest house or secondary structure—an appealing option for multigenerational living, visiting guests, or staff accommodations. Set along Sarasota’s most coveted barrier island, the property represents a singular convergence of design, landscape, and place—an enduring residential landmark of remarkable presence and provenance. A long, private drive through a dense canopy of palms and native foliage leads to this nearly five-acre peninsula property with expansive bay frontage and exceptional seclusion. Endless expanses of water and sky form a breathtaking backdrop, while the ever-shifting light throughout the day casts the home and acreage in a constantly evolving palette. Designed for multilevel living, the 6,891-square-foot home features the main living structure with separate wings connected by enclosed bridges. Walls of glass dissolve the boundaries between interior and landscape, revealing lush grounds and a brilliant bay panorama that unfolds endlessly toward the horizon. A beautifully crafted pool surrounds nearly half of the home’s exterior and mirrors the tranquil movement of the water beyond. Clean architectural lines, soaring interior volumes, and a thoughtful interplay of solid and transparent forms create a cohesive relationship between the interior and exterior. Ceilings reaching up to 21 feet allow natural light to move freely throughout the home. Every space reveals a considered balance of visual drama and functional design. With every turn, another exquisite detail reveals itself—thoughtfully composed, beautifully nuanced, and presented with quiet grandeur. As daylight fades, exterior lighting transforms the grounds into a resort-like setting, creating an inviting atmosphere where every gathering becomes a memorable experience. A private dock with two lifts provides direct access to the protected shoreline of Sarasota Bay and the Intracoastal Waterway, supporting a seamless boating lifestyle. An elevator serves the home’s multiple levels, while Lutron lighting and automated shades allow the residence to respond intuitively to changing daylight. The owner’s garage provides convenient access to the interior elevator and an additional air-conditioned four-bay garage with a generous workspace brings the total capacity to six vehicles. A whole-home generator provides added continuity and peace of mind. Impeccably maintained by its original owner, the residence reflects an uncommon level of care and stewardship. Estates of this size and caliber, architectural clarity, substantial waterfront, established boating infrastructure, development flexibility, and meticulously maintained condition are exceptionally rare. This impressive property exudes a sense of timelessness and is distinguished by its design, scale, privacy, and extraordinary location.

6610 Gulf Of Mexico Drive, Longboat Key

$2,693,000

From the moment you enter, the effect is unforgettable. Dramatic floor-to-ceiling windows create an immediate WOW factor, drawing your eye out to the tranquil canal, your own 55’ dock and expansive view of mangroves. An abundance of natural light and a sense of openness defines this special residence. Completely reimagined and extensively rebuilt inside and out between 2022 and 2026, this is far more than a traditional renovation. Every space reflects a thoughtful approach to contemporary design, with attention to details. From the stunning custom kitchen featuring sleek European-inspired cabinetry, Bosch appliances, quartz waterfall island to the sophisticated lighting, impact resistant windows and doors, wide-plank wood-look porcelain tile flooring throughout and beautifully updated bathrooms to the resort-style 34’ pool plus expansive covered outdoor entertaining area, a new metal roof, this distinctive property offers the appeal of contemporary luxury in one of Longboat Key’s most desirable island settings.

3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

From the moment you enter, the effect is unforgettable. Dramatic floor-to-ceiling windows create an immediate WOW factor, drawing your eye out to the tranquil canal, your own 55’ dock and expansive view of mangroves. An abundance of natural light and a sense of openness defines this special residence. Completely reimagined and extensively rebuilt inside and out between 2022 and 2026, this is far more than a traditional renovation. Every space reflects a thoughtful approach to contemporary design, with attention to details. From the stunning custom kitchen featuring sleek European-inspired cabinetry, Bosch appliances, quartz waterfall island to the sophisticated lighting, impact resistant windows and doors, wide-plank wood-look porcelain tile flooring throughout and beautifully updated bathrooms to the resort-style 34’ pool plus expansive covered outdoor entertaining area, a new metal roof, this distinctive property offers the appeal of contemporary luxury in one of Longboat Key’s most desirable island settings.

660 Penfield Street, Longboat Key

775 Longboat Club Rd, 1008-1007, Longboat Key

$5,500,000

An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. This rare estate offers 4 bedrooms, 3.5 baths, and breathtaking panoramic views of the Gulf of Mexico, the Downtown Sarasota skyline, the Bay, and the Longboat Key Club golf course. Connected through a shared private foyer, the one-of-a-kind floor plan opens to highly flexible living spaces, making it perfect for creating a custom dream home or utilizing the existing layout for extended family, guests, or a live-in caretaker with the convenience of a secondary kitchen. The property is ideal for entertaining with separate catering and preparation spaces, or working from home with a dazzling view of the Gulf. High-end interior features include two primary suites with en-suite baths, large-format marble flooring throughout, custom wood built-ins, temperature-controlled walk-in wine room, and impact sliders and windows opening to multiple terraced outdoor spaces including a serene garden. Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. More photos coming soon!

4 Beds ⋅ 4 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code

An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. This rare estate offers 4 bedrooms, 3.5 baths, and breathtaking panoramic views of the Gulf of Mexico, the Downtown Sarasota skyline, the Bay, and the Longboat Key Club golf course. Connected through a shared private foyer, the one-of-a-kind floor plan opens to highly flexible living spaces, making it perfect for creating a custom dream home or utilizing the existing layout for extended family, guests, or a live-in caretaker with the convenience of a secondary kitchen. The property is ideal for entertaining with separate catering and preparation spaces, or working from home with a dazzling view of the Gulf. High-end interior features include two primary suites with en-suite baths, large-format marble flooring throughout, custom wood built-ins, temperature-controlled walk-in wine room, and impact sliders and windows opening to multiple terraced outdoor spaces including a serene garden. Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. More photos coming soon!

775 Longboat Club Rd, 1008-1007, Longboat Key

$595,000

Experience the best of Longboat Key waterfront living in this beautifully renovated corner condominium in Sutton Place, where modern coastal elegance meets breathtaking Sarasota Bay views. Offering 2 bedrooms, 2 bathrooms, and 1,148 square feet of thoughtfully redesigned living space, this residence captures sweeping water views from every room. Rarely available, a corner unit of this caliber offers an extraordinary opportunity to enjoy effortless waterfront living and explore the natural beauty of Longboat Key. Transformed with exceptional attention to detail, this light-filled home combines elevated finishes, soothing coastal palette, and an airy open-concept layout to create the ultimate coastal retreat. Luxury wood and tile accents compliment the redesigned interior, while the showcase kitchen features stunning water views, quartz countertops, European-style soft-close cabinetry, stainless steel appliances, stylish wine bar, and breakfast bar. Hurricane-impact windows and sliding glass doors provide peace of mind while framing waterfront vistas. The luxurious primary suite serves as an elevated retreat with bay views, custom walk-in wardrobe, and beautifully renovated en suite bath. The guest bedroom features wall-to-wall custom closet organization, while both bathrooms have been tastefully remodeled with designer tile-work, upgraded vanities, and premium fixtures. Additional improvements include luxury tile throughout, updated electrical and plumbing systems, new interior doors and hardware, recessed lighting, updated light fixtures and ceiling fans, new sinks, toilets, shelving, and custom closet systems. Extending the living space, the spacious Florida room is enclosed by floor-to-ceiling hurricane-impact sliding glass doors, creating a seamless connection between indoors and the spectacular waterfront setting. Perfectly positioned just steps from the bayfront heated community pool and marina, Sutton Place offers a Gulf Coast lifestyle that is truly unmatched. Residents enjoy exclusive private beach access directly across Gulf of Mexico Drive, complete with restrooms, showers, and convenient beach storage. Additional amenities include two sparkling swimming pools, affordable resident-only boat dockage with boat slips available on an as-available basis, an electric kayak launch and storage, and clubhouse. Thoughtfully improved for comfort, reliability, and peace of mind, the community has completed extensive improvements, including new roofs throughout, fresh exterior paint, and a resurfaced pool. The property has experienced no hurricane damage or flooding, and the community has successfully passed its milestone inspection with 10-year certification. The monthly HOA fee includes hazard, hurricane, and flood insurance, and reserves have been fully funded, adding another layer of financial reassurance for owners. An assigned covered parking space is conveniently located directly in front of the residence. Whether you're seeking a full-time residence, seasonal escape, or waterfront getaway, this impeccably renovated Sutton Place condominium delivers an exceptional combination of modern coastal luxury, thoughtful improvements, resort-style amenities, and the coveted Longboat Key lifestyle.

2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code

Experience the best of Longboat Key waterfront living in this beautifully renovated corner condominium in Sutton Place, where modern coastal elegance meets breathtaking Sarasota Bay views. Offering 2 bedrooms, 2 bathrooms, and 1,148 square feet of thoughtfully redesigned living space, this residence captures sweeping water views from every room. Rarely available, a corner unit of this caliber offers an extraordinary opportunity to enjoy effortless waterfront living and explore the natural beauty of Longboat Key. Transformed with exceptional attention to detail, this light-filled home combines elevated finishes, soothing coastal palette, and an airy open-concept layout to create the ultimate coastal retreat. Luxury wood and tile accents compliment the redesigned interior, while the showcase kitchen features stunning water views, quartz countertops, European-style soft-close cabinetry, stainless steel appliances, stylish wine bar, and breakfast bar. Hurricane-impact windows and sliding glass doors provide peace of mind while framing waterfront vistas. The luxurious primary suite serves as an elevated retreat with bay views, custom walk-in wardrobe, and beautifully renovated en suite bath. The guest bedroom features wall-to-wall custom closet organization, while both bathrooms have been tastefully remodeled with designer tile-work, upgraded vanities, and premium fixtures. Additional improvements include luxury tile throughout, updated electrical and plumbing systems, new interior doors and hardware, recessed lighting, updated light fixtures and ceiling fans, new sinks, toilets, shelving, and custom closet systems. Extending the living space, the spacious Florida room is enclosed by floor-to-ceiling hurricane-impact sliding glass doors, creating a seamless connection between indoors and the spectacular waterfront setting. Perfectly positioned just steps from the bayfront heated community pool and marina, Sutton Place offers a Gulf Coast lifestyle that is truly unmatched. Residents enjoy exclusive private beach access directly across Gulf of Mexico Drive, complete with restrooms, showers, and convenient beach storage. Additional amenities include two sparkling swimming pools, affordable resident-only boat dockage with boat slips available on an as-available basis, an electric kayak launch and storage, and clubhouse. Thoughtfully improved for comfort, reliability, and peace of mind, the community has completed extensive improvements, including new roofs throughout, fresh exterior paint, and a resurfaced pool. The property has experienced no hurricane damage or flooding, and the community has successfully passed its milestone inspection with 10-year certification. The monthly HOA fee includes hazard, hurricane, and flood insurance, and reserves have been fully funded, adding another layer of financial reassurance for owners. An assigned covered parking space is conveniently located directly in front of the residence. Whether you're seeking a full-time residence, seasonal escape, or waterfront getaway, this impeccably renovated Sutton Place condominium delivers an exceptional combination of modern coastal luxury, thoughtful improvements, resort-style amenities, and the coveted Longboat Key lifestyle.

605 Sutton Place Unit 101, Longboat Key

$3,275,000

Behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood, this free-standing home with direct open Bay views enjoys a private pool and boat dock. Set within an intimate, established enclave there is a difference in this property. It’s a free-standing residence which means you don’t share any common elements with an attached neighbor necessitating joint decisions on when to paint or replace a roof. There are only four free standing homes such as this, the rest are attached. This home welcomes you through double doors into a showplace of light, style, and space with immediate expansive bay views. Step outside to the expansive screened lanai — an inviting oasis for relaxing or entertaining by the pool while taking in mesmerizing bay views and the twinkling lights of downtown Sarasota. Enjoy immediate bay access with the private boat dock and lift. Inside, soaring transom windows, walls of glass, and rich wood floors enhance the open great-room design — a perfect setting for entertaining around the elegant fireplace. The updated kitchen connects seamlessly to the dining and living areas, showcasing sleek white cabinetry, a striking tile backsplash, solid-surface countertops, stainless steel appliances, and a generous breakfast bar ideal for casual gatherings. The first-floor primary suite is a private retreat with walls of glass, a cozy sitting area, custom built-ins, dual closets, and a luxurious remodeled bath featuring dual vanities, a large walk-in shower, and a separate water closet. Also on the main level are a private guest suite, second bedroom, full bathroom, a study/den, and a convenient outdoor dog space. Upstairs, a versatile loft provides the flexibility for a gym, library, or additional guest accommodations. The attached two-car garage offers ample storage, while Corey’s Landing residents enjoy access to a community pool, spa, Har-Tru tennis courts, and the private Bay Isles Beach Club. Ideally located near world-class shopping, dining, and the renowned St. Armands Circle, this residence captures the essence of the Longboat Key lifestyle — elegant, relaxed, and effortlessly connected to both land and sea.

3 Beds ⋅ 4 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code

Behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood, this free-standing home with direct open Bay views enjoys a private pool and boat dock. Set within an intimate, established enclave there is a difference in this property. It’s a free-standing residence which means you don’t share any common elements with an attached neighbor necessitating joint decisions on when to paint or replace a roof. There are only four free standing homes such as this, the rest are attached. This home welcomes you through double doors into a showplace of light, style, and space with immediate expansive bay views. Step outside to the expansive screened lanai — an inviting oasis for relaxing or entertaining by the pool while taking in mesmerizing bay views and the twinkling lights of downtown Sarasota. Enjoy immediate bay access with the private boat dock and lift. Inside, soaring transom windows, walls of glass, and rich wood floors enhance the open great-room design — a perfect setting for entertaining around the elegant fireplace. The updated kitchen connects seamlessly to the dining and living areas, showcasing sleek white cabinetry, a striking tile backsplash, solid-surface countertops, stainless steel appliances, and a generous breakfast bar ideal for casual gatherings. The first-floor primary suite is a private retreat with walls of glass, a cozy sitting area, custom built-ins, dual closets, and a luxurious remodeled bath featuring dual vanities, a large walk-in shower, and a separate water closet. Also on the main level are a private guest suite, second bedroom, full bathroom, a study/den, and a convenient outdoor dog space. Upstairs, a versatile loft provides the flexibility for a gym, library, or additional guest accommodations. The attached two-car garage offers ample storage, while Corey’s Landing residents enjoy access to a community pool, spa, Har-Tru tennis courts, and the private Bay Isles Beach Club. Ideally located near world-class shopping, dining, and the renowned St. Armands Circle, this residence captures the essence of the Longboat Key lifestyle — elegant, relaxed, and effortlessly connected to both land and sea.

3488 Mistletoe Lane, Longboat Key

340 Gulf Of Mexico Drive Unit 136, Longboat Key

$2,995,000

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

340 Gulf Of Mexico Drive Unit 136, Longboat Key

$9,500,000

Behind the double-gated entry of Bay Isles’ coveted Harbor section, 560 Harbor Point commands a rare position at the end of a quiet cul-de-sac, with 200 feet of pristine, protected water frontage and breathtaking views of the downtown Sarasota skyline. Designed by acclaimed architect Clifford Scholz and meticulously crafted by Murray Homes, this 5,245-square-foot Palladian-style masterpiece pairs timeless architectural symmetry with the ease of true waterfront living. Inside, an exceptional floor plan unfolds across four luxurious bedroom suites and four and a half baths, with a formal living room, private dining room, family room, and a gourmet kitchen equipped for the finest culinary creations. His-and-hers offices offer the flexibility today’s discerning buyer expects, while impeccable millwork and the finest finishes reflect every detail executed to perfection. Expansive waterfront terraces and a redesigned viewing porch frame magical water views from every room. Outside, the water is the star. A private dock with boat lift and kayak launch puts the Gulf and Sarasota Bay within easy reach, with no bridges between you and open water. It is boating the way it was meant to be: quiet, private, and just steps from your back door. As a Bay Isles homeowner, you’ll also enjoy deeded, resident-only access to the Bay Isles Beach Club on the Gulf of Mexico, complete with an on-site attendant, covered gathering and picnic areas, changing rooms, barbecue grills, and beach accessory storage. Close by are the championship golf, tennis, and dining of the Longboat Key Club, the St. Regis Resort, and the boutiques and restaurants of St. Armands Circle, while a short drive across the causeway brings downtown Sarasota’s acclaimed dining, vibrant arts scene, and beloved Farmers Market. Double-gated privacy. 200 feet of water frontage. Cul-de-sac seclusion. A rare offering in one of Longboat Key’s most prestigious boating communities.

4 Beds ⋅ 5 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Behind the double-gated entry of Bay Isles’ coveted Harbor section, 560 Harbor Point commands a rare position at the end of a quiet cul-de-sac, with 200 feet of pristine, protected water frontage and breathtaking views of the downtown Sarasota skyline. Designed by acclaimed architect Clifford Scholz and meticulously crafted by Murray Homes, this 5,245-square-foot Palladian-style masterpiece pairs timeless architectural symmetry with the ease of true waterfront living. Inside, an exceptional floor plan unfolds across four luxurious bedroom suites and four and a half baths, with a formal living room, private dining room, family room, and a gourmet kitchen equipped for the finest culinary creations. His-and-hers offices offer the flexibility today’s discerning buyer expects, while impeccable millwork and the finest finishes reflect every detail executed to perfection. Expansive waterfront terraces and a redesigned viewing porch frame magical water views from every room. Outside, the water is the star. A private dock with boat lift and kayak launch puts the Gulf and Sarasota Bay within easy reach, with no bridges between you and open water. It is boating the way it was meant to be: quiet, private, and just steps from your back door. As a Bay Isles homeowner, you’ll also enjoy deeded, resident-only access to the Bay Isles Beach Club on the Gulf of Mexico, complete with an on-site attendant, covered gathering and picnic areas, changing rooms, barbecue grills, and beach accessory storage. Close by are the championship golf, tennis, and dining of the Longboat Key Club, the St. Regis Resort, and the boutiques and restaurants of St. Armands Circle, while a short drive across the causeway brings downtown Sarasota’s acclaimed dining, vibrant arts scene, and beloved Farmers Market. Double-gated privacy. 200 feet of water frontage. Cul-de-sac seclusion. A rare offering in one of Longboat Key’s most prestigious boating communities.

560 Harbor Point Road, Longboat Key

$529,990

BACK AND BETTER THAN EVER! This completely renovated, turnkey furnished 2BR/2BA villa in the coveted 55+ Spanish Main Yacht Club returns to market with a NEW ROOF and NEW HVAC, both with transferable warranties. A prior appraisal documents 1,393 SF of above grade living space, offering more room than previously reflected in the MLS. The home also features impact windows and doors, adding peace of mind and year round durability as well as a full house water filtration system. Step outside to your spacious private patio—perfect for grilling, relaxing, and enjoying the coastal breeze. From there, take a short stroll across the road to your deeded Gulf beach access, or walk just a few steps to the deep water marina and head out on your boat for a sunset cruise. Boat slips are convenient and affordable, making every day boating a reality. Residents enjoy a heated waterfront pool and a vibrant, active community—ideal for seasonal snowbirds seeking a winter retreat or those who prefer the ease of year round coastal living. Guest parking is conveniently located behind the villa and at the marina. EXTRA BONUS: A seasonal tenant is in place January–April, offering an attractive opportunity to offset carrying costs. Inquire for details and plan your visit—this one is easy to love!

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

BACK AND BETTER THAN EVER! This completely renovated, turnkey furnished 2BR/2BA villa in the coveted 55+ Spanish Main Yacht Club returns to market with a NEW ROOF and NEW HVAC, both with transferable warranties. A prior appraisal documents 1,393 SF of above grade living space, offering more room than previously reflected in the MLS. The home also features impact windows and doors, adding peace of mind and year round durability as well as a full house water filtration system. Step outside to your spacious private patio—perfect for grilling, relaxing, and enjoying the coastal breeze. From there, take a short stroll across the road to your deeded Gulf beach access, or walk just a few steps to the deep water marina and head out on your boat for a sunset cruise. Boat slips are convenient and affordable, making every day boating a reality. Residents enjoy a heated waterfront pool and a vibrant, active community—ideal for seasonal snowbirds seeking a winter retreat or those who prefer the ease of year round coastal living. Guest parking is conveniently located behind the villa and at the marina. EXTRA BONUS: A seasonal tenant is in place January–April, offering an attractive opportunity to offset carrying costs. Inquire for details and plan your visit—this one is easy to love!

546 Spanish Drive S, Longboat Key

$3,495,000

Beyond the gates of Bayou Hammock, where just 13 residences share one of north Longboat Key’s most private waterfront settings, a true coastal retreat awaits. Arrive through one of two private gated entrances, where refreshed tropical landscaping and a charming butterfly garden welcome you home. Set on an expansive 0.83-acre lot with approximately 150 feet of direct canal frontage, the property offers sailboat water and room to accommodate vessels up to approximately 70 feet. Thoughtfully reimagined by the current owner, the beautifully renovated bungalow blends timeless Old Florida character with modern comfort. The 3-bedroom, 3-bathroom main residence is complemented by an attached guest casita with its own bedroom and bathroom, creating a total of 4 bedrooms, 4 bathrooms, and approximately 2,600 square feet of air-conditioned living space. Distinctive keystone accents will continue to develop a rich, natural patina in the coastal climate, while impact-rated windows and doors, a new standing-seam metal roof, and an attached one-car garage provide lasting value and peace of mind. Life here unfolds outdoors. Begin the morning beside the pool, rinse off beneath the outdoor shower after an afternoon on the water, or step onto the brand-new dock and set out from one of two new boat lifts, one 20,000lb and one 10,000lb. Spend the day boating, fishing, and exploring the surrounding waterways before returning to your own peaceful hideaway. Just moments from the beaches, dining, and relaxed charm of north Longboat Key and nearby Anna Maria Island, this exceptional property is also zoned for Anna Maria Elementary School. More than a waterfront home, it is a private island sanctuary offering rare space, remarkable boating access, and an unhurried way of life.

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 34228 Zip Code

Beyond the gates of Bayou Hammock, where just 13 residences share one of north Longboat Key’s most private waterfront settings, a true coastal retreat awaits. Arrive through one of two private gated entrances, where refreshed tropical landscaping and a charming butterfly garden welcome you home. Set on an expansive 0.83-acre lot with approximately 150 feet of direct canal frontage, the property offers sailboat water and room to accommodate vessels up to approximately 70 feet. Thoughtfully reimagined by the current owner, the beautifully renovated bungalow blends timeless Old Florida character with modern comfort. The 3-bedroom, 3-bathroom main residence is complemented by an attached guest casita with its own bedroom and bathroom, creating a total of 4 bedrooms, 4 bathrooms, and approximately 2,600 square feet of air-conditioned living space. Distinctive keystone accents will continue to develop a rich, natural patina in the coastal climate, while impact-rated windows and doors, a new standing-seam metal roof, and an attached one-car garage provide lasting value and peace of mind. Life here unfolds outdoors. Begin the morning beside the pool, rinse off beneath the outdoor shower after an afternoon on the water, or step onto the brand-new dock and set out from one of two new boat lifts, one 20,000lb and one 10,000lb. Spend the day boating, fishing, and exploring the surrounding waterways before returning to your own peaceful hideaway. Just moments from the beaches, dining, and relaxed charm of north Longboat Key and nearby Anna Maria Island, this exceptional property is also zoned for Anna Maria Elementary School. More than a waterfront home, it is a private island sanctuary offering rare space, remarkable boating access, and an unhurried way of life.

6561 Bayou Hammock Road, Longboat Key

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

$1,090,000

Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

3 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code

Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

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