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$1,350,000
4 Beds 2 Baths Longboat Key SubDv. 34228 Zip Code
Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from your own backyard, sunset walks on the Gulf, and a beautifully reimagined coastal home that is truly move-in ready. Previously appraised at $1.65 million earlier this year and more recently appraised at $1.5 million, the home is now offered at $1.35 million—creating an exceptional opportunity to purchase below its most recent appraised value. Set along an impressive 132 feet of canal frontage, this 4-bedroom, 2-bath waterfront home offers DIRECT BOATING ACCESS TO SARASOTA BAY AND THE INTRACOASTAL plus PRIVATE DEEDED GULF BEACH ACCESS JUST EIGHT HOMES AWAY. It is a rare Longboat Key combination: keep your boat in your own backyard while enjoying private Gulf beach access just down the street. The location is equally exceptional, with Joan M. Durante Park, Cedars Tennis Resort & Club, and some of Longboat Key’s favorite restaurants, boutiques and shops all just moments from the property. Optional membership is available at nearby Cedars Tennis Resort & Club, offering tennis and pickleball courts, a Jr. Olympic swimming pool, 24/7 fitness center and additional resort-style amenities. Boating, beaches, recreation, dining and shopping are all right at your fingertips. This is far more than a typical “updated” home. With the exception of the foundation, VIRTUALLY EVERYTHING HAS BEEN RENOVATED OR REPLACED, INSIDE AND OUT. Improvements include a new roof, new AC systems, new interior walls, new flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes throughout, along with impact windows, high-impact sliding glass doors and impact-rated exterior doors. The result is the feel and peace of mind of a near-new coastal home in an irreplaceable waterfront setting. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The beautifully updated kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, copper hood and copper farmhouse sink. Updated bathrooms continue the elevated finishes throughout the home. The living space flows directly to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for entertaining, dining or relaxing by the water. Launch a kayak from your own property, step aboard your boat and cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The fenced backyard offers ample room for a future pool, while the property's higher elevation than many ground-level Longboat Key homes adds another meaningful advantage. Offered FULLY FURNISHED / TURNKEY WITH NO HOA, the home is ready for immediate enjoyment as a primary residence, second home or coastal retreat. Few properties at this price offer this combination of 132 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, furnishings, exceptional proximity to Longboat Key amenities and no HOA. $1.65M EARLIER APPRAISAL. $1.5M MOST RECENT APPRAISAL. NOW OFFERED AT $1.35M. YOUR BOAT IN THE BACKYARD. YOUR BEACH DOWN THE STREET. WELCOME TO LONGBOAT KEY.

765 Saint Judes Drive N, Longboat Key

$2,398,000
4 Beds 4 Baths Long Beach SubDv. 34228 Zip Code
Ideally situated at the north end of Longboat Key within the confines of The Preserve of Longbeach rests this stunning modern coastal residence. The tastemaker’s tastemaker who owns this masterpiece has imbued it with a seamless design incorporating an open floorplan where the great room, dining area and kitchen reflect a rare integration of all living space. An immediately accessible covered loggia terrace further expands these spaces, but also belies an astounding outdoor arena that houses a pool, lush landscaping and yet another covered sitting area. The first floor primary suite spaciously allows for King size bedding, a sitting area, access to the aforementioned terrace, and a striking en suite w/soaking tub. A forth bedroom or Den is adjacent to a half bath and full sized utility room. Both upstairs bedrooms come w/en suites and capacious closets. 3 of the 4 bedrooms have direct balcony and/or terrace access. The great room features a fireplace which serves as a focal point of earthiness and ease. Bathed in timeless paint treatments, heirloom modern lighting and fixtures the appointments lend for a spectacular dwelling. Exquisite flooring, custom cabinetry, stone counters and Viking appliances resonate a profoundly less but more aesthetic. A 3 car garage allows for easy maneuverability. A whole house elevator maximizes usage for all. Ideal as a family home, secondary Gulf Coastal residence, part-time rental or whatever your family’s dynamic demands. This very particular stretch of sand, surf and sky offers accessibility to a myriad of dining venues, as charming & kitschy as you’d like, or more refined, boat ramp access and recreational opportunities at your leisure. We await your visit, and anticipate your future legacy within the heart that is this home..

6840 Longboat Drive S, Longboat Key

$2,950,000
2 Beds 4 Baths L'Ambiance SubDv. 34228 Zip Code
Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet of refined coastal living. East- and west-facing terraces provide the opportunity to enjoy both sunrise views over the bay and sweeping Gulf sunsets. The thoughtfully designed interior blends polished finishes with a comfortable, understated coastal feel. The den, located beside a full bath, offers flexibility as a home office, media room, or third sleeping area. The Gulf-front primary suite enjoys panoramic water views, terrace access, generous closet space, and dual en-suite baths. L’Ambiance is a gated beachfront community with 24-hour security, full-time concierge service, a resort-style beachfront pool, lush tropical grounds, and two Har-Tru tennis courts. Additional amenities include a fitness center with locker rooms, game and billiard rooms, private wine room, library, and three guest suites available for residents’ use. The residence includes secured underground parking and a private storage locker. Ideally located near St. Armands Circle and the Longboat Key Club, with convenient access to acclaimed dining, shopping, golf, and resort amenities.

415 L Ambiance Drive Unit D306, Longboat Key

$849,000
2 Beds 2 Baths Seaplace SubDv. 34228 Zip Code
Direct Gulf views take center stage at Seaplace G4-307. This spacious 2-bedroom, 2-bath residence with 1,257 square feet offers a wonderful opportunity to enjoy the beachfront lifestyle on Longboat Key, with beautiful, unobstructed views across the tropical grounds to the Gulf of Mexico. Step inside and your eyes are immediately drawn to the water. The open living and dining areas lead to the screened Gulf-view lanai, creating the perfect setting for morning coffee, afternoon sea breezes or simply relaxing while overlooking swaying palms, manicured grounds, the sandy beach and turquoise Gulf beyond. The kitchen features abundant white cabinetry, generous counter space, stainless-steel appliances and a convenient pass-through to the dining area. The spacious primary suite offers plenty of room for a king-size bed, excellent storage and an en-suite bath. The guest bedroom is comfortably sized with two beds and enjoys its own beautiful Gulf view, making it an inviting retreat for family and friends. With direct Gulf views from the living area, guest bedroom and screened lanai, the connection to the water is one of the defining features of this residence. Located within the gated, Gulf-front Seaplace community, residents enjoy direct beach access along with an impressive collection of resort-style amenities, all surrounded by beautifully maintained tropical landscaping. The south Longboat Key location places you just minutes from the shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota. Furnishings are available separately by Bill of Sale, offering buyers the option for an easy transition to their Longboat Key getaway. Whether you're looking for a full-time residence, seasonal retreat or your own place by the beach, G4-307 delivers what Longboat Key living is all about—direct Gulf views, tropical surroundings and the beach just steps away.

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key

$3,495,000
5 Beds 3 Baths Sleepy Lagoon SubDv. 34228 Zip Code
This stunning coastal home is the epitome of luxurious island living. A waterfront paradise offering dreamy views from multiple rooms. Gorgeous pecky cypress doors open to the elevated balcony featuring the sparkling pool and spa. A large island features an outdoor kitchen overlooking the wide canal with views of Sarasota Bay. It’s location (only 2 in from the bay) allows you to be on the boat and in the Intracoastal waterway in mere moments, and with no fixed bridges to the Gulf of Mexico your day out on the water is an easy escape. Unique Mediterranean architecture bathed in beautiful natural light through the many windows and doors make for effortless indoor-outdoor flow. A beautifully remodeled kitchen features top-tier appliances, and a generous island, making it perfect for both intimate family dinners and grand-scale entertaining. When you’re ready to really relax, the luxurious primary suite serves as a private sanctuary on the top level and is complete with its own covered waterfront balcony with a fire pit. Situated in a true neighborhood with no high rises, and just a short stroll from the neighborhood beach access, your daily routine of quiet beach walks and nightly sunsets make this a rare opportunity to own a true piece of paradise.

795 Marbury Lane, Longboat Key

$995,000
Long Beach SubDv. 34228 Zip Code
Build your dream waterfront home in the heart of Longboat Key's charming Historic Village. This offering consists of an approximately 7,730-square-foot newly created waterfront lot with approximately 177 feet of water frontage. Recently cleared and ready for your vision, the property provides an exceptional canvas for a custom coastal residence. Plans are available for a new seawall; please inquire for additional details. Recent feasibility study shows opportunity for a 3,400 square-foot home (available on request). Ideally located near some of the Historic Village's most beloved amenities, including a public boat launch, kayak launch, and waterfront dining at Mar Vista, Shore, and Whitney's, all just moments from the property. The sugar-sand beaches of the Gulf of Mexico are also just minutes away, offering convenient access to both Sarasota Bay and the Gulf. Whether you're envisioning a full-time residence or a private island retreat, this rare waterfront lot presents an exceptional opportunity to bring your custom dream home to life.

6801 Longboat Drive S, Longboat Key

$925,000
2 Beds 2 Baths Beachplace SubDv. 34228 Zip Code
Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered fully furnished, this coastal retreat features impact-glass windows and sliding glass doors, wood flooring throughout the living areas, and a fresh, contemporary aesthetic that makes it truly move-in ready. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment property, this residence offers the ideal blend of comfort, convenience, and resort-style living. The spacious living and dining areas open to a private tiled balcony overlooking a tranquil pond and fountain, creating a peaceful setting for morning coffee or evening relaxation. The kitchen has been opened to the main living area and features a breakfast bar, pantry, laundry closet, and ample solid-wood cabinetry for storage. The split-bedroom floor plan provides excellent privacy, with both bedrooms offering ensuite baths. The primary suite is thoughtfully separated from the guest suite, while the guest bedroom includes a custom built-in desk and workspace, along with a clever configuration providing space for a full-size bed, hanging storage, and drawers. Additional features include two assigned parking spaces—one covered and one open—an elevated ceiling that extends from the dining area toward the entry, and an HVAC system installed in late 2019 with a transferrable lifetime warranty. The residence is being sold furnished, making it an effortless opportunity to begin enjoying the Longboat Key lifestyle immediately. Beachplace offers an exceptional array of amenities across its beautifully maintained 31-acre Gulf-front community. Residents enjoy approximately 1,450 feet of pristine private beachfront, accessible by private boardwalks, with beach chairs and umbrellas provided and set up daily. Resort-style amenities include an Olympic-size heated pool and hot tub, gas BBQ grills, clubhouse with two fitness rooms, lighted tennis and pickleball courts, sidewalks, lush landscaping, and a 24-hour manned guard gate. The community is self-managed and consists of 336 condominium residences across eleven six-story buildings. For added flexibility, Beachplace permits monthly rentals up to 12 times per year, making this property an attractive option for those seeking both personal enjoyment and rental potential. Condominium fees include cable, internet, water, sewer, trash, and exterior maintenance, providing exceptional value and simplified ownership. Just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and restaurants of St. Armands Circle, and the cultural attractions, theaters, galleries, and waterfront parks of downtown Sarasota, this residence places the best of the Gulf Coast within easy reach. Experience the relaxed elegance of Longboat Key and the effortless resort lifestyle that makes Beachplace such a special place to call home. Washer and dryer replaced in 2021, the range and microwave in 2022, the dishwasher in 2023, and the tankless water heater in 2025. The roof was replace in 2025.

1075 Gulf Of Mexico Drive Unit 303, Longboat Key

$2,250,000
Country Club Shores SubDv. 34228 Zip Code
Vacant waterfront homesite in one of Longboat Key’s most sought-after communities, offering approximately 50 feet of dockage on what is known as “Longboat’s Widest Canal.” Deeded beach access provides the best of both worlds—boating from your backyard and the Gulf of Mexico just moments away. GEOTECH STUDY SAYS - "structure can be supported on conventional shallow foundation". Bring your boat and build your vision. This oversized corner lot offers an exceptional opportunity to create a substantial custom waterfront residence. Enjoy dramatic eastern views down the canal toward Sarasota Bay, along with western views across the Longboat Key Club golf course and toward the Gulf of Mexico. A rare combination of waterfront, boating access, beach access, expansive views, and an oversized homesite in the heart of Longboat Key.

500 Outrigger Lane, Longboat Key

$390,000
1 Beds 1 Baths Sea Horse Beach Resort SubDv. 34228 Zip Code
TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 square feet and an opportunity to enjoy the island lifestyle while taking advantage of short-term rental potential. With rentals managed on-site and minimum stays of just 7 days during season and 3 days throughout the remainder of the year, this property offers flexibility for buyers seeking a vacation retreat with income-producing potential. Inside, the bright and open floor plan features cathedral ceilings, luxury vinyl flooring, and comfortable living and dining spaces that make it easy to settle into island life. The kitchen opens to the main living area, while the loft-style bedroom creates a private retreat above. Step outside, and the reason to own on Longboat Key becomes clear. Sea Horse Beach Resort is located directly along the Gulf, offering a beachfront pool, expansive Gulf views, and the sand and water just steps away. Whether you're searching for your own Longboat Key getaway, a seasonal escape, or a property with short-term rental opportunities, Unit 200 offers a compelling combination of location, flexibility, and laid-back Gulf Coast living.

3453 Gulf Of Mexico Drive Unit 200, Longboat Key

$200,000
Longboat Key Moorings SubDv. 34228 Zip Code
The middle pier, right in front at Longboat Key Club! I-12, a 45 ft x 21 ft. slip in the marina. Purchase of this slip does require membership in the LBK Club. This is the only north-south pier in the marina; plenty of deep water and cool breezes. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 40 LOA; beam depends on the vessel. Call to discuss.

2600 Harbourside Drive Unit I-12, Longboat Key

$520,000
2 Beds 2 Baths Longboat Harbour Towers SubDv. 34228 Zip Code
Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a vacation getaway, or a place to unwind and enjoy the Florida lifestyle, this exceptional property delivers. Wake up to breathtaking water views and enjoy the ease of coastal living with hurricane-impact sliders and windows and a brand-new roof completed in 2025, providing both peace of mind and modern convenience. Just steps from your door, enjoy exclusive private beach access with a dedicated beach house featuring showers and restrooms, making spontaneous beach days as effortless as they are enjoyable. For boating enthusiasts, the Longboat Key Yacht Club offers access to boat slips and kayaks, putting the beauty of the bay right at your fingertips. Beyond the water, an impressive array of amenities makes it easy to stay active, entertained, and connected. Challenge friends to a match on the tennis courts, enjoy a game of shuffleboard, unwind in the sauna, or take advantage of the state-of-the-art fitness center. With four sparkling swimming pools, a banquet hall, game room, and convenient private beach parking, there’s always something to enjoy. This isn’t simply a condo it’s an opportunity to embrace the quintessential Longboat Key lifestyle, where beautiful surroundings, endless recreation, waterfront adventures, and a welcoming community come together. Turnkey, beautifully situated, and ready for you to make it your own, this is coastal living at its best.Come experience the lifestyle you’ve been dreaming of!

4310 Falmouth Drive Unit 307, Longboat Key

$4,000,000
5 Beds 6 Baths Sleepy Lagoon SubDv. 34228 Zip Code
Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this 5-bedroom, 5.5-bath residence is thoughtfully designed to capture the essence of refined coastal living. Expansive windows, soaring ceilings, and a light-filled interior create an inviting atmosphere, while the home’s modern coastal aesthetic is complemented by carefully curated finishes and timeless design elements that elevate every space. The spacious and well-appointed floor plan offers a seamless balance of functionality and privacy, making it ideal for both everyday living and elevated entertaining. Generous living areas provide a welcoming environment for gathering, while the primary suite serves as a true retreat—offering a peaceful escape with a spa-like feel. Each additional bedroom is designed with comfort in mind, providing flexibility for guests, family, or extended stays. Step outside to your private waterfront oasis, where a resort-style setting invites relaxation and effortless entertaining. Whether hosting friends, enjoying quiet evenings by the water, or taking advantage of Florida’s year-round sunshine, this outdoor space is designed to be experienced. With direct canal access, boating enthusiasts will appreciate the ability to enjoy the Intracoastal lifestyle right from their backyard. Built to meet current FEMA guidelines and elevation requirements, this home offers enhanced protection, improved insurance efficiency, and long-term peace of mind—an essential advantage for waterfront properties. The elevated construction is thoughtfully designed to perform in coastal conditions while maintaining both functionality and architectural appeal. Living on Longboat Key means embracing a lifestyle that is both refined and relaxed. Known for its pristine Gulf beaches, world-class golf, and exclusive residential feel, the island offers a quieter, more private alternative to neighboring destinations. Residents enjoy convenient access to the renowned shops and restaurants of St. Armands Circle, the cultural attractions of downtown Sarasota, and nearby marinas, beach clubs, and nature preserves. From morning walks along the shoreline to sunset cruises and evenings of coastal dining, every day feels like a getaway. This is more than a home—it’s a lifestyle defined by waterfront elegance, modern construction standards, and one of Florida’s most sought-after coastal communities. Pricing, availability, and final details subject to adjustment prior to completion.

592 Juan Anasco Drive, Longboat Key

$225,000
Longboat Key Moorings SubDv. 34228 Zip Code
A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 43 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit Q-10, Longboat Key

$835,000
3 Beds 3 Baths Harbour Oaks SubDv. 34228 Zip Code
Welcome to this beautifully situated 2 or 3 bedroom 2.5-bath villa overlooking the second hole of the Harborside White Egret Golf Course. Designed with an inviting sense of openness, the residence features soaring vaulted ceilings accented by rich wood beams, contemporary lighting, and skylights that fill the interior with abundant natural light. The thoughtfully designed floor plan creates an effortless flow between the living, dining, family, and kitchen areas, making the home equally suited to relaxed everyday living or entertaining. The spacious primary suite is privately positioned toward the rear of the home and offers direct access to the screened lanai. Step outside to enjoy tranquil views of the picturesque waterway, complete with fountains, with the manicured golf course providing a beautiful backdrop. Adjacent to the living and dining areas, a versatile additional room with its own closet and access to the second bath offers flexibility as a den, home office, or third bedroom. Additional features include a two-car garage, central vacuum system, and an updated pool deck surface. Ideally positioned to take advantage of the peaceful golf-course setting, this residence offers an exceptional opportunity to create a home in a desirable Bay Isles community. HUD Case #093-659100. Initial Disposition: IN, Equal Housing Opportunity.

2321 Harbour Oaks Drive, Longboat Key

$39,900
Boathouse On Longboat SubDv. 34228 Zip Code
Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a fully enclosed, hurricane-resistant facility. Simply call ahead, and the professional dock staff will have your boat uncovered, launched, and ready when you arrive. After a day on the water, return to the dock and let the attendants handle the rest—they'll rinse your boat, flush the engines, replace the cover, and securely store it back in your assigned slip. Spend more time boating and less time cleaning and maintaining your vessel. The covered dry dock provides outstanding protection from sun, weather, tropical storms, and hurricanes, helping reduce maintenance, preserve your boat's condition, and extend its life. This slip accommodates vessels up to 23'6" L x 8'6" W x 7'2" H (collapsible T-tops only). The marina offers outstanding amenities, including: • Full-service fuel dock • Restrooms with showers • Covered service bays with water and electrical service • Leasing assistance for owners interested in generating rental income Perfectly located at the south end of Longboat Key, adjacent to the popular Dry Dock Grill, you'll enjoy quick access to Sarasota Bay, the Gulf of Mexico via New Pass, world-class fishing, waterfront dining, and countless boating destinations. Whether you're heading out for a sunset cruise, a day of fishing, or lunch by boat, this dry-stack slip makes every outing effortless. Don't miss this opportunity to own a premium boat slip in one of Longboat Key's most desirable boating locations—start enjoying truly hassle-free boating in paradise.

408 Gulf Of Mexico Drive Unit 2126, Longboat Key

$216,000
Longboat Key Moorings SubDv. 34228 Zip Code
Super city skyline views along with easy boat access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the north side of O-dock. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and on-site concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 40 LOA; beam depends on the vessel. Call for more information.

2600 Harbourside Drive Unit O-07, Longboat Key

$1,595,000
3 Beds 3 Baths Veinte SubDv. 34228 Zip Code
Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longboat Key. Located at Veinte, this beautiful 3-bedroom, 3-bath Gulf-front residence captures sweeping views of the Gulf of Mexico throughout with private resident beach access just steps away. Natural light fills the spacious interior, highlighting high-end tile flooring, elegant crown molding, and a layout designed to keep the water in view. The renovated kitchen blends style and function with Cambria quartz countertops, stainless steel appliances, an induction cooktop, wall ovens, and a wet bar. The primary suite offers its own peaceful retreat with beautiful water views, an office nook or sitting area, spacious walk-in closet, and a luxurious bath finished with Cambria quartz. From both the primary suite and main living area, step onto the private screened lanai to enjoy morning coffee, Gulf breezes, and unforgettable Florida sunsets. Guests are comfortably accommodated with a generously sized bedroom and private bath. Never rented and sparingly used by its owners, this well-maintained residence also features a 2023 water heater and 2019 A/C system. Additional conveniences include reserved under-building parking with EV charging, bicycle storage, and guest parking. With only 20 residences, Veinte offers an intimate Gulf-front setting that feels distinctly different from Longboat Key’s larger condominium communities. Residents enjoy a beachside heated pool, private beach access, tennis and pickleball court, BBQ area, and secure key-fob entry through the lobby and garage. The building also features a new roof with no current HOA assessments. Everyday conveniences are remarkably close, with Publix, CVS, shopping, and dining just across Gulf of Mexico Drive. St. Armands Circle and downtown Sarasota are also within easy reach for acclaimed restaurants, boutique shopping, galleries, theater, arts, and entertainment. For buyers searching for a TURN-KEY Gulf-front condo on Longboat Key, this corner residence brings together generous interior space, panoramic Gulf views, private beach access, boutique-building privacy, and one of the island’s most convenient locations.

2675 Gulf Of Mexico Drive Unit 204, Longboat Key

$5,295,000
3 Beds 4 Baths Pierre SubDv. 34228 Zip Code
This Pierre home is a must see and unlike anything else ever offered in the complex! Condo living at its finest in Longboat Key with amenities that include gated guarded 24 hour entrance, large Gulfside pool, tennis courts, barbecue area and walking trails. The northwest corner condo is located on the 9th living floor (above 1 floor of parking) and was fully refurbished in 2025 taken all the way down to the studs and rebuilding from the "ground" up! A fully open concept floor plan allows views of the Gulf of Mexico plus beautiful views over the golf course and Sarasota bay. Gulf views are available from all common areas in the home including the gourmet chef's kitchen finished with Wolf and Subzero appliances. The master bedroom has been fully re-imagined with a new floor plan too. It now features an open master bathroom with a steam shower and walk-in shower. The bath is finished with Kalista bath fixtures and unique lighting by Visual comfort lighting Brand new impressive floor to ceiling windows show stunning direct views to the Gulf all day long with amazing sunset views. The floor plan is finished off with two additional large guest suites. The condo has a private under cover parking space with storage.

455 Longboat Club Road Unit 905, Longboat Key

$950,000
4 Beds 3 Baths Longboat Key SubDv. 34228 Zip Code
** FULLY FURNISHED TURN KEY AIR BNB!! WITH FURTURE BOOKINGS IN PLACE** You're purchasing fun and income with this truly rare homes, offering on one of Longboat Key’s most coveted streets, 608 St. Jude Drive embodies the essence of refined coastal living. Set on an extraordinary DOUBLE LOT and backing to a serene nature preserve, this impeccably reimagined residence offers an unparalleled combination of luxury, privacy, and investment potential in one of the island’s most desirable locations. Spanning more than 2,100 square feet, this stunning four-bedroom, three-bath home has been thoughtfully transformed with uncompromising attention to detail. Every major component has been replaced following the recent storms with fully permitted improvements, including a new roof, hurricane-impact windows, all-new electrical, new HVAC systems, and beautifully updated appliances. Immaculately maintained and completely move-in ready, the home offers the confidence and peace of mind that only a comprehensive renovation can provide. Inside, light-filled living spaces flow effortlessly with timeless tile flooring throughout, creating a sophisticated yet relaxed coastal aesthetic. Every room has been designed for both comfort and effortless entertaining, making the home equally suited for everyday living or unforgettable island getaways. Beyond the interiors lies one of the property’s most extraordinary features—its expansive DOUBLE LOT. A rarity on Longboat Key, this oversized homesite offers exceptional flexibility with room to expand, build upward, or create the custom outdoor oasis you’ve always envisioned, all while enjoying the privacy of having no rear neighbors thanks to the lush natural preserve. Perfectly positioned between the Gulf of Mexico and intercoastal water ways, you’re just a short stroll to the pristine beaches on the west side of the island and the Intracoastal Waterway to the east. Enjoy morning walks to the beach, afternoons on the water, and evenings dining at nearby neighborhood restaurants just moments from your front door. World-class destinations including St. Armands Circle, the iconic The St. Regis Longboat Key Resort, and The Shore Longboat Key are only minutes away, placing the very best of Longboat Key’s celebrated lifestyle within effortless reach. Equally appealing as a private coastal sanctuary or a high-performing investment, the property has an established vacation rental history with upcoming reservations already in place, allowing the next owner to begin generating income immediately. The seller is also open to negotiating the home fully furnished, creating an exceptional turnkey opportunity. Properties offering this level of quality, location, and future potential are increasingly rare. With its coveted address, remarkable DOUBLE LOT, comprehensive renovations, and timeless coastal appeal, 608 St. Jude Drive is more than a home—it’s an opportunity to own one of Longboat Key’s most exceptional island retreats.

608 Saint Judes Drive, Longboat Key

$200,000
Longboat Key Moorings SubDv. 34228 Zip Code
Nestled in a beautifully protected marina on the exclusive Longboat Key, this premium 48x20-foot wet slip accommodates vessels up to 43 feet and provides a true vacation lifestyle with full-time live-aboard privileges. Boating enthusiasts will enjoy seamless, unrestricted deep-water access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico with zero fixed bridges. The slip is fully equipped with robust dual 50-amp and dual 30-amp electrical hookups, while the marina provides comprehensive dockside services including both diesel and gasoline at the fuel dock and complimentary vessel pump-outs by professional dock hands. Owners also enjoy the flexibility to lease the slip to marina-approved vessels, offering excellent investment versatility without requiring a Longboat Key Club membership. Life at the marina combines everyday convenience with resort-style perks, featuring stunning, unobstructed sunrise and sunset views daily. The property includes water, sewer, cable TV, and Wi-Fi, alongside access to a well-maintained bathhouse, coin laundry facilities, a secure package delivery center, and free bicycle rentals. Parking is highly accessible with multiple spaces located directly next to the dock. Ownership integrates you into the Bay Isles HOA, which ensures peace of mind through 24-hour guarded gates, active security, and immaculate common area maintenance. For just $600 a year, owners can also join the walkable Bay Isles Beach Club to enjoy newly renovated beachfront facilities, volleyball nets, and picnic areas with grills. To complete the luxury experience, a complimentary community shuttle is available to transport you directly to the premier shopping and dining at St. Armand's Circle or the Longboat Key Club Resort properties.

2600 Harbourside Drive Unit P-05, Longboat Key

$425,000
Longboat Key Moorings SubDv. 34228 Zip Code
Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

2800 Harbourside Drive Unit D-16, Longboat Key

$695,000
Bailey-Dobson SubDv. 34228 Zip Code
Create your custom coastal retreat or bring the seller’s thoughtfully prepared plans to life at 561 Gulf Bay Road. This rare 9,990-square-foot vacant homesite is ideally located in the heart of Longboat Key, between the charm of Anna Maria Island and the sophistication of St. Armands Circle. Bordering the 32-acre Joan M. Durante Community Park, the property offers exceptional privacy, peaceful natural surroundings, and convenient access to scenic walking trails, a picnic pavilion, and picturesque views of Sarasota Bay and the Sarasota skyline. Imagine watching eagles, ospreys, and other native wildlife from your future home or backyard. With no HOA or deed restrictions, you have the flexibility to personalize the available plans or design a custom residence that reflects your vision and lifestyle. The property also includes deeded beach access to a quiet stretch of white sand along the Gulf of Mexico, allowing you to enjoy the best of both Gulf and bay living. Nearby destinations include Euphemia Haye, Harry’s Continental Kitchens, boutique shopping, and a neighborhood deli, with additional dining, recreation, shopping, and entertainment available throughout Longboat Key, Anna Maria Island, and Sarasota. Underground utility improvements throughout the area are complete. Previously prepared plans for a custom single-family residence and an elevation study are available upon request, providing an excellent starting point for your future island home. Buyers should independently verify current building requirements and property suitability. This is a special opportunity to build in one of Longboat Key’s most naturally beautiful and desirable locations. Schedule your private showing and begin planning your Florida coastal lifestyle. Representative Photos Added to listing showcase preliminary renderings showcasing Conditioned Square Footage of 4,936 and Unconditioned Square Footage of 4,053.

561 Gulf Bay Road, Longboat Key

$6,495,000
4 Beds 6 Baths Emerald Harbor SubDv. 34228 Zip Code
This spectacular waterfront pool home was just completed in 2026 and is built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired residence in the coveted neighborhood of Emerald Harbor on Longboat Key, it offers expansive water views from every room of the wide canal and Harris Bayou, granting easy access to the intracoastal waterway and the Gulf of Mexico. Walls of glass open to covered porches with remote screens that allow for easy indoor-outdoor living. Features include an incredible chef's kitchen with high-end appliances and a totally separate prep kitchen; Of the 4 bedrooms, there are two primary suites, and all of them have their own stunning en-suites. Each one has access to a covered balcony and all have those stunning water views; A fire pit, private dock, outdoor shower and pool bath, plus deeded beach access complete the Longboat Key lifestyle. Every luxury amenity expected in a home of this caliber makes this a truly special offering.

711 Old Compass Road, Longboat Key

$1,299,000
2 Beds 2 Baths Long Beach SubDv. 34228 Zip Code
Direct Gulf-Front. Stunning Renovation. Endless Views. Welcome to an extraordinary Gulf-front residence where timeless coastal elegance meets uncompromising craftsmanship. Completely reimagined from top to bottom, this impeccably furnished two-bedroom, two-bath condominium offers an unparalleled blend of luxury, comfort, and breathtaking natural beauty. Perfectly positioned on the second floor, this architectural gem enjoys panoramic, unobstructed views of the Gulf of Mexico with spectacular year-round sunsets and direct beach access just steps away. A 26-foot private lanai creates the perfect setting for morning coffee, alfresco dining, or simply soaking in the soothing sounds of the waves. Designed with understated coastal luxury in mind, the open-concept great room seamlessly connects the living, dining, and kitchen spaces while showcasing mesmerizing Gulf views from virtually every room. Nine-foot ceilings, Brazilian walnut flooring, elegant crown molding, plantation shutters, abundant natural light, and a sophisticated Lutron automated lighting system create an atmosphere that is both warm and refined. The chef-inspired culinary kitchen is a true showpiece, featuring custom furniture-grade cabinetry, Caesarstone quartz countertops, premium Miele and Sub-Zero appliances, and exceptional attention to every detail. A built-in office nook, high-speed Google Mesh Wi-Fi, integrated premium sound system, tankless water heater, and convenient in-unit laundry add modern functionality to this exceptional home. The thoughtfully designed split-bedroom floor plan offers two private suites, each with its own luxurious bath and spacious walk-in closet, ensuring maximum privacy for owners and guests alike. Constructed of solid concrete block with durable stucco construction, this residence also offers outstanding peace of mind. Hurricane-impact windows and doors and an elevated second-floor location provide exceptional resilience and protection. The impeccably maintained beachfront community has completed significant recent improvements, including a new roof, renovated stairways and entryways, and lush tropical landcaping. Financially strong with well-funded reserves, the association offers residents carefree ownership and outstanding amenities, including a heated resort-style swimming pool, tennis courts, and miles and miles of gorgeous beach. The vibrant, socially active community offers owners and guests a welcoming coastal atmosphere, with frequent gatherings at the beach, pool, and barbecue area. For pet owners, you'll also appreciate that your pets are welcome, too, in this pet-friendly community. Whether you’re searching for a coastal beachfront retreat, a full-time residence, or an exceptional investment in one of Florida’s most coveted Gulf-front locations, this remarkable home delivers an unmatched combination of sophisticated design, premium finishes, modern technology, and one of the most spectacular waterfront settings imaginable.

7001 Gulf Of Mexico Drive Unit 24, Longboat Key

$2,794,900
6 Beds 6 Baths Sleepy Lagoon SubDv. 34228 Zip Code
Virtually Staged. Welcome to an extraordinary waterfront estate on coveted Longboat Key, where timeless coastal elegance meets world-class boating. Perfectly situated on a deep-water saltwater canal with a private dock and direct access to the Gulf, this exceptional residence offers the rare opportunity to experience the very best of Florida luxury living just moments from the island's pristine white-sand beaches. Encompassing nearly 4,700 square feet of thoughtfully designed living space, this impressive home features six spacious bedrooms, five-and-a-half bathrooms, a private elevator, and an oversized four-car garage, providing exceptional space for family, guests, luxury vehicles, and all of your boating equipment. Whether you're searching for a full-time residence, seasonal retreat, or premier waterfront investment, this home offers the versatility to comfortably accommodate up to 20 guests. Designed to embrace its breathtaking waterfront setting, expansive balconies span the entire rear of the home, creating multiple outdoor living spaces perfect for morning coffee, sunset cocktails, or entertaining while overlooking the peaceful canal. The luxurious primary suite serves as a private sanctuary with its own waterfront balcony, where tranquil water views become part of your everyday routine. The backyard is a true resort-style oasis featuring a sparkling in-ground pool, generous lounging areas, and a private dock on a deep-water canal with quick, effortless access to the open Gulf. Spend your days boating, fishing, paddleboarding, or cruising to waterfront restaurants before returning home to your own private paradise. At the heart of the home is a stunning chef's kitchen designed for both everyday living and grand entertaining. Featuring a professional gas range, double ovens, dual wine refrigerators, two dishwashers, gorgeous granite countertops, extensive custom cabinetry, a spacious walk-in pantry, and an oversized center island with seating for six, this kitchen is equally impressive in both form and function. The open-concept floor plan flows seamlessly into elegant living and dining spaces filled with natural light, creating an inviting atmosphere ideal for entertaining on any scale. A secondary kitchenette and expansive game room offer incredible flexibility for hosting guests, creating a private guest suite, or accommodating multi-generational living with ease. For added peace of mind, all major mechanical systems and significant capital improvements have been completed within the past four years, allowing the next owner to simply move in and enjoy the home from day one. Ideally located just minutes from Longboat Key's award-winning beaches, championship golf, fine dining, marinas, boutique shopping, St. Armands Circle, and the cultural attractions of downtown Sarasota, this exceptional property represents a rare combination of luxury, location, deep-water boating, and island lifestyle. Opportunities to own a waterfront home of this caliber—with six bedrooms, deep-water dockage, Gulf access, a four-car garage, and the ability to comfortably host family and friends on one of Florida's most prestigious barrier islands—are truly few and far between. Ride your bike to Anna Maria Island for night life, restaurants and shopping. Beautiful Gulf beaches are just steps away from your new house! Please feel free to check out virtual tour https://next.frame.io/share/09e65a61-fa88-4c36-8474-69609bc826e6/view/f03db32d-b617-4f1c-85ec-54ccc2a57dae

614 Norton Street, Longboat Key

$500,000
Longboat Key Moorings SubDv. 34228 Zip Code
An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 85 x 29.5, and a usable beam of 25 feet and a long and extra wide finger pier. This 'inside the T-head' slip location provides close proximity to the Marina Village, Restaurant, and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Club also reciprocates with 400 of Clubs throughout the country. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam depends on the vessel type and measure. Vessel must be approved by the Board of Directors prior to entering the Marina. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit B-16, Longboat Key

$885,000
2 Beds 2 Baths Long Beach SubDv. 34228 Zip Code
Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s plenty of room for reading, relaxing or toasting the sunset and dining. This lovely residence has been loved and meticulously upgraded with superior materials and workmanship. The gourmet kitchen features a spacious central cooking island with Electrolux 6-burner cooktop and hood, brushed stainless GE Monogram and Bosch appliances including a stacked double oven, as well as granite countertops, and solid light cherry cabinets. A breakfast bar, wine rack and built-in office complement this kitchen with added functionality. Additional luxury finishes include raised ceilings, crown molding, hidden surround-sound speakers, and spa-inspired bathrooms with custom mosaic-tile showers, Kohler fixtures, and rain showerheads. The Longbeach Community offers 9.2 acres of Gulffront beach homes just a 5-min walk to the exclusive amenities like private beach access to the quartz-white sand of Longboat Key's beaches, a heated pool, private tennis, and ample parking. In addition to idyllic award-winning beaches, Longboat Key living means exquisite waterfront dining, boutique shopping in St Armands Circle, and unparalleled golf courses and tennis courts. The Longboat Key lifestyle awaits you to create new everlasting memories here in paradise!

7115 Gulf Of Mexico Drive Unit 23, Longboat Key

$3,995,000
Bay Isles SubDv. 34228 Zip Code
Discover the rare opportunity to create a legacy waterfront estate in the prestigious Harbor Section of Bay Isles, one of Longboat Key's most coveted boating communities. Tucked behind double gated, guard-secured entry, this exceptional 0.41-acre homesite boasts an impressive 135 feet of deep-water frontage, offering effortless access to Sarasota Bay and the Gulf of Mexico. Designed for those who embrace the waterfront lifestyle, the expansive canal frontage provides possibilities for multiple vessels and seamless days on the water. As a Bay Isles resident, you'll also enjoy deeded private access to the Bay Isles Beach Club, where miles of pristine Gulf beaches await. Perfectly positioned directly across from the world-renowned St. Regis Longboat Key Resort, this premier location places luxury amenities at your doorstep while maintaining the privacy and exclusivity of a gated waterfront enclave. Championship golf, marinas, waterfront dining, boutique shopping at St. Armands Circle, and the arts, culture, and fine dining of downtown Sarasota are all just minutes away. Whether you envision a contemporary coastal masterpiece or a timeless waterfront retreat, this remarkable homesite offers the ideal canvas to build the custom residence you've always imagined in one of Southwest Florida's most distinguished waterfront communities. Architectural plans are available upon request, with engineering complete. Capitalize on the extensive development work already completed, saving valuable time and expense while accelerating the path toward permitting and construction. An existing residence is situated on the property; however, the property is being marketed for its exceptional homesite and development potential.

1600 Harbor Sound Drive, Longboat Key