Longboat Key Homes with Florida Architectural style

Longboat Key Homes with Florida Architectural style

Welcome to Longboat Key, a picturesque paradise located in the sunny state of Florida. Known for its stunning beaches, upscale amenities, and luxurious lifestyle, Longboat Key is a sought-after destination for those looking to experience the best of coastal living.

One of the standout features of Longboat Key is its homes with true Florida architectural style. These homes often boast spacious layouts, open floor plans, and an abundance of natural light. With a focus on blending indoor and outdoor living, Florida-style homes in Longboat Key typically feature expansive windows, large outdoor living spaces, and tropical landscaping.

Whether you're looking for a waterfront estate with breathtaking views of the Gulf of Mexico or a charming bungalow surrounded by lush greenery, Longboat Key offers a diverse range of real estate options to suit every taste and preference. From modern beachfront condos to elegant single-family homes, there is something for everyone in this vibrant community.

If you're dreaming of living in a place where every day feels like a vacation, Longboat Key is the perfect place to call home. With its pristine beaches, world-class dining, and endless recreational opportunities, this idyllic island town has everything you need to live the Florida lifestyle of your dreams. Come explore the beauty and charm of Longboat Key and discover why it's one of the most coveted destinations on Florida's Gulf Coast.

Newest Longboat Key Homes with Florida Architectural style

3235 Gulf Of Mexico Drive Unit A201, Longboat Key
$1,195,000
2 Beds ⋅ 2 Baths ⋅ Portobello SubDv. ⋅ 34228 Zip Code
**BREATHTAKING BEACHFRONT CORNER CONDO WITH PANORAMIC GULF VIEWS!** Experience the beauty of beachfront living in this spacious, beautifully appointed two-bedroom, two-bath residence overlooking the Gulf of Mexico. Located on the second floor of the desirable Portobello community on Longboat Key, this exceptional corner unit offers approximately 1,500 square feet of living space, a thoughtfully designed split-bedroom floor plan, and two balconies offering spectacular coastal views. Offered turnkey furnished, this residence is ready to enjoy! Wake up to the soothing sounds of the waves in the spacious primary suite, complete with a generous walk-in closet, updated en-suite bathroom with stone countertops, dual sinks and a walk-in shower, and sliding glass doors opening directly onto the expansive waterfront balcony shared with the living room. The generously sized kitchen features beautiful wood cabinetry, stone countertops, a breakfast bar, and abundant storage, while the separate dining area offers additional space for gathering with family and friends. The guest bedroom provides its own private Gulf-view balcony and walk-in closet, creating a comfortable retreat for visitors. **HOME FEATURES:** - DESIRABLE SECOND-FLOOR CORNER UNIT - TWO PRIVATE BALCONIES - SPACIOUS SPLIT-BEDROOM FLOOR PLAN - TURNKEY FURNISHED - UPDATED KITCHEN AND BATHROOMS - CROWN MOLDING AND GENEROUS WALK-IN CLOSETS - IN-UNIT WASHER AND DRYER - WATER HEATER (2022) - NEWER ROOF (2025) Additional conveniences include elevator access and assigned parking. **COMMUNITY INFORMATION:** Nestled within the sought-after Portobello community, residents enjoy an exceptional coastal lifestyle with amenities on both the beach and bay sides of Longboat Key. Enjoy private, gated beach access, a heated swimming pool, tennis courts, kayak storage, an outdoor grilling area, and a bayside day dock and fishing pier. Whether spending the afternoon on the sand, enjoying a sunset, or exploring the waters of Sarasota Bay, Portobello offers opportunities to embrace island living. Conveniently located mid-key, just minutes from shopping, dining, golf courses, Publix, the world-renowned St. Armands Circle, and downtown Sarasota, this residence provides the perfect combination of island tranquility and nearby conveniences. **Discover the beauty of beachfront living in this spacious Longboat Key retreat, where spectacular views and coastal comfort come together.**

3235 Gulf Of Mexico Drive Unit A201, Longboat Key

501 Norton Street, Longboat Key
$2,850,000
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

1561 Gulf Of Mexico Drive Unit 301, Longboat Key
$19,995,000
3 Beds ⋅ 5 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

1561 Gulf Of Mexico Drive Unit 301, Longboat Key

575 Sutton Place, Longboat Key
$589,000
3 Beds ⋅ 3 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Experience refined coastal living at Sutton Place on Longboat Key, where an effortless Gulf-to-Bay lifestyle awaits. Ideally situated mid-key, this premier address offers rare peace of mind alongside private beach access just to the north at 4415 Gulf of Mexico Drive. Beyond the sand, you are minutes from St. Armands Circle, downtown Sarasota, and Anna Maria Island, and only a half-mile from Bayfront Park’s pickleball courts, dog park, playground, and walking trails. Sutton Place provides an exceptional suite of resort-style amenities. On the Gulf side, enjoy a covered beachfront pavilion with gated ample parking, restrooms, tables, outdoor showers, chair storage, and beach lockers ($30/yr). Bayside, take advantage of two heated pools, an active clubhouse, BBQ areas, a fishing pier, and a marina with boat slips for vessels up to 23’ ($300/yr), plus a kayak launch with storage ($150/yr; two kayaks included in the sale). A new 38’x33’ fitness center and sauna facility is also underway. The community is pet-friendly (two pets up to 25 lbs) and permits flexible 1-month minimum leasing twice per year. Inside this spacious 3-bedroom, 2.5-bathroom, 1,450-sq-ft townhouse, large diagonal porcelain tile flooring flows seamlessly throughout the entire property. The living and dining spaces feature classic plantation shutters, a ceiling fan, and a deep 7’x3’ under-stair storage closet. The well-appointed kitchen is outfitted with a sleek Samsung stainless steel appliance package—complete with a convection oven and built-in microwave—and casual breakfast bar seating for two. Just off the kitchen, a dedicated spacious laundry room with a closing privacy door houses GE laundry units, the water heater, an exterior fire exit door, and generous cabinetry and shelving for additional storage. The attached 20’ x 18' 1-car garage features durable tile flooring, dual side bump-outs for extra gear, a secondary refrigerator, and extensive storage capacity. Out back, step through sliders to your private screened lanai, positioned directly west-facing with sunshades to capture breathtaking evening sunsets over serene greenbelt views. Ascend the carpeted staircase to the tranquil primary suite, highlighted by plantation shutters, custom closet built-ins, and an en-suite bath finished with designer tilework and a sleek, glass-enclosed walk-in shower. Down the hall, the second bedroom offers a generous walk-in closet, while the updated full guest bath features a quartz-topped vanity and a glass-enclosed walk-in shower. Full hurricane impact windows throughout ensure pin-drop quiet and restful nights in every room. Exceptional resilience comes standard at an 11’ baseline elevation, with zero water or wind damage from recent storms. Notable mechanicals and structural updates include full impact windows and sliders, a 2023 water heater, a 2018 HVAC maintained on an active service contract, and a clean 10-year milestone certification passed in January 2024.

575 Sutton Place, Longboat Key

1591 Gulf Of Mexico Drive Unit 515, Longboat Key
$2,670,000
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

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key
$5,995,000
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

3060 Grand Bay Boulevard Unit 124, Longboat Key
$1,699,000
2 Beds ⋅ 3 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. This beautifully updated 2-bedroom, 2.5-bath residence offers approximately 2,550 square feet of elegant living space, framed by sweeping views of Sarasota Bay, the manicured golf course, and the Sarasota skyline. From the moment you enter, warm wood floors, expansive living areas, and floor-to-ceiling windows create a sense of effortless sophistication. The living room opens through a wall of sliders to a private terrace, inviting morning coffee, sunset entertaining, and quiet moments above the water. A formal dining room with wet bar and wine refrigerator, along with a striking gourmet kitchen featuring stone countertops, an extended island, glass-panel cabinetry, pendant lighting, and premium stainless appliances, makes entertaining as seamless as it is memorable. The primary suite is a true sanctuary, opening to the terrace with panoramic bay views and featuring a spa-inspired bath with soaking tub, walk-in glass shower, dual vanities, and separate water closet. The guest suite offers its own terrace access and private en-suite bath, providing comfort and privacy for family and visitors. Life at Grand Bay extends well beyond the residence. Residents enjoy resort-caliber amenities including a clubhouse, two heated pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Membership to the Bay Isles Beach Club provides private Gulf-front access, complete with gated entry, pavilion, restrooms, showers, picnic areas, BBQ grills, and beach chair storage. The pet-friendly community also welcomes large dogs, making it easy to bring the whole family into this exceptional coastal setting. Ideally positioned behind the gates of the Longboat Key Club in Bay Isles, this residence places you minutes from celebrated dining, boutique shopping, golf, boating, and the cultural attractions of Sarasota. It is more than a home; it is a rare opportunity to live the quintessential Longboat Key lifestyle, where luxury, privacy, and waterfront beauty come together every day.

3060 Grand Bay Boulevard Unit 124, Longboat Key

4800 Gulf Of Mexico Drive Unit 205, Longboat Key
$759,000
2 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
STOP THE CAR...THIS IS THE ONE! Perfectly positioned to capture breathtaking Sarasota Bay views, this spectacularly renovated coastal retreat offers a rare combination of luxury, comfort, and natural beauty in one of Longboat Key's most sought-after waterfront communities. Showcasing exceptional craftsmanship and designer-curated finishes throughout, this stunning two-bedroom residence with an additional Queen Murphy Bed guest accommodation and guest closet has been thoughtfully reimagined to create a truly move-in-ready and turnkey masterpiece. Recent enhancements include brand-new luxury vinyl plank flooring and newly installed electric window blinds, adding both style and convenience to this exceptional home. From the moment you step inside, you'll be captivated by shimmering water views and the seamless blend of elegant interiors and the beauty of the outdoors. The open-concept floor plan is designed for effortless living and entertaining, creating a warm and inviting atmosphere filled with natural light. At the heart of the home, the chef-inspired gourmet kitchen is a showstopper, featuring a spacious granite island, abundant cabinetry, premium finishes, and a welcoming dining area perfect for gathering with family and friends (Dining for 6).  The living room and Florida room serve as front-row seats to some of the most spectacular scenery on Sarasota Bay with an additional formal dining area for 6. Watch playful dolphins glide through the water, spot gentle manatees just offshore, and enjoy the daily parade of coastal birds from your elevated vantage point. Whether savoring a peaceful sunrise with your morning coffee or unwinding beneath moonlit skies reflected across the bay, every day feels like a vacation. The primary suite is a private sanctuary designed for relaxation and renewal. This luxurious retreat features a cozy fireplace, beautifully crafted custom walk-in closet, and an ensuite bath showcasing lavish finishes and thoughtful design. “Pet Friendly” Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails for your enjoyment. Unparalleled resort-like amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits/barbecues throughout the property. Steps away from the tranquil Gulf of Mexico with one deeded beach access and two public beach accesses directly across the street. For those seeking outdoor adventure, this property offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the water. Beyond the community, enjoy easy access to St. Armands Circle, Downtown Sarasota, Bridge Street, Historic Cortez Fishing Village, championship golf courses, world-class dining, boutique shopping, and Sarasota's renowned arts and cultural attractions. Rarely does a residence combine this level of design, comfort, location, and lifestyle. Come discover why this exceptional Windward Bay home is one of the finest offerings ever in the community. STOP THE CAR and schedule your private showing today.

4800 Gulf Of Mexico Drive Unit 205, Longboat Key

Start Your Search

How much is your home worth?

Get instant property value now!