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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

509

# of Listings

2

Avg # of Bedrooms

$850

Avg. $ / Sq.Ft.

$1,495,802

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

509 Properties Found. Page 8 of 34.

This home has unobstructed seventh-floor views of the Sarasota skyline, along with sweeping water views of Sarasota Bay, The Longboat Key Club and the Gulf. Enjoy the views from sunrise to sunset through the floor-to-ceiling windows and sliding doors. Go outdoors to experience the luxury of the stylishly tiled wraparound balcony, accessible from the east, south and west sides of this home. A total renovation enables you to move right in. The stunning interior redesign optimizes the views and maximizes the living space. You'll be impressed with the private elevator entrance which opens to the main living space, where you'll find a large dining area and a charming dry bar. The innovative design extends throughout the home, highlighted by a gourmet kitchen with luxury Italian appliances, exquisite cabinetry, and an island/breakfast bar with extra storage. Wake up each morning in the primary suite to the breathtaking views and convenience of two generous closets, one a substantial walk-in. The large primary bath has double vanities with illuminated mirrors, dual water closets, custom linen storage and a spacious shower with a rain head. Guest accommodations are equally impressive, with a comfortable guest suite featuring west-facing views, stylish finishes and a closet with custom built-ins. A third bedroom was designed to accommodate bunk beds with special lighting and mobile phone charging stations. This space can also easily serve as an office, library or studio. You'll find abundant storage in the hall closets, all outfitted with custom built-ins. There is a water filtration system in place and a new hot water heater, located in the laundry room. Parking for this home is on the lobby level with close access to the lobby, which makes life easy. There is also extra parking at the building. This move-in-ready home is a wonderful find. The Grand Bay community offers exceptional privacy, with superb amenities including a newly refurbished gym, two pools with spas, Har-Tru tennis courts and a clubhouse. Membership is included to the private Bay Isles Beach Club with access to five acres of gulf beach perfection, restrooms and beach chair storage. From this home, it's easy to go to the Longboat Key Club where you'll find 45 holes of golf, five private restaurants, a world-class tennis center and new pickleball courts, all available with separate membership.

LONGBOAT KEY

3060 GRAND BAY BOULEVARD 175

3 Beds

2 Baths

2,143 Sq.Ft.

$1,950,000

MLS#: A4667059

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.

$1,950,000

MLS#: A4670120

It's all about the breathtaking direct Gulf of Mexico views and sweeping Sarasota Bay panoramas from this fully updated, highly desirable residence at Islands West. From the moment you enter, the blue-green waters of the Gulf of Mexico take center stage through floor to ceiling storm rated windows and sliders from every room. The light filled open plan was completely remodeled in 2020 and features a fully updated kitchen, gorgeous countertops, and a custom breakfast bar connecting the dining area and living room. A wrap around balcony invites you to step outside and enjoy the sea breeze and allows you to see almost the entire island from beach to bay! The primary suite features large floor to ceiling windows with more stunning views, a walk-in closet featuring built-ins and an updated ensuite bath. The 2nd bedroom has views your guests may never want to leave. Islands West offers resort-style amenities including a beachfront heated pool and spa, tennis court, fitness center, catering kitchen, bike and kayak storage, on-site management, and 24-hour security. Residents will soon also enjoy a gorgeous social room (that is currently being completely remodeled) and outdoor grilling area perfect for sunset dining and entertaining. Conveniently located mid-island, across from Publix and minutes from St. Armands Circle, and a short drive to the cultural epicenter of downtown Sarasota. This beautifully renovated building offers the very best of island living on Longboat Key!

LONGBOAT KEY

2525 GULF OF MEXICO DRIVE 8D

2 Beds

2 Baths

1,468 Sq.Ft.

$1,945,000

MLS#: A4670942

West side of Gulf of Mexico Dr and 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

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

2,830 Sq.Ft.

$1,899,000

MLS#: A4637471

Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful manatees and dolphins right in your backyard canal.
The thoughtfully designed 2,000+ square foot split floor plan provides exceptional privacy with 3 bedrooms and 2 baths, ensuring guest suites are comfortably separated from the primary living spaces. The “secret” closet delivers a private office space for when you need to work or plan your next boat trip down the ICW. At the heart of the home, an expansive great room and dining area showcases a wine captain, wet bar, and large refreshment cooler—perfect for hosting unforgettable gatherings while enjoying views of the shimmering enclosed pool and water views of your canal beyond.
The chef's kitchen is a culinary masterpiece featuring high-end stainless-steel appliances, built-in ovens, microwave, trash compactor, custom cherrywood cabinetry, separate pantry, and elegant stone countertops with a "chef's prep" island. The layout seamlessly flows into the family room, where glass sliders invite refreshing bay breezes and open to an entertainer's dream: an enclosed lanai, expansive paver patio, and sparkling pool surrounded by multiple seating areas and serene tropical vegetation.
Move-in ready with a new HVAC system and generator, this home has been meticulously maintained with numerous upgrades. Please see the attached “Sellers’ Improvement” feature sheet too many to mention…Offered turnkey furnished, it's perfect as either a primary residence or investment property with substantial seasonal rental income potential. The versatile, expansive lot provides endless possibilities to create your ideal waterfront retreat.
Situated in the exclusive & sought after neighborhood of Country Club Shores, this property offers an enviable lifestyle just steps from world-class amenities. Directly across the street, you'll find championship golf and tennis at the prestigious Resort at Longboat Key Club, along with sugar-sand beaches and fine dining venues that define the resort experience.
The location provides the perfect balance of tranquility and convenience—just minutes to St. Armands Circle, where upscale shopping, eclectic art galleries, and acclaimed restaurants await. Beyond these attractions, Longboat Key offers an array of recreational and cultural experiences, all easily accessible from your doorstep.
As a Country Club Shores resident, you'll enjoy exclusive private beach access for only $100 in annual HOA dues—an exceptional value that enhances the already remarkable lifestyle this address provides.
Whether you're seeking a year-round sanctuary or a seasonal escape with strong investment potential, this is a rare opportunity to embrace the coveted Longboat Key lifestyle. Schedule your private showing today and discover why this barrier island paradise is one of Florida's most treasured destinations. Come live the dream today & just move right in, it’s all here waiting for you !

LONGBOAT KEY

524 KETCH LANE

3 Beds

2 Baths

2,028 Sq.Ft.

$1,899,000

MLS#: A4666645

One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately—while still allowing a future owner to complete their personal renovation plans once the building’s elevator modernization is finished. This residence is being offered with a high-end rental furniture package, which will be personally styled and curated to the buyer’s taste, allowing for immediate occupancy upon closing. The furniture rental will extend for up to one year, giving the buyer time to enjoy the residence while preparing for future customization or construction. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two expansive terraces. Walls of glass and abundant natural light enhance the open-concept layout, which includes 3 bedrooms, 3.5 baths, and a den that can easily be reconfigured to include a walk-in closet. The primary suite opens directly to the Bayfront terrace, the second bedroom offers an en-suite bath and private Gulf-view balcony, and the den, kitchen, and third bedroom share access to a second terrace for effortless indoor-outdoor living. Two prime, side-by-side parking spaces on the upper main level sit conveniently next to the elevator, leading to a private elevator foyer. Residents of Grand Bay enjoy world-class amenities including 24-hour security, a clubhouse with library and game room, fitness center, tennis and pickleball courts, two heated pools and a spa, and deeded access to the exclusive Bay Isles Beach Club. High-end rental furniture will be selected to the buyer’s style preferences and will be available for up to one year.

LONGBOAT KEY

3010 GRAND BAY BOULEVARD 493

2 Beds

2 Baths

2,550 Sq.Ft.

$1,879,000

MLS#: A4668143

#A4640667

LONGBOAT KEY

3010 GRAND BAY BOULEVARD 482

3 Beds

3 Baths

2,250 Sq.Ft.

$1,845,000

MLS#: A4640667

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.

$1,800,000

MLS#: A4669634

Escape to Elegance on Longboat Key

Welcome to this fully renovated, fourth-floor residence at The Promenade, where luxury meets relaxation. This spacious two-bedroom, two-bathroom split floor plan condo boasts breathtaking northwest sunset views. Overlooking the Gulf of Mexico and the lushly landscaped community grounds, this stunning home offers the perfect blend of style, comfort, and convenience. Inside, you’ll find premier Café Series appliances, Quartzite countertops in the kitchen and master bathroom, Luminet motorized blinds, and custom-designed cabinetry with a hidden vent hood over the cooktop. Bathrooms feature mosaic glass tile showers with rain showerheads and Delta Premier fixtures, while large plank luxury vinyl flooring flows throughout. Additional highlights include an Electrolux washer and dryer, designer-finished balcony tiles, and impeccably detailed furnishings that complete this exquisite home.

Situated on 6.5 acres of Gulf-front paradise, The Promenade provides a wealth of amenities designed to enrich your lifestyle. Enjoy four Har-Tru tennis courts, a beachfront gazebo, a pool and spa, and men’s and women’s health clubs. For entertaining, two elegant party rooms are available, and concierge services, along with an on-site manager, ensure your needs are met. With 24/7 gated security, you can feel at ease in this exclusive community.

Nestled on the south end of Longboat Key, this condo is ideally located near world-class restaurants, shopping, arts venues, and medical facilities. A short 20-minute drive brings you to Sarasota-Bradenton International Airport, making travel effortless. Sarasota’s vibrant cultural scene, featuring the Ringling Museum, Mote Marine Aquarium, and upscale shopping at St. Armands Circle, is at your fingertips. Whether you’re seeking tranquility or adventure, this is more than a home—it’s a lifestyle. Discover your personal paradise at The Promenade.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 403

2 Beds

2 Baths

1,585 Sq.Ft.

$1,795,000

MLS#: A4634487

PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is only minutes from St. Armand's Circle, across the street from the Longboat Key Club, and a short driving distance to the Bay Isles Beach Club and vibrant downtown Sarasota. Filled with abundant natural light, the spacious condominium features soaring ceilings, a great room with gas fireplace, marble foyer and gallery for displaying artwork, and private gated courtyard. All bedrooms are ensuite. New sliding glass doors in the primary suite and new glass window in the great room open to a tiled terrace where you can start your day with a cup of coffee while watching the sunrise over the lagoon and Bay. An additional west-facing terrace upstairs boats golf course and sunset views. The well-equipped kitchen includes stone counters, breakfast bar, large pantry and morning room. There is also a fully enclosed two-car garage with plenty of storage space as well as two AC units in the condominium. The Tangerine Bay Club community boasts beautifully manicured walking paths, amid newly planted tropical greenery as well as many amenities, including a pool with waterfalls, fitness center, a tennis/pickleball court, plus a day boat dock and fishing pier on the Bay. Residents have the option of joining the Beach Club (normally reserved for only Bay Isles residents) on the Gulf of America.

LONGBOAT KEY

370 GULF OF MEXICO DRIVE 432

4 Beds

4 Baths

2,900 Sq.Ft.

$1,750,000

MLS#: A4664832

Price reduced

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

1,470 Sq.Ft.

$1,750,000

MLS#: A4654664

Price reduced

Rarely available north-side corner residence at The Promenade showcases panoramic views of the Gulf of Mexico, Sarasota Bay, white sandy beaches, and the sparkling city skyline. This beautifully designed 2,100 sq. ft. “E” floor plan features three bedrooms and three baths, with a spacious split layout that captures natural light and breathtaking vistas from every room. The expansive living and dining areas flow seamlessly to two private terraces—set your morning coffee down as you watch the sunrise over the bay, and end the day with a glass of wine while taking in the sunset over the Gulf. A stylish wet bar adds the perfect touch for entertaining. The kitchen is a showpiece, featuring 2022 installed Sub Zero refrigerator/freezer, GE Monogram stainless-steel induction cooktop and oven, ASCO dishwasher and GE Monogram microwave / convection oven combo, a white subway tile backsplash, quartz countertops, sleek contemporary white cabinetry, and an eat-in area overlooking the bay. Engineered white oak hardwood floors extend throughout, adding warmth and sophistication. The primary suite offers stunning Gulf views, built-in cabinetry, and two walk-in closets, while the guest suite enjoys downtown views and a private bath. The third bedroom/den opens to a terrace overlooking the Gulf. Includes one deeded parking space and access to resort-style amenities—concierge, 24-hour security, fitness center, an Olympic-size heated pool, four Har-Tru tennis courts, and more.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 301

3 Beds

3 Baths

2,100 Sq.Ft.

$1,749,000

MLS#: A4669896

Your semi-private elevator provides access to the beautiful 7th floor condo with sweeping wide water views of Sarasota Bay and the Gulf of Mexico. At night, the views of the lights of downtown Sarasota and the Ringling Bridge are nothing short of spectacular. Floor to ceiling windows and wrap around terraces provide unparalleled views of the sunrise and sunset over the bay and gulf.

The unit has a large living area with panoramic views and a wrap around balcony. The master suite with balcony overlooks Sarasota Bay and has a large master bathroom with whirlpool tub and walk-in closet with built in cabinets. The second bedroom has fantastic views of North Sarasota Bay and the Gulf. It also has an En-Suite Bathroom and balcony. The unit comes with secured garage parking and a dedicated and secure storage space.

Grand Bay is a luxury waterfront condominium complex on Sarasota Bay that is behind the gates of Bay Isles community. Amenities include; 24-hour guard gate, two heated pools and spas, Har-Tru tennis courts, state-of-the-art fitness center and clubhouse.

When you live in Grand Bay you automatically become a member of the Bay Isles Beach Club, which provides deeded beach access to residents. This private beach is equipped with restrooms, grills and picnic benches on the Gulf of Mexico.

Optional membership is available at the Longboat Key Club which entitles members to club privileges, including; golf, tennis, restaurants, spa, and yacht club.

Nearby shopping at the Bay Isles shopping center, along with the upscale dining and shopping at St. Armand's Circle, just a short drive away.

This is a must see property.

LONGBOAT KEY

3010 GRAND BAY BOULEVARD 472

3 Beds

2 Baths

2,250 Sq.Ft.

$1,725,000

MLS#: O6315692

Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive family room transitions beautifully into the contemporary eat-in kitchen, featuring clean, high-end finishes, abundant cabinetry, a large central island, and top-of-the-line stainless steel appliances that will delight. Thoughtful details such as graceful archways, ambient lighting, and tasteful materials add refined character throughout. Originally a 3-bedroom design, the home has been artfully reimagined to offer 2 bedrooms plus a dedicated office space—perfect for today’s flexible lifestyle. The oversized primary suite is a private sanctuary with a generous walk-in closet and a beautifully remodeled spa-like bath complete with double sinks and a fully tiled walk-in shower. The second bedroom is equally well-appointed, with direct access to an updated full bath. Sliders from both the kitchen and the primary suite open to the expansive screened upper-level deck with skylights—an ideal setting for al fresco dining, morning coffee, or sunset relaxation while overlooking the private lap pool, inviting patio, and meticulously refreshed landscaping. This residence offers true lock-and-leave convenience with a newer roof, advanced drainage system, updated landscaping, and low-maintenance, higher-end finishes that make it virtually maintenance-free. A rare 3-car garage provides ample space for vehicles and storage.

Residents of Bay Isles enjoy access to the exclusive Bay Isles Beach Club, where sugar-white sands and the Gulf’s turquoise waters await. Enjoy proximity to the Longboat Key Club’s world-class golf, tennis, and pickleball facilities, as well as the LBK Marina. Daily conveniences—including Publix, the Caron Family Pavilion, and town services—are just moments away. A short drive brings you to the fine dining, boutique shopping, and cultural treasures of St. Armands Circle and downtown Sarasota, with Sarasota-Bradenton International Airport only 15 minutes away. This is Longboat Key luxury at its finest—simply move in, unpack, and embrace the effortless resort lifestyle you deserve.

LONGBOAT KEY

3210 BAYOU SOUND

2 Beds

3 Baths

3,171 Sq.Ft.

$1,699,999

MLS#: A4658086

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