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$18,990,000
6 Beds ⋅ 9 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine land, this estate is a masterpiece of design and craftsmanship. Designed in the timeless British West Indies style, this home showcases vaulted ceilings, extensive trim detailing, white oak floors throughout, and two fireplaces, creating an ambiance of elegance and warmth. The expansive covered patios and porches invite you to embrace the serenity of waterfront living, while the heated pool and an impressive 13' x 13' hot tub serve as the ultimate retreats. A custom outdoor fire pit, two outdoor kitchens, and indoor and outdoor pool tables elevate the entertainment experience. For boating enthusiasts, this estate is unrivaled, featuring four low-profile boat lifts—the largest accommodating vessels up to 30,000 pounds, the second suitable for a vessel up to 20,000 pounds, and the third and fourth lifts each with a 5,000-pound capacity, ideal for jet skis, kayaks, and paddle boards. Located just 10 minutes from the Gulf of Mexico by boat and 5 minutes to Shore and Mar Vista restaurants, this is the perfect haven for life on the water. Inside, the Wolf Sub-Zero appliances provide top-tier performance in a gourmet kitchen built for culinary excellence. A Control4 smart home system offers seamless automation throughout, while HVAC-equipped garages ensure comfort year-round. The multiple garages can accommodate up to 9 cars, and the massive driveway can host 20+ vehicles. The residence boasts six spacious bedrooms, each with an en-suite bathroom, plus an additional full bath and two half baths. Designed for both productivity and leisure, the home features his and hers offices, a media/theater room, a fully equipped gym, sauna, golf simulator, tackle garage, and a workshop. A private guest suite with a separate entrance includes a kitchenette, dining room, living room, bedroom, and bathroom, offering a luxurious retreat for visitors. With two state-of-the-art elevators, expansive landscaping, and a maintenance-free turf yard, this estate blends modern convenience with natural beauty. Ideally located near pristine beaches, world-class shopping, and gourmet dining, this estate is the epitome of waterfront elegance and exclusivity. Experience the pinnacle of coastal living—this is truly paradise found.

612 Juan Anasco Drive, Longboat Key
$17,500,000
7 Beds ⋅ 10 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Simply The Best!! For MLX Data purpose.

6633 Gulf Of Mexico Drive, Longboat Key
$8,350,000
6 Beds ⋅ 7 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
100' of direct beach and gulf frontage..... Welcome to Paradise! Experience the ultimate in Longboat Key and Gulf-front luxury with this spectacular nearly 6,000 sq. ft. beachfront estate on Longboat Key. Perfectly positioned on a pristine stretch of white-sand shoreline, this gorgeous beach home offers unobstructed, panoramic views of the Gulf of Mexico from nearly every room in the home. Also featuring over 3,000 sq. ft of under-roof outdoor relaxation and entertainment space. Designed for family gatherings and beach front fun, this is the perfect beach home for tranquil coastal living. This beach home features 6 bedrooms, 6.5 bathrooms, a den and a family room, as well as a stunning 24' x 24' rooftop sun deck. Built in 2002, this waterfront beauty offers many unique details like the Mahogany front door, elevator to all 3 levels, all new exterior paint and interior paint, and best of all three expansive levels of outdoor living space, each capturing the beauty of daily sunsets and unobstructed Gulf and beach views. At the heart of your beachfront oasis is a newly refurbished resort-style pool and new paver patio, framed by swaying palms and endless water views. Just steps beyond the pool is access to your 100' of private beach frontage leading directly to the soft sand and crystal-blue Gulf waters. The main level Owner's suite is large, with direct and unobstructed Gulf and beach views. The kitchen is spacious and open, with top-of-the-line appliances and direct Gulf and beach views to enjoy while you cook. The guest bedroom suites are all spacious, with ensuite bathrooms and great Gulf and beach views from every bedroom. Whether you’re seeking a serene retreat or an entertainer's dream, this exceptional Longboat Key residence delivers unparalleled beauty, privacy, and a front-row seat to Florida’s most breathtaking coastline. Hurry up and get here, the views are spectacular!

6477 Gulfside Road, Longboat Key
$8,000,000
4 Beds ⋅ 5 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 feet of private, sugar-white beachfront meets the rare luxury of a deeded bayside boathouse—a coveted feature seldom available on the island. For the discerning boater, this exceptional amenity includes a 12,000-lb lift and upgraded dockage on tranquil Sarasota Bay, allowing seamless access to open water adventures while preserving the serenity of Gulf-front living. Architecturally envisioned by Clifford M. Scholz and brought to life by Perrone Construction, the residence is a timeless fusion of coastal elegance and enduring craftsmanship. Elevated concrete block construction, a newly installed metal roof, and impact-rated windows ensure peace of mind, while expansive verandas and elevated terraces provide panoramic views of the Gulf, Bay, and captivating sunsets. Spanning three levels with elevator access from garage to top-level owner’s suite, the home’s interior is equally refined 4BR/4,224sf (7,758sf total) - anchored by a gourmet kitchen with Sub-Zero, Viking, and Neff appointments, and graced with fluid indoor-outdoor spaces designed for both grand-scale entertaining and quiet personal retreats. The primary suite is a sanctuary unto itself, featuring dual walk-in closets, spa-inspired bath, and breathtaking views of the Gulf from its private balcony. The ground level offers over 2,600 sq ft of flex space, ideal for a collector’s garage, home gym, or additional guest accommodations. Outdoors, the Gulf-front pool deck with summer kitchen invites year-round al fresco living, while a private path leads directly to one of Florida’s most pristine beaches. Perfectly positioned on North Longboat Key - near Anna Maria Island, St. Armands Circle, and downtown Sarasota, this rare estate offers absolute privacy without sacrificing access to the region’s finest dining, shopping, and cultural experiences. This is not simply a beachfront home—it is an irreplaceable legacy property offering the best of both Gulf-front tranquility and Bayfront boating. Private showings by appointment only for qualified buyers.

6161 Gulf Of Mexico Drive, Longboat Key
$3,800,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Build your dream beachfront estate on nearly three-quarters of an acre on exclusive North Longboat Key. With 100 feet of private Gulf frontage, this rare homesite offers endless views of turquoise waters spectacular sunsets and direct access to powder sand just steps from your future doorstep. Set within a rising luxury enclave, this prime property is moments from the new St. Regis Resort and the Longboat Key Club, offering world-class golf, tennis, dining, and five-star amenities. Enjoy the charm of nearby Anna Maria Island and the upscale shopping and cultural experiences of St. Armands Circle. This is one of the last opportunities to create a custom beachfront retreat in one of the Gulf Coast’s most coveted locations.

6453 Gulfside Road, Longboat Key
$2,700,400
3 Beds ⋅ 4 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Experience the pinnacle of coastal luxury in this exceptional custom estate, completed in 2021 by renowned Mason Martin Builders. Designed and sparingly used by the original owners who crafted it with precision and care, this like-new residence has since been thoughtfully reimagined by the current owner with an elevated level of designer finishes and enhancements throughout. Situated near the desirable north end of Longboat Key on a tranquil canal with a private dock and boat lift, this home provides effortless access to the open Gulf waters—an ideal setting for boating enthusiasts. Deeded neighborhood beach access just moments away completes the ultimate Florida lifestyle for those who cherish both sea and sand. This three-story architectural gem offers three spacious ensuite bedrooms, three-and-a-half baths, and the ease of a private elevator. Expansive balconies with wood-clad ceilings connect each floor, blending indoor elegance with outdoor serenity. Natural light pours through floor-to-ceiling sliding glass doors, accentuating peaceful water and garden views from every level. At the heart of the home, the gourmet kitchen boasts Sub-Zero and Wolf appliances, quartz countertops, and bespoke cabinetry—perfect for both everyday living and entertaining. The entire third floor is dedicated to a luxurious primary suite retreat with spa-style bath, soaking tub, oversized walk-in shower, dual vanities, and custom closets. The private outdoor sanctuary includes a resort-style pool and spa, fire pit, covered lounge space, and expansive sun deck—perfect for sunset gatherings or quiet afternoons in the sun. Professional xeriscaping, mature privacy plantings, and enhanced landscape lighting create a serene, low-maintenance environment. Notable upgrades include a newly constructed three-foot perimeter seawall, advanced drainage and waterproofing systems, and impact-rated windows and doors for peace of mind. Inside, premium upgrades such as commercial-grade European wall coverings, high-end fans and hardware, and designer window treatments ensure every detail reflects refined sophistication. With its prime waterfront location, nearly new condition, and elevated design, this rare offering embodies the essence of Longboat Key luxury for the active

598 Lyons Lane, Longboat Key
$2,700,000
3 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Outstanding opportunity to own an elevated pool home with beautiful views of the sparkling Gulf of Mexico on the highly sought-after north end of Longboat Key. This 3-bedroom, 2.5-bath Key West–style residence is ideally positioned on an oversized 19,400-sq.-ft. lot that stretches from Gulf of Mexico Drive to Gulfside Road—just steps from a pristine, uncrowded stretch of sandy coastline. Built in 2001, this custom home offers a bright, open floor plan with spacious rooms, high ceilings, abundant windows, and quality finishes throughout. A private elevator or stairs lead from the expansive covered entertaining area by the pool to the main living level. The light-filled all-white kitchen features a gas cooktop, double ovens, and both a peninsula and breakfast area with Gulf views. Light wood floors flow into the inviting living room, where sliders open to a covered lanai—the perfect spot to enjoy sea breezes, sunsets, or a quiet read. A formal dining room adds to the home’s easy entertaining flow. The peaceful primary suite with large ensuite bath also opens to the lanai, while the split-plan layout ensures privacy for guests. Outside, lush landscaping surrounds the sparkling pool, creating an idyllic island retreat. Experience laid-back coastal living just minutes from the new St. Regis Resort, St. Armands Circle, and the cultural attractions of downtown Sarasota. Featured on the Longboat Key Garden Club’s 2005 Home and Garden Tour, this exceptional property blends quality, style, and casual elegance—a rare find on Longboat Key’s serene north end.

6473 Gulf Of Mexico Drive, Longboat Key
$2,590,000
3 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
The Future of Luxury Living on Longboat Key! Discover this newly constructed coastal retreat that sets the standard for modern waterfront living. Located on the private north end of Longboat Key, this turnkey-furnished residence is a sanctuary of style & elegance. Soaring 16-foot driftwood ceilings create an atmosphere of warmth and grandeur, while large impact glass sliders connect you seamlessly between indoor and outdoor living. From the porcelain tiles, custom cabinetry, quartzite countertops in the kitchen to the Italian glass vanities in every bathroom, this home has been constructed with every detail in mind. Enjoy customizable Lutron lighting, automatic shades, built in surround sound system, and a Brinks alarm system with CCTV cameras to protect it all. Looking outdoors, a fire pit, outdoor grill, luxury pool & spa with a waterfall, newly installed dock & 10,000 lb boat lift await you. Built to withstand the elements, this flood-resistant home remains untouched by storms & was powered throughout the storms with it's own generator, offering peace of mind and unmatched durability. Experience the perfect fusion of luxury, privacy, and coastal charm—schedule your private tour today.

600 De Narvaez Drive, Longboat Key
$2,500,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Double lot on a wide canal that is 1.06 acres with 200 ft of protected waterfront located on Dream Island Road Longboat Key. This tranquil waterfront retreat is ready for your new home plus the possibility of two canal front homes. For the boating enthusiast, the intracoastal waterway is easily accessible with no bridges. This oasis is a waterfront paradise. There is a 4 bedroom 3 bath home on the property that can be updated for waterfront living. This prime location is within walking or biking distance to the gorgeous Gulf of Mexico and beautiful Longboat Key beach. Great restaurants, St. Armands Circle and Sarasota are minutes away. An exceptional opportunity to own a waterfront property on Longboat Key! Celebrate the natural beauty of Florida as it was truly meant to be experienced in this enchanting coastal estate.

600 Dream Island Road, Longboat Key
$2,275,000
4 Beds ⋅ 4 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
One or more photo(s) has been virtually staged. Experience refined coastal living in this stunning custom canal-front home, where timeless architectural elegance blends seamlessly with effortless luxury on the exclusive north end of Longboat Key. The attention to detail in this exquisitely renovated home is reflected in every thoughtfully crafted element and high-end finish, including furniture quality bespoke cabinetry, automated Lutron lighting and shade control system with remote access, standing seam metal roof, high-impact rated windows and doors throughout, low maintenance artificial turf, advanced whole house surveillance system...an endless list of luxuries. Step inside the marble entry foyer which flows into the heart of the home where the living room, dining area and the spectacular chef’s kitchen come together framing the view out to the resort-like private backyard oasis. Walls of windows, doors, and the exquisite copula with gorgeous wood clad ceiling and motorized shades bathe the space with natural light. The magazine worthy kitchen is outfitted with furniture quality cabinetry, professional grade Wolf and dual Sub-Zero appliance suite, walk-in pantry, and a generous center island featuring wrap around seating and abundant storage. This impeccably designed space effortlessly balances form and function, making it ideal for everything from everyday dining and casual gatherings to grand-scale entertaining. Just off the dining area, you will find the sunroom with a folding NanaWall allowing for privacy as needed; this room is truly flexible. The living room features a custom wall unit, in-ceiling speakers, and is pre-wired for surround sound enhancing the TV viewing experience. The hallway off the living room leads to the private second bedroom (can also serve as study/office), beautiful marble clad full bath, and an oversized laundry room lined with two walls of cabinets. The first-floor primary bedroom suite boasts vaulted ceilings and a spacious walk-in closet outfitted with a custom closet organizer. The luxurious spa bathroom exudes timeless style with high end cabinetry featuring twin vanities, dual function whirlpool/air tub, oversized marble shower and a private water closet. The grand walnut staircase with dramatic glass tile risers leads to the private self-contained second floor guest quarters featuring separate HVAC zone and water heater. The two upper bedrooms feature hand scraped hardwood floors, tray ceilings, ensuite marble baths and spacious closets with custom organizers. This floor also houses abundant storage with two large storage closets complete with built in shelving. Outside, the coastal lifestyle unfolds in the ultra-private rear yard with mature and lush tropical landscaping, resort style saltwater pool with sun shelf and spa, four hole putting green, oversized pergola with motorized sunshade, outdoor shower, and a 53 ft dock on a deep water canal fully equipped with power, water, fish cleaning station and a 16,000+lb lift. Enjoy power boating or sailing on the Bay or Gulf with no fixed bridges to stand in the way. Just a few minutes by foot to the azure waters and sand beaches. Ideal as a year-round residence or seasonal retreat, this incredible home captures the quintessential Longboat Key beach to bay lifestyle. A rare opportunity not to be missed! Schedule your private showing today.

725 Penfield Street, Longboat Key
$2,100,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
A gated entrance and paver driveway surrounded by lush landscaping leads to this lovely home on a wide canal that is a boater's dream. The location is a private half plus acre estate across the street from the beautiful Gulf of Mexico and beach. The exquisite double entry etched doors open to the first living level of storage and an elevator plus staircase that goes to the main level. The main living level features gorgeous wood floors, beautifully updated kitchen with granite breakfast bar that is open to the entertaining area with serene views over the wide canal waterway. All of the bedrooms have terraces. There is a caged pool and spa with an additional sunning area. This lovely canal home has been completely updated with the new gate and fence around property, major landscape work and premium sound system. The boater has direct intra coastal access. New seawall and dock installed in 2022.

5930 Gulf Of Mexico Drive, Longboat Key
$1,670,000
4 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Come savor laid-back luxury and the island lifestyle that Longboat Key is known for in this tranquil, seaside retreat. AND listed more than $100,000. under a current appraisal! This home is a decorators dream! Completely remodeled with a brand new kitchen, all new flooring, 4 bedrooms and 3 baths in an open and inviting space. The line is blurred between indoor and outdoor living with a gorgeous sparkling pool just beyond the mahogany French doors, surrounded by tropical plants and situated on a fabulous canal. For the boaters, you have a 14,000 lb. lift and no fixed bridges to the Gulf of Mexico, making your day on the water an easy experience. Nightly sunsets at the neighborhood beach is just a short walk away and something to make a regular habit of! A short distance to multiple restaurants, shopping, 12 miles of biking paths, and the incredible Joan Durante Park on the Bay only add to the remarkable quality of life living on an island can provide. When you’re ready for something more, St.Armands Circle and the cultural mecca of Downtown Sarasota is just a short drive away. This extraordinary home is a true island paradise you must come see.

635 Marbury Lane, Longboat Key
$1,545,000
3 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
PRICE REDUCTION! Coastal elegance meets relaxed island living in this beautifully renovated and fully furnished Key West–style waterfront retreat on Longboat Key. Offering boating, beach, and three bedrooms and three full baths, this thoughtfully designed home also features a private guest/in-law suite complete with its own full bath and kitchenette—ideal for extended stays or visiting family and friends. Step outside to your own tropical oasis, where a heated in-ground pool and expansive paver lanai create the perfect setting for alfresco entertaining. The well-protected canal frontage includes a private dock with boat lift, water, and electric, providing effortless access to Sarasota Bay, the Intracoastal Waterway, and the Gulf. Boating enthusiasts will appreciate the direct, easy navigation, while beach lovers will enjoy the nearby neighborhood beach access just a short stroll away. Inside, the open great room floor plan showcases plank wood flooring, a cozy fireplace, and an expansive Florida room overlooking the water. The well-appointed kitchen features gas cooking and generous workspace—perfect for the home chef. The spacious main-level primary suite offers a walk-in closet and private en-suite bath, while a separate guest bedroom and adjacent full bath provide comfort and privacy. On the ground level, the fully appointed in-law / guest suite opens directly to the pool and lanai area and includes a full bath and new kitchenette. A versatile bonus space offers endless possibilities—game room, fitness studio, hobby space, or additional lounge area. Recent improvements include a new roof, Florida room addition with impact windows, Hardie board siding, in-law / guest suite kitchenette cabinets and appliances, and more. Lush tropical landscaping, raised planting beds, a kayak launch, paver drive and walkways, privacy fencing, and a welcoming front porch complete the exterior appeal. Located in the friendly Norton Street neighborhood, residents enjoy a voluntary social homeowners association with regular gatherings—one of the many reasons this is considered one of the island’s most desirable year-round communities. Waterfront luxury. Easy boating. Close to the beach. 601 Norton is your opportunity to embrace the very best of island living.

601 Norton Street, Longboat Key
$1,225,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secluded sandbars, the turquoise waters of the Gulf of Mexico, and several nearby waterfront restaurants. From the moment you arrive at this magical property, Zen Vibes will calm the mind and put it's whimsical spell on you. Lush plantings, perfectly positioned sitting areas, a private cocktail pool and a custom dock flanked by native mangroves surround this elevated Charmer. Perfectly updated and decorated for maximum pleasure, the vaulted ceilings, clerestory windows providing lots of natural light, and huge back deck enhance the inviting living space and make this home perfect for entertaining indoors & outdoors. Cherry wood cabinetry, a cozy breakfast bar, granite tops, gas range and stainless steel appliances enhance the private kitchen which overlooks the comfortable family room. The primary suite with it's vaulted ceilings and wood floors is totally tucked away, and it's spa-like bathroom with dual sink, separate shower and jetted tub is a perfect retreat highlighted by natural stone and Travertine finishes. The guest bedrooms offer sunrise views, vaulted ceilings and cozy wood flooring and share a Moroccan inspired bathroom. The pecky cypress ceilings, indirect lighting throughout the living space and the colorful interior design and decor are truly special and the enclosed workshop, garage space and gardening sheds below provide additional room for fun. Easy access to miles of Longboat Key's pristine sugar sand beaches where neighbors gather to enjoy spectacular sunsets or just to enjoy a relaxing beach day. The convenience of nearby casual & fine dining, shopping and a short drive to Anna Maria Island's popular night life spots, as well as the Longboat Key Club with resort style amenities, make this the perfect island location for anyone dreaming of living the coveted Florida lifestyle. So come and discover your coastal adventures today on Florida's most prestigious barrier island.

701 Marbury Lane, Longboat Key
$1,175,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Welcome to Your Waterfront Paradise! This beautiful home even includes the Boat! This beautifully renovated coastal retreat is in the highly desirable Sleepy Lagoon community. A deep-water, saltwater canal is in your backyard, and it’s just seconds from the Intracoastal and the Gulf on your new boat! The single-story home has been gorgeously remodeled, featuring – 3 bedrooms, 2 luxurious bathrooms, new flooring throughout, and new kitchen with quartz countertops and stainless steel appliances. The open-concept floor plan and fully retractable sliding glass doors create a seamless connection between indoor and outdoor living – ideal for entertaining or relaxing in style. The primary suite offers a private balcony overlooking the heated pool, boat dock, and tranquil canal. Up a few stairs is a bonus loft that provides a perfect space for a home office or nursery. For the boating enthusiasts, enjoy a concrete seawall, composite dock, boat lift, plus water and electric hookups for ultimate convenience. The boat is a 2016 Southwind Sport Deck Series 2600SD/DB with an upgraded 300HP motor, in excellent condition. All of the recent updates to the home ensure comfort and peace of mind. Best of all, the home is just a short stroll to the beach via the beach access. Experience the best of island living—schedule your private tour today!

747 Marbury Lane, Longboat Key
$917,000
3 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
An extraordinary opportunity awaits the next visionary owner of this spacious waterfront Mediterranean-style home. Whether you choose to renovate the current home or build your new dream home, it is ideally located on a wide canal with no fixed bridges to the Gulf of Mexico. A day out on the water is right out of your back door! It is just a short stroll to the pristine beach in the highly desirable north end of Longboat Key. This is where luxury living meets the relaxed charm of coastal living. The home was damaged in the storms but was remediated and drywall was replaced. It will need flooring, a new kitchen and two bathrooms, but it features 3 bedrooms and 3 baths, and offers abundant space to recreate your perfect waterfront retreat. A distinctive arched entryway welcomes you to a private front courtyard. Upon entering through the beautifully carved wooden door, you are greeted by an abundance of natural light that highlights the unique architectural details, with a scenic view of the sparkling canal beyond. The first floor hosts a spacious open plan living and dining area, the kitchen, two bedrooms, and two bathrooms, along with a large utility room that could easily serve as a fourth bedroom or additional living space. A grand staircase leads to the primary bedroom, which boasts a luxurious marble ensuite with a jacuzzi tub and breathtaking views of the canal below. This exceptional room features a cathedral ceiling with exposed wooden beams, a gorgeous oak floor with intricate inlays, a wood-burning fireplace, and a balcony overlooking the private courtyard. It is a true sanctuary that could easily be transformed into a second expansive living area. Close to multiple restaurants, the fabulous St.Regis Resort and the world renowned St. Armands Circle…..and just a couple of bridges away from the cultural epicenter of downtown Sarasota……this is a rare offering to come and make your own!

749 Penfield Street, Longboat Key
$900,000
3 Beds ⋅ 4 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sunrise over your local beach—just a short stroll down the street—where you can sink your toes into sugary white sand, take an early walk, or collect seashells along the shore. Return home to enjoy coffee outdoors by your heated pool, relaxing on the deck as tranquil water views set the tone for the day. Take a refreshing dip, then unwind as nature’s canvas unfolds before you, with shifting light and brilliant shades of blue and azure. In the evening, hop on your boat from your backyard and cruise effortlessly to waterfront restaurants and sunset destinations. With a 20,000-lb boat lift, personal watercraft lift, and a 40-foot dock on a deep-water canal, you’ll enjoy immediate access to Sarasota Bay, the Intracoastal Waterway, and the Gulf—with no fixed bridges along the way. End your days with breathtaking sunsets as the sky ignites in color, dolphins play, and manatees glide by. Inside, the home offers an optimal floor plan ready for your personal touches. The spacious eat-in kitchen features an expansive island perfect for casual entertaining, complemented by new stainless-steel appliances. A wall of sliding glass doors seamlessly blends indoor and outdoor living, filling the home with natural light and water views. All main living areas open to the pool and outdoor spaces. Recent updates include a new AC system and a recently refinished pool. The home offers three bedrooms and four baths, with the flexibility to modify the layout or easily add a fourth bedroom. A wood-burning fireplace adds warmth and charm to the living room. Located on the barrier island of Longboat Key, this exceptional property is perfectly suited for the most discerning buyers. Enjoy nearby golf, pickleball, boutique shopping, and dining, with St. Armands Circle and downtown Sarasota just minutes away. Convenient access to SRQ Airport makes this an ideal full-time residence or luxury vacation retreat. Call today to schedule your private showing and experience coastal living at its finest.

552 Juan Anasco Drive, Longboat Key
$850,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Welcome to the perfect opportunity to build your dream home in the coveted Sleepy Lagoon Park on Longboat Key! This desirable lot is located on a saltwater canal with direct access to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico—perfect for boating enthusiasts. With the current structure on the property being removed in the coming weeks, this lot is ready for you to envision and create your ideal waterfront retreat. Two lots from the mouth of the canal, the property offers peekaboo views of the bay and the potential for even more breathtaking vistas with the right elevation and design. Imagine waking up to serene sunrises, taking morning walks along the nearby beach, and catching stunning sunsets every evening. All utilities are in place, making this lot a seamless canvas for your new construction. Enjoy the quintessential Longboat Key lifestyle with nearby amenities such as fine dining, shopping, tennis, fitness clubs, and community parks. This is your chance to own a prime piece of land in one of the most desirable locations on the island. Call today for more details and to schedule your private tour of this exceptional property. Don't miss this rare opportunity to bring your dream home to life!

592 Juan Anasco Drive, Longboat Key
$820,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
An incredible opportunity for a canal front 3 bedroom home on a nicely elevated lot. This home had NO WATER INTRUSION from the storms! It is a diamond in the rough just waiting for your vision. Whether you remodel it and use it as a monthly waterfront rental or make plans to turn it your vacation or waterfront island home, the lot itself is worth the price! Walk to the neighborhood beach, or jump on your boat out back on your lift and cruise the intracoastal.....this is a great chance to start your island living dreams.

541 De Narvaez Drive, Longboat Key
$545,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
This sweet little spot on Longboat Key is one of the best deals you'll find anywhere. Forget the fuss—it's tucked away on a quiet, private, dead-end street with no HOA in a picturesque location on a stunning stretch of North-End Longboat Key. The best part? You can wiggle your toes in the sand in just a 4-minute (0.20 mile) barefoot stroll to the beach! This .28-acre piece of paradise is pure potential, whether you're someone dreaming of that perfect beach residence, a builder looking for a prime canvas, an investor ready for some easy money. Make it Your Own: You can either give the existing home some very easy love or scrape it clean and build the custom oasis . The location couldn't be more ideal for either direction you take. Ready to Splash? The value is already shining here, thanks to the brand-new, beautiful gunite saltwater pool and spa—a $120,000 upgrade! It's got a new hurricane-rated enclosure and filtration system, plus wrap-around stone pavers providing large deck space and walkways. That private, finished outdoor space is waiting for you to jump right in and can be the centerpiece of any renovation or future build. Bay Access Bonus: Even better, you get deeded access to the Sarasota Bay via private boat launch at the end of Ed Lee Lane. You and 4 neighbors share this deeded access and it is a true island amenity. That's true island living—beach and bay at your fingertips. On top of all this the location of this home offers effortless access to an array of island amenities, boasting a very high walkability rating for Longboat Key. Easy access to the scenic 34 acre Joan Durante Park, providing a serene retreat for outdoor enthusiasts. A diverse selection of nearby restaurants and bars, ranging from charming delis and lively sports bars to fine dining establishments, are conveniently located right outside your door. Most notably very close beach access (0.20 mile) provides direct entry to one of the most spectacular beaches in the state. Recent improvements beyond the Pool/Spa are 2019 Roof, 2018 AC, 2019 Ductwork, 2024 storage shed ready for electric, full property fencing, landscape, hardscape and irrigation, The sellers are motivated to let this go, so they've priced it to move, favoring cash buyers for a smooth, quick close. Don't let this slice of Longboat Key slip away!

531 Edlee Lane, Longboat Key
$235,000
2 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34667 Zip Code
PRICE REDUCTION! A MUST SEE! A Gorgeous, completely remodeled, Waterfront Home with a lot of upgrades & special touches throughout this home. Direct access to the Gulf within minutes & No bridges. It has 42 ft on water, with a concrete seawall. This home features a beautiful kitchen with a island kitchen & seating, beautiful porcelain countertops, a large, farm style sink & nautical lighting. All Hisense stainless steel appliances, a french door style fridge with interior water & ice maker, a 5 burner gas stove w/air fryer & griddle, a professional, motion sensitive, range hood & a 3 rack dishwasher. Includes a small breakfast nook overlooking the canal. & includes a adorable Coffee bar cabinet which conveys, if desired. The kitchen has plenty of cabinets & storage space with a built in cabinets that also include Live edge shelving w/decorative piping. Near the Range area, it also has 2 pull out spice racks, apull out garbage bins & a deep pantry. This is a Open floor plan of Living room/Kitchen/Nook with lots of natural light & the living space over looks the canal. The sliding glass doors in the livingroom open onto the large (23x10) wood porch overlooking the canal. The living room features a beautiful electric fireplace that includes heat for those chilly nights. The Fireplace mantle & shelving is also live edge. This home has 2 bedrooms & both have walk-in closets that include built in closets w/ barn style doors. The Master bathroom has a tile walk in shower, the hall 2nd bathroom has a tub/shower combo, built-in cabinet & a Linen closet.This home features New 2025 Solid core LVP flooring w/cork backing, gorgeous nautical white shiplap half walls, 2022 Nautical lighting & fans everywhere & all with remotes.  Also Electric, tankless 2023 hot water heater,  Energy efficient 2025 Mini Split AC, new windows & roof is metal. Wood, floating dock (12x8). Large (23x11) covered carport w/an addit'l 45 feet of driveway for plenty of parking. The laundry room is exterior & located in the workshed across from the front door. This is a perfect, walk-in ready, canal home to make your own & start living the florida lifestyle! Hudson is centrally located to many options for restaurants, shopping, minutes from Hudson Beach, hospitals & doctors. It is only 10 minutes to SunWest Park with its large man made sandy beach & water park that everyone will enjoy. Hernando, Homosassa, Crystal River to the north & many.. locations south such as New Port Richey, Dunedin, Clearwater beach, there is never a shortage of things to do. Tampa & Tampa International Airport are within an hour and Orlando and all the amusement parks can be reached within a 2 hour drive. This home is move-in ready & ideal for anyone looking to enjoy Florida Waterfront Living or also great for an airbnb/VRBO! You own Home & Land. No HOA's, direct access to open water. Come and check it out! Home is being sold cash only w/valid POF. Furniture is not included but negotiable separately. Buyer and buyers agent to verify all measurements. Home had prior water intrusion from Hurricane Helene.

13230 Jacaranda Lane, Hudson
$95,000
1 Beds ⋅ 1 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34667 Zip Code
Direct Gulf Access - Investor Special! This Gulf Coast fishing retreat offers 42 feet of frontage on a saltwater canal with a concrete seawall, 10K boat Lift and Floating Dock with no fixed bridges, providing seamless access to the Gulf of Mexico. Spend your days watching dolphins and manatees swim by or cast your line right from your backyard to catch redfish, snook, and snapper. The 1 bedroom and 1-bathroom mobile home was damaged during Hurricane Helene flooding. The owner had done their best to dry out the home. This property is a blank canvas, ready for you to bring your vision to life. Being sold As-Is, Where-Is, and How-Is. The seller retains the right to any insurance or other payments related to the previous damage. Buyers are responsible for verifying all information and completing any necessary due diligence or inspections. No sight unseen offers will be considered. No assignability of contract to stop wholesalers. Don’t miss this rare opportunity to own an affordable direct Gulf access home and create your dream coastal escape!

13236 Indigo Lane, Hudson
$87,000
2 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34667 Zip Code
WATERFRONT OPPORTUNITY WITH NEW SEAWALL & DOCK! Live the Florida waterfront lifestyle at 13229 Jazz Lane, tucked away in Hudson’s relaxed Sleepy Lagoon community. This boater-friendly property offers direct canal access to the Gulf of Mexico and features a brand new concrete seawall and floating dock, ideal for a medium-sized boat—making it easy to head out for fishing, cruising, or sunset rides straight from your backyard. Situated on a 3,484 sq ft lot, this 2-bedroom, 1.5-bath mobile home offers an open layout with newer laminate flooring, a split-bedroom design, and a covered entry. Outdoor living shines here with an oversized wraparound wood deck along the back and side of the home, complete with a jacuzzi overlooking the canal—the perfect spot to unwind and enjoy the water views. Built in 1968 and updated in 1975, the home is ready for a new owner with vision. With no HOA and no deed restrictions, you have the freedom to renovate, redesign, or reimagine the property as a full-time residence, weekend retreat, or investment opportunity. Best of all, the costly waterfront improvements are already complete. Conveniently located just minutes from shopping, dining, Hudson Beach, and public boat ramps, this property blends waterfront tranquility with everyday accessibility. A true fixer-upper with exceptional potential—this is your chance to create a custom waterfront escape at an outstanding value. Property is being sold as-is. All information deemed reliable but not guaranteed; buyer to verify all measurements and details.

13229 Jazz Lane, Hudson