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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.

One of the most popular communities provided by Michael Graf

496

# of Listings

2

Avg # of Bedrooms

$950

Avg. $ / Sq.Ft.

$1,695,880

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

496 Properties Found. Page 8 of 34.

Located within the gated Bay Isles community, Marina Bay offers the best of Longboat Key living. This exceptional 3BR/3BA residence spans 2,830 sq. ft. and features an open floor plan with wood tile floors, recessed lighting, and tray ceilings. The spacious living area flows seamlessly to a screened terrace, where you can enjoy views of manicured grounds, the bay, and the city skyline. The kitchen is both stylish and functional, featuring a large center island with seating, all-white cabinetry, stone countertops, a matching backsplash, and premium stainless-steel appliances. The primary suite offers direct terrace access and a spa-like bath with a soaking tub, dual vanities, a glass-enclosed shower, and elegant tilework. Two additional bedrooms provide flexibility for guests or a home office. A laundry room with built-in desk space completes the interior. Marina Bay is pet-friendly and offers onsite management, a fitness center, a library, multiple tennis courts, and a heated pool. As a Bay Isles resident, you'll enjoy gated entry and exclusive access to the Bay Isles Beach Club, a private, deeded beach with white sands, Gulf waters, a pavilion, picnic areas, grills, and restrooms. Boat slips are available for purchase or lease at The Longboat Key Club Moorings, a premier deep-water marina with concierge services and top-tier amenities for vessels up to 150 feet.

LONGBOAT KEY

2550 HARBOURSIDE DRIVE 322

3 Beds

3 Baths

3,150 Sq.Ft.

$1,999,000

MLS#: A4637471

DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key. You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place.

Entering the home, you are greeted by terrazzo floors, stunning 2 story foyer and a water view of the canal. All new wood kitchen cabinets including island and coffee bar with quartz countertops making this a great area to entertain guests. All 3 bathrooms have been completely renovated and include custom tile showers. Large master bedroom with en-suite bathroom. An enclosed lanai overlooking the canal is a perfect spot for an office or tropical retreat. Large living room with wood burning fireplace and new tile flooring provides a relaxing space. New kitchen and bath fixtures throughout. Ceiling fans in each room.

Being in the middle of LBK provides easy access to Anna Maria Island and Bradenton to the north, St. Armands and Sarasota to the south. SRQ airport is less than 45 minutes.

Completely restored home by licensed general contractor and professionally mitigated after hurricane Helene flood damage. The house shares a driveway, deeded beach and canal access with 5924 Gulf of Mexico Drive making it a perfect guest house or family compound when purchased together (or use one as a rental for an ongoing revenue stream}. The property is being sold as-is.

Please use AS IS Residential Contract for Sale and Purchase_FloridaRealtors-FloridaBar-ASIS-7.xdp

LONGBOAT KEY

5920 GULF OF MEXICO DRIVE

2 Beds

3 Baths

3,708 Sq.Ft.

$1,999,000

MLS#: A4652254

#NS1083714

LONGBOAT KEY

721 BINNACLE POINT DRIVE

None Beds

None Baths

0.43 acres

$1,999,000

MLS#: NS1083714

#NS1083611

LONGBOAT KEY

721 BINNACLE POINT DRIVE

3 Beds

3 Baths

3,802 Sq.Ft.

$1,999,000

MLS#: NS1083611

BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters.
This is your chance to live the Gulf Coast lifestyle—don’t miss it!

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 14B

2 Beds

2 Baths

1,767 Sq.Ft.

$1,999,000

MLS#: A4654664

6501 Gulf of Mexico Drive – A Dream Home Opportunity

This is your chance to create the ultimate beachfront retreat on a quiet, private street in North Longboat Key. Enjoy stunning, picturesque sunsets and the serenity of a private beach just steps away. Situated near Gulfside Road, a private road with convenient beach access, this property boasts a prime location.

North Longboat offers a relaxed yet luxurious lifestyle, with an array of fine dining options and proximity to Anna Maria Island. Just a short drive south, you’ll find the renowned Longboat Key Club featuring golf and tennis, as well as the vibrant shopping and dining of St. Armand’s Circle and downtown Sarasota.

Don’t miss this rare opportunity to craft your dream home in this exceptional setting. Experience the best of coastal living in an area known for its tranquility and beauty

LONGBOAT KEY

6501 GULF OF MEXICO DRIVE

3 Beds

2 Baths

2,100 Sq.Ft.

$1,995,000

MLS#: A4637721

Soaring Sarasota Bay and Gulf of Mexico views from every room of this 8th floor residence at Grand Bay. This 2-bedroom + Den Biscayne floor plan is located on the corner of Building 1 and provides the perfect vantage-point for unobstructed views through floor-to-ceiling walls of glass. Relax on the wraparound terrace which is accessible from every room and offers dramatic sunsets over the Gulf of Mexico. The main bedroom has long Bay views, newly refinished wood flooring and a luxurious en-suite bath with walk-in closet, garden tub, marble floors, dual vanities and two private water closets. Additional features include crown molding & newly refinished oak wood flooring throughout, a full-size laundry room, high ceilings, motorized storm shutters, new electric & pull window shades, solid core doors, two new HVAC units installed in 2024, two deeded garage parking spaces, a service entrance/elevator, plus a separate assigned owner storage locker. Grand Bay is a pet-friendly community with private elevators, private guard gated entrance, resort-style clubhouse with a state-of-the-art fitness center including saunas and steam rooms, along with Har-Tru tennis courts, outdoor grills and two swimming pools. Owners of Grand Bay also enjoy deeded membership to the exclusive Bay Isles Beach Club with private, gated parking accessed by key card directly on the Gulf of Mexico! Furnishings available outside of the real estate. Have it all!

LONGBOAT KEY

3060 GRAND BAY BOULEVARD 182

2 Beds

3 Baths

2,843 Sq.Ft.

$1,975,000

MLS#: A4652939

One or more photo(s) has been virtually staged. Set high in the coveted Grand Bay IV community on Longboat Key, just one floor below the penthouse, this 2,550-sq.-ft. Cayman floor plan offers an extraordinary opportunity to craft your bespoke retreat. With two prime side-by-side parking spaces conveniently located on the upper main floor next to the elevator, you’ll step effortlessly into your private elevator foyer—an inviting entry to a space ready for transformation, a blank canvas to bring your unique vision to life. Perfectly positioned with north-south exposure, this residence captures both breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from its two expansive terraces. Walls of glass and an abundance of windows invite natural light throughout, enhancing the open-concept layout. The residence includes 3BR/3.5BA, with a den that can be easily combined to include a walk-in closet. The den, kitchen and 3rd bedroom share a balcony with floor-to-ceiling glass, creating a seamless indoor-outdoor connection. The primary suite enjoys direct access to the terrace, while the 2nd bedroom boasts an en-suite bath and its own private balcony with dazzling Gulf views. Residents of Grand Bay enjoy first-class amenities at their doorstep, including a 24-hour guard gate, secure under-building parking, a clubhouse with a library and game room, a fitness center, multiple tennis and pickleball courts, two heated pools and a spa. Deeded access to the private beach and miles of walking paths are nearby. Membership in the exclusive Bay Isles Beach Club is included.

LONGBOAT KEY

3010 GRAND BAY BOULEVARD 493

2 Beds

2 Baths

3,314 Sq.Ft.

$1,950,000

MLS#: A4637837

Welcome to luxury living at The Sanctuary located behind the gates of the Longboat Key Club on south Longboat Key! Whether you're looking for a peaceful retreat or a permanent residence, this 3 bedroom, 2 1/2 bath beachfront paradise has it all. The massive views of Sarasota Bay, the downtown city skyline and manicured golf course greens are front and center from the moment you step across the threshold of this south corner residence. Floor to ceiling Hurricane Impact Sliders and windows provide an uninterrupted 8th floor vantage that transports you to another world. Watch the sunrise with your coffee from the breakfast nook in the kitchen, or step outside and pick a spot on the large wraparound terrace for a more immersive experience that includes the fresh morning breeze and sounds of tropical birds. The spacious great room with exquisite wood flooring is perfect for entertaining guests with an unforgettable backdrop of the sparkling city lights at night or the holiday fireworks displays. The great room opens up into the den which can easily be converted into a 3rd bedroom as intended by the original floor plan. The private primary suite boasts a double door entry with a customized walk-in closet, dual vanities, separate shower and water closet, terrace access and more big city and Bay views. Guests will be pampered in the ensuite guest bedroom with its own unique view that includes the Bay, the golf course and even a peek at the Gulf waters. The kitchen provides all of the conveniences necessary for home chefs to create culinary delights with a large center island and a backdrop of - you guessed it, more BIG views. Other highlights include one under building parking spot, extra storage and a dedicated laundry room with sink. At the Sanctuary, you will be part of 18 incredible beachfront acres with trails, an Olympic sized heated pool and spa, lighted tennis courts, a fitness center, onsite management, 24-hour manned security gate and a clubhouse with planned activities. Become a member of the Longboat Key Club and partake in the superior golf courses, 6 private restaurants, spa and wellness center and other AAA four-diamond beach resort offerings.

LONGBOAT KEY

545 SANCTUARY DRIVE B806

3 Beds

2 Baths

3,125 Sq.Ft.

$1,950,000

MLS#: A4646987

SPECTACULAR LONGBOAT KEY BEACH COMPOUND WITH DEEDED ACCESS TO THE GULF OF MEXICO! This FULLY ELEVATED beach home has been meticulously maintained, offers top of the line finishes, and is located just a short 4 minute walk with PRIVATE DEEDED BEACH ACCESS to the sparkling waters of the Gulf on LONGBOAT KEY! Surrounded by Joan Durante Park, this property offers the ultimate in privacy and seclusion. With a spacious 1880 conditioned square feet, 3 bedrooms, 3 full bathrooms plus a pool bath, this unique property is sprawled across TWO FULL LOTS, and offers a private resort like heated inground pool, fabulous TIKI BAR, multiple outdoor decks, and TONS of room for outdoor activities. Top of the line Verona commercial kitchen appliances, huge island, and a generous use of marble and quartz counters throughout. Gorgeous White Oak distressed hardwood floors and many unique architectural features including a two story cupola / crow's nest. Professionally landscaped with full outdoor lighting package which sets an enchanting evening mood across the entire property. Huge garage space downstairs has been fully lined with indoor/outdoor carpret and makes for a great recreational area. In addition, this stunning property is being offered fully furnished with a unique collection of carefully curated art and furniture pieces. No expense was spared to create this amazing island masterpiece--offering every amenity, this home offers absolute comfort and luxury!

LONGBOAT KEY

540 GULF BAY ROAD

3 Beds

3 Baths

3,760 Sq.Ft.

$1,950,000

MLS#: TB8388618

Exceptional Waterfront Retreat – No Hurricane Damage – Deep Sailboat Water

Welcome to 521 Wedge, an extraordinary opportunity to own a renovated waterfront home in the highly sought-after Country Club Shores on South Longboat Key. Perfectly positioned on 105 feet of deep sailboat water with no bridge obstructions, this home provides direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico—ideal for serious boaters and water lovers alike.

This property is storm-tested and proven, having sustained no damage or water intrusion during recent hurricanes, a rare and valuable feature in today’s market. The home sits on an oversized nearly 12,000 sq ft lot, complete with lush tropical landscaping, mango trees, and a private pool oasis.

The residence features 3 bedrooms and 2 bathrooms, a spacious primary suite with pool access and walk-in closet, and a beautifully renovated interior including travertine flooring, granite countertops, stainless steel appliances, and impact-rated windows and doors. The open kitchen offers a pass-through window for easy entertaining, and the pool has been updated with resurfacing, a new main drain, waterline tile, app-controlled LED lighting, and a jetted spa seat.

Boaters will appreciate the NEW 105' concrete seawall, NEW CoolDeck® dock, and a 10,000 lb boat lift with power and water hookups. The new roof, fresh exterior paint, and other recent upgrades provide peace of mind and a move-in-ready experience.

This quiet canal-front community also offers private deeded beach access, just a short walk away, allowing for daily enjoyment of Longboat Key’s pristine shoreline and sunsets. Memberships are available at the nearby Longboat Key Club, featuring world-class golf, tennis, dining, and a private beach club. You’re also moments from the new St. Regis Resort, St. Armands Circle, downtown Sarasota, and Sarasota International Airport.

With its rare combination of location, condition, water access, and hurricane resilience, this residence is a standout offering in today’s market. Whether you’re seeking a seasonal escape or a full-time island residence, this is the Longboat Key lifestyle at its finest. Paradise awaits.

LONGBOAT KEY

521 WEDGE LANE

3 Beds

2 Baths

2,544 Sq.Ft.

$1,928,000

MLS#: A4637136

Build your dream home on this large lot (16,000 sq ft) just steps from the sugar sand beach on beautiful Longboat Key on the Gulf of Mexico. This lot has the added bonus of backing up to Gulfside Road with a very short walk to beach access at the end of the street. Longboat Key situated off the Gulf Coast of Florida has so much to offer — beach, boating, tennis, pickleball, cycling and more. Fly straight into Sarasota airport and enjoy for quick access to Longboat Key, Anna Maria Island, St. Armands Circle, downtown Sarasota and the University Town Center.

LONGBOAT KEY

6549 GULF OF MEXICO DRIVE

None Beds

None Baths

0.37 acres

$1,900,000

MLS#: A4634739

It is time to build your dream home in the best location in Longboat Key. This 100 ft of waterfront looks directly at the estuary across from the house. Located on the canal that leads you into the Intracoastal waterway and the Gulf of America. You're just a block or so to the most beautiful beach in Longboat Key.

LONGBOAT KEY

588 BAYVIEW DRIVE

4 Beds

2 Baths

2,248 Sq.Ft.

$1,890,000

MLS#: TB8378130

Surround yourself with captivating views and timeless design in this coastal retreat thoughtfully renovated by Brista Homes. While offering partial views, this residence is the closest unit on the market to full beachfront—just one tier away—making it a rare opportunity to enjoy a front-row coastal lifestyle. Inside, every detail has been thoughtfully curated to inspire both beauty and function. The kitchen is a designer’s dream, featuring custom cabinetry in Como Ash and Magnolia Linen, Calacatta Viraldi quartz countertops with a full-height backsplash, and top-tier appliances including an AGA slate range with brass accents. In the dining room, a custom dry bar with built-in wine cellar and under-cabinet lighting adds a luxurious touch for entertaining. The spa-inspired primary bath invites relaxation with its 65" soaking tub, Grohe rain shower system, and large-format Calacatta Paonazzo tile that echoes the ambiance of a luxury retreat. Beyond the bath, the home features a custom-designed TV wall with a floating storage shelf, bespoke closets, and porcelain plank flooring. Every element—from the prewiring for motorized blinds to the smooth Level 4 wall finish and ultra-thin recessed lighting—has been carefully curated to balance modern sophistication with everyday comfort. Furnishings have been thoughtfully selected to complement the design and are available for purchase under a separate agreement. Located in The Promenade, residents enjoy a resort-style experience. Recent building enhancements have elevated its already luxurious setting, including a 24-hour staffed gatehouse, concierge services, and secure under-building parking. Amenities abound—from a well-equipped fitness center and dedicated craft room to four Har-Tru tennis courts and inviting social spaces perfect for gatherings. Outside, a Gulf-front sundeck features a shaded gazebo, grilling station, and ample lounge seating. Unwind in the heated pool and spa, or stroll to your private beach access lined with charming tiki huts—where every day feels like a vacation.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 309

2 Beds

2 Baths

2,017 Sq.Ft.

$1,874,000

MLS#: A4645807

An exceptional chance to acquire a prime waterfront residence on the Southern tip of Longboat Key, ideally situated along a wide waterway leading to Sarasota Bay (with no bridges). Located in one of the most desirable areas, this home is just a short walk or bike ride to your deeded beach access, the prestigious Longboat Key Club, and the new St. Regis hotel. Enjoy beautiful beaches, world-class dining, St. Armands Circle, and more. With over 100 feet of canal frontage, this property features deep, sheltered waters perfect for boating, with direct access to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico. The home offers an excellent foundation, a beautiful pool, a new roof, and a new seawall with a jet ski lift for your dream waterfront retreat. The location also offers convenient access to downtown Sarasota, known for its vibrant arts and cultural scene, and Sarasota International Airport, making it the perfect balance of coastal living and accessibility. Although the current home has sustained damage from the hurricane, it presents remarkable potential. The minimal water and drywall were removed within 24 hours of intrusion. The 12,392-square-foot lot offers numerous possibilities. Embrace the Longboat Key lifestyle with deeded beach access, easy boating, and proximity to the island's top amenities. Memberships at the Longboat Key Club provide access to world-class golf, a premier tennis center, and a private beach club. With a rare combination of location, water access, and potential, this home presents an unparalleled opportunity to create your ideal waterfront retreat. A short stroll to the deeded beach offers the chance to relax, enjoy the sun, and witness breathtaking sunsets. Don't miss this opportunity to create your ideal waterfront lifestyle in one of Longboat Key's most desirable communities.

LONGBOAT KEY

537 GUNWALE LANE

3 Beds

2 Baths

3,259 Sq.Ft.

$1,850,000

MLS#: A4645110

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