One of the most popular communities provided by {{page_data.agentName}}

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

414

# of Listings

2

Avg # of Bedrooms

$791

Avg. $ / Sq.Ft.

$1,312,840

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

$1M - $3M

108 Properties Found. Page 3 of 8.

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

New on site 2 days ago

Beautifully furnished and move-in ready, this expansive three-bedroom residence offers an enviable bayfront lifestyle within Longboat Key’s sought-after Grand Bay community. Spanning nearly 3,000 square feet, the open Antigua layout is framed by floor-to-ceiling glass walls that fill the interiors with natural light and connect nearly every room to the sweeping wraparound terrace. The main living space is designed for both relaxation and entertaining, with diagonal tile flooring connecting the living and dining areas. The adjacent eat-in kitchen features a center island, sleek countertops, double built-in ovens, and a breakfast nook surrounded by windows that showcase sparkling water views. The secluded primary suite is a private retreat with direct access to the terrace, a spacious walk-in closet, additional built-in closets, and marble en-suite bath with dual vanities, soaking tub, and separate glass shower. Two guest suites provide comfort and privacy for overnight visitors: one located in the northeast spot with access to the larger terrace, and the other tucked into the southwest wing with its own private balcony. Additional conveniences include a dedicated laundry room, one secure under-building parking space, and climate-controlled storage. Residents of Grand Bay enjoy a host of resort-style amenities: two heated swimming pools with sundecks, Har-Tru tennis courts, a modern fitness center, clubhouse, and a vibrant calendar of social activities. On-site management and 24-hour security provide peace of mind in this meticulously maintained community. As an exclusive benefit, owners have deeded access to the private Bay Isles Beach Club, where pristine sands of the Gulf of Mexico await. Spend the day at the beachside pavilion, host a barbecue, or join in a game of volleyball just steps from the water. Nestled on Longboat Key, Grand Bay balances privacy with proximity. Just minutes away are the boutiques and fine dining of St. Armands Circle, the cultural attractions of downtown Sarasota, and the renowned beaches of Lido and Siesta Key. From theater and art to world-class marinas and championship golf, the very best of Sarasota living is within easy reach.

LONGBOAT KEY

3040 GRAND BAY BOULEVARD 216

3 Beds

3 Baths

3,583 Sq.Ft.

$1,850,000

MLS#: A4662631

Welcome to the Grand Bay community of Bay Isles on Longboat Key – an exclusive, luxurious retreat that promises unparalleled views and resort-style living. Nestled in coveted Building III, this well-appointed condo is tucked away in seclusion against Sarasota Bay for stunning, unobstructed views east, and meandering Harbourside Golf Course vistas stretching west to the Gulf. With floor-to-ceiling windows and sliding glass doors throughout, natural light breezes into every room, enhancing the open, uplifting atmosphere. The ensuite primary bedroom promises sweeping bayfront to mainland views, custom walk-in closet, and a generously spacious bathroom featuring dual vanities, built-in storage and an impressively large glass shower with stone seating for the ultimate relaxation experience. The split bedroom floorplan ensures privacy for hosts and visitors with an ensuite guest suite and balcony. The designated third bedroom currently makes for an excellent den, office or cozy family room. The dedicated dining room with vaulted ceiling and recessed lighting is a perfect entertaining showcase. Spend time outdoors with over 700 square feet of expansive terraces – one facing east for peaceful sunrises and coffee, and the other west for unforgettable sunsets and celebratory apéritifs. Additional conveniences include a private elevator foyer, interior laundry room, ample storage throughout, additional storage onsite, secure deeded parking for your convenience, and a two pet friendly policy! Beloved Grand Bay offers impressive amenity-rich, gated community living with an array of resort-style perks: two heated pools and spas, two Har-Tru tennis courts, a state-of-the-art fitness center with saunas, 24-hour guard security, onsite management and more. Enjoy miles of sidewalks and trails weaving throughout the natural luxury of Bay Isles, a safe haven for manatees, dolphins, eagles, wading birds and even migratory visitors like swans, kingfishers & more. Bay Isles Beach Club membership included exclusively for owners for private beach access with essential amenities like tiki huts, picnic tables, grills & other conveniences. The optional Longboat Key Club and golf membership opportunities further elevate the resort island lifestyle. Available turnkey furnished, this is a true **lock-and-leave paradise** – perfect for those looking to unwind and embrace a life of leisure. Pack your bags, leave your worries behind, and enjoy everything this lovely Longboat Key condo has to offer.

LONGBOAT KEY

3030 GRAND BAY BOULEVARD 323

3 Beds

3 Baths

3,148 Sq.Ft.

$1,850,000

MLS#: A4647043

This FURNISHED waterfront residence offers panoramic views of Sarasota Bay and the Gulf of Mexico, seamlessly complementing its neutral, sophisticated interior. An elegant double-door entry leads to an open floor plan with gleaming ceramic tile floors and floor-to-ceiling glass that highlights the stunning scenery. ALL WINDOWS AND SLIDERS IN THIS RESIDENCE WILL BE UPGRADED IN JULY 2025 TO TOP-TIER, MIAMI-DADE CATEGORY 5 HURRICANE STANDARDS—AN INVESTMENT OF APPROXIMATELY $200,000 OFFERING EXCEPTIONAL PROTECTION AND LONG-TERM VALUE. The split layout ensures privacy, with a guest en-suite featuring bay views. The bright, modern kitchen includes a striking tile backsplash, white cabinetry, stainless steel appliances, stone countertops, and a tray ceiling. A breakfast bar connects to an informal dining space, perfect for daily use. The great room provides ample space for both relaxation and entertaining. The primary suite offers terrace access, his-and-hers bathrooms, and a walk-in closet with custom shelving. The wraparound terrace showcases expansive water views, ideal for enjoying both sunrises and sunsets. Residents enjoy top-tier amenities, including a 24-hour guard-gated entry, secure under-building parking, a clubhouse, a fitness center, two Har-Tru tennis courts, and two heated pools with a spa. Deeded access to a private beach and membership to the Bay Isles Beach Club enhance this exceptional lifestyle. Located just minutes from Downtown Sarasota and St. Armands Circle, this home offers luxury, convenience, and breathtaking waterfront living.

LONGBOAT KEY

3010 GRAND BAY BOULEVARD 482

3 Beds

3 Baths

2,843 Sq.Ft.

$1,845,000

MLS#: A4640667

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.

$1,819,000

MLS#: A4645807

#NS1083611

LONGBOAT KEY

721 BINNACLE POINT DRIVE

3 Beds

3 Baths

3,802 Sq.Ft.

$1,799,000

MLS#: NS1083611

#NS1083714

LONGBOAT KEY

721 BINNACLE POINT DRIVE

None Beds

None Baths

0.43 acres

$1,799,000

MLS#: NS1083714

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

1,784 Sq.Ft.

$1,795,000

MLS#: A4634487

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

2,843 Sq.Ft.

$1,725,000

MLS#: O6315692

This is the One! Welcome to Sea Gate Club on beautiful Longboat Key, perfectly positioned near mid-island, and close to shopping at Publix or CVS. As you enter this very private End Unit #6A, you're greeted by Direct and Unobstructed Gulf and beach views as far as the eye can see. Unit #6A has been extensively updated over the last few years, featuring an open kitchen with a huge island, updated cabinets and countertops, and gorgeous porcelain tile flooring. Your balcony is extremely private and from your elevated vantage point, you can watch as groups of dolphins, fish, and even manatees swim along the edge of your +350 feet of beach frontage. This unit is offered Fully Furnished with very tasteful furniture that you'll actually want to keep. Sea Gate Club condos are comprised of 89 units, spread across 15 stories. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as current owners have paid over $100K in special assessments in the last few years for the various upgrades. Other top-notch amenities include a clay tennis court, fitness center, library/meeting room, and a social room for parties. Hurry before it's gone, this is paradise at it's finest!

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 6A

2 Beds

2 Baths

1,658 Sq.Ft.

$1,725,000

MLS#: A4652503

JUMP NOW... $100,000 price reduction!! Indulge in the luxury living experience at Marina Bay, where every detail has been curated to create a serene and polished sanctuary. Elegance meets comfort and security in this meticulously maintained community. This expansive 3-bedroom condominium offers 2,830 square feet of living space, with panoramic vistas of Sarasota Bay, and easily lends itself to designing a space that works for you and yours. With stunning views, abundant natural light and a spacious layout… every detail of this bay front property exudes panache, but its the multiple sets of floor to ceiling sliding doors at the far end of the home that will lure you within.
The living and dining areas feature high ceilings, crown molding, neutral tile, built-in shelving and a wall of glass sliders. The primary bedroom features double walk-in closets, sliding doors accessing the waterfront balcony, a luxurious bath with jetted tub and dual vanities. Two additional bedrooms each with access to a second private balcony, guest bathroom and a powder room. The gourmet kitchen with SubZero refrigerator and double ovens opens to the family room complete with wet bar and even more water views. A generous sized laundry room off the kitchen includes extra countertop space, storage cabinetry and full sized washer and dryer.
Experience the sunrise from your 30-foot covered lanai as the dolphin and manatee awaken below. Unobstructed water views, scattered with boats and reflecting blue skies are sure to create a peaceful ambience. Electronic hurricane blinds have been added for your peace of mind during storms or your absence. In addition to required access through a Bay Isles manned-gate, building codes are also required for your under-building secured parking spot, under-air storage unit and entry to building. As a bonus, this unit only shares the floor with one other unit.
Marina Bay, neighbor of the Longboat Key Club Marina, has 3 buildings and 60 residences with exclusive access to the community's top-notch amenities, including a fitness room, heated pool, spa, tennis courts, car washing and EV charging stations. Pack the puppy toys as we are dog-friendly. Residents also enjoy private access to the Bay Isles Beach Club - gated/secured entry and parking on Longboat Key’s pristine beach. It will make every day feel like a getaway with covered entertaining area, restrooms, changing rooms, covered picnic tables, barbecue grills, volleyball courts and accessory storage. Select your recreation as you’re just minutes to the renowned St. Armands Circle and Sarasota’s vibrant downtown. Come create your lifestyle.

LONGBOAT KEY

2450 HARBOURSIDE DRIVE 212

3 Beds

2 Baths

3,150 Sq.Ft.

$1,725,000

MLS#: A4606987

Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor end unit offering spectacular, front-row Gulf views in one of Longboat Key’s most intimate beachfront communities. Perfectly positioned mid-island along the sandy shores of the Gulf of Mexico, this elegant 2-bedroom, 2-bath residence captures direct, unobstructed views of the turquoise waters and mesmerizing sunsets from nearly every room. As a corner unit, it’s bathed in natural light and offers enhanced sight lines—creating a bright, open, and serene coastal retreat. Step onto your private balcony and take in over 350 feet of secluded beachfront, where dolphins, manatees, and colorful marine life glide through the waves just beyond your door. Inside, you’ll find a blend of comfort and coastal sophistication, ideal for relaxing or entertaining. Sea Gate Club is a boutique community of just 89 residences spread across 15 stories, offering a uniquely quiet and refined lifestyle. The building has undergone major capital improvements in recent years, including impact-rated windows (2021), a full exterior restucco and repaint (2022), a new roof (2023), and upgrades to the pool, spa, and elevator doors. Additional enhancements are already in motion, with a new AC tower coming in 2025 and a sun deck scheduled for completion in Summer 2025—all fully paid for by current owners, totaling over $100K/unit. Residents enjoy resort-style amenities including a Gulf-front pool and hot tub, fitness center, clay tennis court, library, and a social room with catering kitchen. Shaded tiki huts, outdoor showers, and climate-controlled storage for bikes, kayaks, and paddleboards complete the experience of true beachfront living. Ideally located, Sea Gate places you just steps from Publix, CVS, and Bayfront Park, where you’ll find pickleball, tennis, shuffleboard, a playground, and kayak launch. Boaters will appreciate proximity to Longboat Key Moorings and nearby marinas, while St. Armands Circle—just three miles away—offers an upscale mix of dining, boutique shopping, and laid-back coastal charm. Here, you truly get the best of both worlds: to the north, the natural beauty of Anna Maria Island, and to the south, the vibrant arts, culture, and dining of downtown Sarasota. Whether you’re soaking in sunset views from your balcony or exploring nearby island attractions, every day feels like a vacation. This is Gulf-front living at its finest—private, peaceful, and rarely available. Schedule your private showing today and claim your slice of Longboat Key paradise.

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 10F

2 Beds

2 Baths

1,658 Sq.Ft.

$1,700,000

MLS#: A4656887

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

4,907 Sq.Ft.

$1,699,999

MLS#: A4658086

Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secluded sandbars, the turquoise waters of the Gulf of Mexico, and several nearby waterfront restaurants. From the moment you arrive at this magical property, Zen Vibes will calm the mind and put it's whimsical spell on you. Lush plantings, perfectly positioned sitting areas, a private cocktail pool and a custom dock flanked by native mangroves surround this elevated Charmer. Perfectly updated and decorated for maximum pleasure, the vaulted ceilings, clerestory windows providing lots of natural light, and huge back deck enhance the inviting living space and make this home perfect for entertaining indoors & outdoors. Cherry wood cabinetry, a cozy breakfast bar, granite tops, gas range and stainless steel appliances enhance the private kitchen which overlooks the comfortable family room. The primary suite with it's vaulted ceilings and wood floors is totally tucked away, and it's spa-like bathroom with dual sink, separate shower and jetted tub is a perfect retreat highlighted by natural stone and Travertine finishes. The guest bedrooms offer sunrise views, vaulted ceilings and cozy wood flooring and share a Moroccan inspired bathroom. The pecky cypress ceilings, indirect lighting throughout the living space and the colorful interior design and decor are truly special and the enclosed workshop, garage space and gardening sheds below provide additional room for fun. Easy access to miles of Longboat Key's pristine sugar sand beaches where neighbors gather to enjoy spectacular sunsets or just to enjoy a relaxing beach day. The convenience of nearby casual & fine dining, shopping and a short drive to Anna Maria Island's popular night life spots, as well as the Longboat Key Club with resort style amenities, make this the perfect island location for anyone dreaming of living the coveted Florida lifestyle. So come and discover your coastal adventures today on Florida's most prestigious barrier island.

LONGBOAT KEY

701 MARBURY LANE

3 Beds

2 Baths

4,811 Sq.Ft.

$1,697,000

MLS#: A4657604

PRICED BELOW RECENT APPRAISAL; OVERSIZED corner lot ready to build substantial water front home with seawall, composite dock, eastern views down the canal and over to Sarasota Bay and western views to Longboat Key Club golf course and over to Gulf of Mexico.

LONGBOAT KEY

500 OUTRIGGER LANE

None Beds

None Baths

0.4 acres

$1,695,000

MLS#: A4646557

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