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Long Boat Key

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker

311

# of Listings

2

Avg # of Bedrooms

$1,261

Avg. $ / Sq.Ft.

$2,097,322

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

311 Properties Found. Page 6 of 21.

Price reduced

MAJOR PRICE REDUCTION — NOW OFFERED AT $1,950,000! Experience the best of the Longboat Key waterfront lifestyle in this beautifully renovated 3-bedroom, 2-bath canal-front residence, ideally positioned just three homes from Sarasota Bay. Offering 1,853 sq. ft. of air-conditioned living space and 2,461 sq. ft. total, this exceptional property combines a premier boating location with extensive recent improvements and a private resort-style pool.

Boaters will appreciate the newer seawall, 16,000-lb. boat lift and expansive 18' x 16' Trex dock featuring lighting and water, with easy access to Sarasota Bay and open water. The private Pebble Tec pool and paver pool deck were updated in 2024, creating an inviting setting for relaxing or entertaining.

Numerous major improvements provide peace of mind, including a NEW FLAT TILE ROOF (2025), Carrier A/C (2024), A.O. Smith water heater, NuCORE waterproof flooring and plantation shutters. The updated kitchen features elegant Silestone quartz countertops, stainless-steel sink, Bosch 3-door refrigerator/freezer and dishwasher, plus a stainless-steel GE range and microwave.

Inside, vaulted ceilings and recessed lighting enhance the spacious living room, while a separate dining room provides an ideal space for entertaining. The desirable split-bedroom floor plan offers privacy, with generous walk-in closets throughout. The primary suite features a walk-in closet with built-ins and an ensuite bath with dual sinks, large tiled shower, whirlpool tub and private water closet. The third bedroom includes a convenient office area, adding flexibility for work or guests.

With its rare combination of exceptional boating access, private pool, extensive renovations and proximity to Sarasota Bay, 548 Gunwale Lane presents an outstanding opportunity to own a turnkey waterfront home on Longboat Key. Move in, enjoy the water, and embrace the Longboat Key lifestyle.

LONGBOAT KEY

548 GUNWALE LANE

3 Beds

2 Baths

1,853 Sq.Ft.

$1,950,000

MLS#: A4680965

Now Selling Fully Furnished & Turnkey! Welcome to 1915 Harbour Links Circle #6 in Emerald Pointe South at Bay Isles, a gated, maintenance-free community on beautiful Longboat Key. This move-in-ready villa is ideal as a primary residence, seasonal home, second home, or lock-and-leave Florida retreat.
The light-filled floor plan features soaring ceilings, spacious living and dining areas, a well-appointed kitchen, a private screened lanai, and a desirable first-floor primary suite with an en-suite bath. Guest accommodations provide comfort and privacy for family and friends.
Enjoy exclusive access to the private Bay Isles Beach Club with deeded Gulf beach access. Optional membership to the Longboat Key Club includes championship golf, tennis, pickleball, fitness facilities, marinas, waterfront dining, and an active social lifestyle.
Just minutes from St. Armands Circle, downtown Sarasota, boating, waterfront restaurants, boutique shopping, and world-famous Gulf Coast beaches, this fully furnished, turnkey Longboat Key villa delivers the very best of maintenance-free coastal living. Simply bring your suitcase and start enjoying the Longboat Key lifestyle.

LONGBOAT KEY

1915 HARBOUR LINKS CIRCLE 6

3 Beds

3 Baths

2,476 Sq.Ft.

$1,950,000

MLS#: A4688148

Flanked by multi-million-dollar homes, uniquely situated on the West side of Gulf of Mexico Dr with no busy street between you and the beach! Lot is cleared and ready with utilities at the lot. 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. 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 is a barrier island situated off the Gulf Coast of Florida and has so much to offer — beach, boating, tennis, pickleball, cycling and more. Fly straight into Sarasota airport and enjoy 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

Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St. Armands Circle. An elevated entry leads to the main living level, where expansive glass defines the open-concept design, connecting the living room, kitchen and dining areas. Positioned within a five-residence enclave, this property offers convenient access to Sarasota dining, shopping and waterfront recreation while supporting a low-maintenance ownership experience. This tri-level single-family home features four bedrooms and 2.5 baths, complemented by a two-car garage with dual 8-foot doors and extensive storage. The ground level includes multiple flexible-use rooms ideal for fitness, storage or organization of beach equipment, kayaks, bicycles and boating gear. A dumbwaiter provides direct access from the garage to the kitchen. Interior features include engineered wood flooring in main living areas and new carpet in bedrooms. The kitchen is designed with wood cabinetry, granite countertops, deep storage drawers, an appliance garage, a rollout pantry wall and stainless steel appliances, including a GE wall oven/microwave combo, an induction cooktop and an LG refrigerator. Additional features include a wet bar with cabinetry and a mirrored wall, an electric fireplace and plantation shutters. The primary suite offers a private setting with dual vanities, a soaking tub, a separate shower, two walk-in closets and a Juliette balcony with partial gulf views. The third level includes a bonus room suitable for media, an office or a private retreat. Outdoor living includes a natural gas-heated pool and spa, an outdoor shower and a private fenced setting. Pool systems including a new motor, filters and heater, and the interior of the pool has been refinished. Recent improvements include a 2024 shingle roof with warranty, zoned HVAC systems installed in 2018 and 2020, and a 2025 water heater. The home includes a monitored alarm system. Triton Cove offers a maintained environment with low monthly HOA fees of $500, including landscape maintenance of common areas, pest control, pool service and exterior lighting. Leasing is permitted up to four times annually with a one-month minimum. Located near Longboat Key Bayfront Park and Longboat Dog Park, residents may enjoy pickleball, tennis, playgrounds and picnic areas. Nearby conveniences include grocery, pharmacy, boat rentals and storage options along Longboat Key, as well as being within reach of Sarasota amenities. Optional membership to the Longboat Key Club provides access to golf, tennis, beach and social amenities, enhancing the gulf-front lifestyle experience on Florida's west coast. Don’t miss out on your private tour of this special coastal home featuring four bedrooms, 3000-plus square feet of air-conditioned living space, a two-car garage, a 30-foot pool and a hot tub on Longboat Key with beach access with low taxes for under $2 million; this is an extraordinary value!

LONGBOAT KEY

3040 GULF OF MEXICO DRIVE 3

4 Beds

2 Baths

3,009 Sq.Ft.

$1,899,000

MLS#: A4692587

#A4694601

LONGBOAT KEY

523 JUAN ANASCO DRIVE

4 Beds

3 Baths

2,899 Sq.Ft.

$1,895,000

MLS#: A4694601

536 Gunwale Lane, with its south facing waterfront location, is ideally situated for the best of island living. Recently cleared, this highly sought waterfront lot in Country Club Shores offers the perfect opportunity to design and build the legacy home you’ve been dreaming of…enjoy fantastic boating on protected deep water with direct access to the Bay, Intracoastal, and Gulf waters and a private deeded beach access just moments away. Sitting between two world class resorts, the Longboat Key Club for golf, tennis and dining and the newly completed St. Regis Resort Hotel offering its menu of luxuries. And of course, the exceptional shopping and dining on St Armands Circle and the many cultural venues of downtown Sarasota are there to enjoy. This exceptional property is over 12,400 sq. ft. with 106 feet of canal frontage. There is a dock and lift in place. Natural gas is available and there is access to a shared well for irrigation. Bring your builder and your vision to design a home for your lifestyle on the beautiful island of Longboat Key. Buyer to verify all building requirements

LONGBOAT KEY

536 GUNWALE LANE

None Beds

None Baths

0.29 acres

$1,850,000

MLS#: A4679888

Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized screened balcony—an ideal setting for morning coffee, evening relaxation, and watching the abundant birdlife and marine activity. A second west-facing balcony captures spectacular Gulf sunsets, offering the best of both sunrise and sunset living. Marina Bay delivers a true resort-style lifestyle, featuring a large heated pool, tennis courts, pickleball courts, and a fitness center. Take leisurely strolls along the neighboring marina or around the picturesque Longboat Key Club Harbourside Golf Course. Ideally located, this residence is just a half-mile walk to Publix, CVS, and local shops, and only one mile from the new St. Regis Longboat Key Resort. Membership to the Longboat Key Club is available separately, providing access to world-class golf, dining, tennis, pickleball, and beach amenities. Whether as a full-time residence or an exceptional vacation retreat, this is a rare opportunity to enjoy luxury, convenience, and resort living on Longboat Key—truly, the best of island life.

LONGBOAT KEY

2450 HARBOURSIDE DRIVE 234

3 Beds

3 Baths

3,383 Sq.Ft.

$1,800,000

MLS#: A4682324

PRICE POINT ADJUSTMENT ON HIGH FLOOR UNIT! Resort Living At It's Finest with this Grand Bay Condominium offers Privacy in the exclusive Bay Isles community. Grand Bay is situated directly on Bishops Point offering extensive Sarasota City views. Get swepted away by the dramatic unobstructed views of the city and expansive Sarasota Bay. The expansive floor to ceiling"Walls of Windows" with terraces on both the east and west sides of the building. Perfect sunrises and sunsets are the order the day ! The open floor plan from living room, to dining room, to den (can be easily converted into a 3rd bedroom) and the convenience of the kitchen all flow smoothly for entertaining and easy living. The den, kitchen, and guest bedroom all face west with access to the terrace for spectacular sunsets. The kitchen offers all of the latest modern conveniences with an oversized SubZero refrigerator/freezer, mini Perlick bottle refrigerator, Bosch dishwasher, Wolf triple oven with microwave, warming oven and Empava induction cooktop. This unit is sold fully furnished with high end quality names like Ethan Allen, Hancock & Moore and Italian leather. The master bedroom boasts panoramic views of the city and connects to the east terrace with plenty of space for sunbathing and nature watching. The marble master bath invites you to soak in the garden tub to relax the day away. Grand Bay Building 1 Caymen unit offers Total Privacy on the East and West Balconies with Glass railings for unobstructed viewing privacy! The en-suite guest bedroom is currently being used as an office and features its own grand views of the Longboat Key’s Harbourside golf course and the Gulf of Mexico beyond. Grand Bay is situated behind the Longboat Key Club gates and offers additional gated security at the building entrance for your peace of mind. Amenities for your enjoyment include two Har-Tru tennis courts, a state-of-the-art fitness center on the second floor of the Newly modernized Grand Bay clubhouse, two large heated pools and private beach access to the Newly modernized PRIVATE Bay Isles Beach Club directly on the Gulf of America. Grand Bay offers Electric Car Charging Stations. The Travertine stone floors are polished to perfection and is in pristine condition. This is resort style living, at its finest with the convenience of being located on Longboat key. Just minutes from St. Armand's world renowned shopping, restaurants and the cultural capital of Florida that is downtown Sarasota. Memories that will last a lifetime....All offers submitted via FAR-BAR contract form. Please use showing time button for all showings

LONGBOAT KEY

3060 GRAND BAY BOULEVARD 174

2 Beds

2 Baths

2,550 Sq.Ft.

$1,798,000

MLS#: R4910478

#A4684578

LONGBOAT KEY

741 OLD COMPASS ROAD

3 Beds

3 Baths

2,173 Sq.Ft.

$1,795,000

MLS#: A4684578

#A4689309

LONGBOAT KEY

741 OLD COMPASS ROAD

None Beds

None Baths

0.36 acres

$1,795,000

MLS#: A4689309

Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club
Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach.
• Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or 2, 1-bedroom units to maximize revenue.
• Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants.
• World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina.
Perfect for families seeking a premium getaway with built-in investment potential. Rental nights January - July $267. Year-to-date gross rental income for 2026: $184,191.

LONGBOAT KEY

210 SANDS POINT ROAD 2101

2 Beds

2 Baths

1,399 Sq.Ft.

$1,790,000

MLS#: A4694354

Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones complement the panoramic bay views. Redesigned from its original layout, the home offers an open flow through the main living areas. The reimagined chef’s kitchen features stone countertops, custom cabinetry, stainless-steel appliances, a wine fridge, and center island. The living room’s corner fireplace and full wall of glass highlight the sparkling water views. The spacious terrace is ideal for relaxing or entertaining. The primary suite offers terrace access and a beautifully updated bath with dual vanities, glass shower, and private water closet. Tangerine Bay residents enjoy a lagoon-style pool with waterfalls, spa, tennis and pickleball courts, day dock, fishing pier and membership to the Bay Isles Beach Club with private beach access, cabanas and more. Across from the Longboat Key Club, optional membership includes access to golf, tennis, beach and pool facilities, marina, spa, and fine dining.

LONGBOAT KEY

340 GULF OF MEXICO DRIVE 112

3 Beds

3 Baths

2,298 Sq.Ft.

$1,775,000

MLS#: A4670120

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

2,823 Sq.Ft.

$1,749,500

MLS#: A4652254

$100,000 PRICE REDUCTION!!! Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a boating canal just three houses in from the bay offering direct access to Sarasota Bay and the Intercoastal Waterway. This large ( 5328 SF total) very well maintained and upgraded elevated home offers 2800 SF on the main living level plus 2500 SF of bonus space on the first floor with an elevator. This elevated, well-built custom home sustained no damage nor have any flood claims ever been filed. This home spans two level of living and has an open floor plan, blending indoor and outdoor living. The main living area is upstairs with large flowing open rooms, vaulted ceilings, a fireplace and features French Doors leading to a screened Lanai overlooking the natural canal with foliage for privacy. The bedrooms are arranged in a split plan with each having en-suite bathrooms with lots of closets and built-ins. The large eat-in kitchen has custom cabinetry with crown molding, pull-outs, granite countertops and stainless appliances plus a large separate dining room perfect for all your family or friends. Just off the kitchen on the main living level is a very large laundry room along with all the closets in this home you will have all the storage you need. On the first level is the open foyer leading up to the living area with the elevator access and oversized split garages. There is an additional 2500 SF of AC/heated of interior space that is finished with polished concrete floors and walls of sliding doors leading to the pool area, porch, deck, yard and dock area. Also just outside your bonus space is private 60’ long screened, heated lap pool with a full bath. The property would provide great renal income also for a part time owner as it has in the past. Walk the beach, swim in the pool or ocean, ride your bike on the Longboat Key Bike path, fish, boat, kayak, paddle board, jet ski and enjoy your spacious home that is just a short drive to Sarasota, St. Armand’s circle and Anna Maria Island. Please see the videos. What are you waiting for? Start living the dream.

LONGBOAT KEY

569 JUAN ANASCO DRIVE

3 Beds

4 Baths

2,804 Sq.Ft.

$1,700,000

MLS#: A4669634

Price reduced

Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This exceptionally renovated 3BR, 3BA residence with nearly 2,400 square feet of living space is simply stunning. This corner residence features a thoughtful split-bedroom layout, elegant finishes and floor to ceiling high-impact glass leading to an open, wraparound terrace, where views of tropical palms and lush green space set the tone for outdoor dining, entertaining or a peaceful retreat. Inside, neutral tones with tasteful accents combine with walls of glass to create a bright, flowing ambiance. Trey ceilings, engineered hardwood flooring and tile in the baths add refined detail. The oversized kitchen is exceptional, with colorful cabinetry, stone countertops, and a large island with breakfast bar seating that opens seamlessly to the living room. Residents of the Sanctuary enjoy a recreational room, 24hr security guard, heated swimming pool, 2 Har-Tru tennis courts, and on-site management. Just steps away, the exclusive Longboat Key Club offers championship golf, a deep-water marina, a world-class spa, a private beach club, and fine dining, providing an unparalleled coastal lifestyle.

LONGBOAT KEY

565 SANCTUARY DRIVE B106

3 Beds

3 Baths

2,375 Sq.Ft.

$1,699,000

MLS#: A4664029

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