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

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

467

# of Listings

2

Avg # of Bedrooms

$1,151

Avg. $ / Sq.Ft.

$2,117,086

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

467 Properties Found. Page 22 of 32.

Experience direct Gulf-front living in this furnished, first-floor walkout residence at The Westchester on Longboat Key. Enjoy sweeping turquoise water views from nearly every room, with miles of pristine shoreline just beyond your door. This well-appointed, inviting two-bedroom, two-bath condominium features a spacious split floor plan designed for comfort and privacy, along with seamless indoor-outdoor living and immediate access to the pool and beach. The kitchen is equipped with stainless steel appliances, solid surface countertops, and abundant cabinetry and prep space. Both bedrooms offer en suite baths and generous walk-in closets, complemented by additional storage. The primary suite features a private screened lanai overlooking the Gulf, creating a tranquil retreat. A second expansive screened lanai off the great room captures panoramic water views and opens directly to the community pool and beach. An in-unit washer and dryer add everyday convenience. This thoughtfully designed, fully furnished residence is ideal for effortless coastal living, whether as a primary home, vacation getaway, or investment opportunity. The unit includes assigned covered parking and private storage conveniently just outside the entry. Community amenities include lighted tennis and pickleball courts, a basketball court, two heated pools, shuffleboard, outdoor grilling areas with cabanas, kayak and bicycle storage, and private beach gear lockers. A newly renovated clubhouse is coming soon and will feature a full kitchen, lending library and fitness area. Rentals are permitted, offering flexibility for seasonal or year-round use. The Westchester’s mid-key location provides convenient access to Bayfront Park with its dog parks and waterfront views, as well as nearby shopping and daily conveniences, including Publix. Residents are minutes from the Centre Shops and Whitney Plaza, along with more than a dozen popular north-end restaurants, including waterfront favorites such as Shore Restaurant and Mar Vista Dockside Restaurant. Longboat Key also offers a private golf course, a full-service marina, and multiple waterfront parks. Nearby destinations include St. Armands Circle and downtown Sarasota, renowned for its vibrant arts and cultural scene.

LONGBOAT KEY

4835 GULF OF MEXICO DRIVE 105

2 Beds

2 Baths

1,393 Sq.Ft.

$725,000

MLS#: A4684056

An exceptional opportunity to own a private family retreat on the pristine shores of Longboat Key—while generating rental income when you’re away. Located within the intimate beachfront enclave of Sea Grape Inn, this unique resort community offers just eight residences, creating a peaceful, uncrowded atmosphere rarely found on the island. Approved for daily, weekly, or monthly rentals, the property provides excellent flexibility for both personal enjoyment and investment potential. From the moment you arrive, the difference is clear. Each residence is thoughtfully appointed and lives more like a private coastal home than a typical vacation rental. This beautifully maintained condo features stone countertops, updated cabinetry, abundant appliances, and tile flooring throughout. The screened porch serves as a tranquil retreat—perfect for enjoying gentle Gulf breezes, spectacular sunsets, and lush tropical landscaping. Step outside to enjoy the heated beachfront pool overlooking the Gulf—an ideal setting for relaxing swims while taking in sweeping water views. The uncrowded beach is just beyond, with chairs provided for effortless seaside enjoyment. Additional amenities include on-site laundry, a BBQ gazebo area, beach towels, and internet service—everything needed for a seamless coastal getaway. Professional on-site management handles all rentals, marketing, cleaning, bookkeeping, and administrative details, offering truly turnkey ownership with no hidden charges. The residence is being offered turnkey furnished, ready for immediate enjoyment or continued rental success. Ideally situated near local restaurants, nature trails, parks with tennis and pickleball, and convenient shopping, this property combines privacy with accessibility. Financials are available upon request. The condo enjoys strong rental demand; showings will be accommodated with 24-hour notice and guest approval. Please contact the listing agent for availability. Life truly is better on Longboat Key!

LONGBOAT KEY

5125 GULF OF MEXICO DRIVE 4

2 Beds

2 Baths

961 Sq.Ft.

$725,000

MLS#: A4645905

Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enclave of Bay Isles. Located on the third living level of the four level over parking building 6, you will enjoy panoramic views of Sarasota Bay as you gaze out from your almost 400 foot wrap around terrace offering sunrise and sunset views. This particular condo has been tastefully updated with new HVAC with Wi-Fi thermostat in 2024; new refrigerator, washer & dryer, Hunter Douglas battery operated remote-controlled window treatments, lighting & plumbing fixtures & freshly painted all in 2023. Nothing more to do but to move in and enjoy everything Grand Bay, Longboat Key and Sarasota have to offer! Your amenities include two large resort style heated swimming pools and spas, tennis courts, state of the art fitness center and expansive clubhouse with social activities as well as access to the private white sandy well maintained beach at the Bay Isles Beach Club on the Gulf of Mexico. You will also have access to beautiful peaceful walking trails winding along the bay front, marina and golf courses. A short drive will lead you to choice eateries along Gulf of Mexico Drive or over the bridge to St Armands Circle and downtown Sarasota.

LONGBOAT KEY

3070 GRAND BAY BOULEVARD 632

2 Beds

2 Baths

1,276 Sq.Ft.

$724,900

MLS#: A4627468

Lush garden views and a peek at the Gulf are enjoyed from this 2 bedroom 1st floor walkout residence at The Shore. Owners will appreciate the well positioned primary suite with separate access to the terrace, a walk-in closet and gulf water views. The spacious kitchen offers abundant counter space, an exterior door and a desk area that could also be used as a breakfast nook. Guests will relax in comfort with their own full bath, plantation shutters and plenty of space to unwind. Other highlights include a storage space, an assigned covered parking space and a separate laundry room. The intimate pet friendly community of The Shore offers excellent amenities with a gulf front heated pool and spa, sauna, fitness room with weights, a sundeck terrace, a large social room with full kitchen, bike storage and beautifully landscaped expansive grounds. With 500 feet of water frontage and miles of beach to explore, there is much to be thankful for at The Shore. Conveniently located close to shopping, fine and casual dining, the post office, Publix, St. Armands and downtown Sarasota.

LONGBOAT KEY

5757 GULF OF MEXICO DRIVE 115

2 Beds

2 Baths

1,561 Sq.Ft.

$709,900

MLS#: A4685205

Price reduced

This beautifully remodeled Junior Suite captures serene lagoon views while offering excellent income potential through the established hotel rental program. Hurricane-impact sliders frame the space and open to a private terrace with glass railing, allowing uninterrupted views across the tropical lagoon setting. Sold fully furnished, this residence is truly turnkey, blending personal enjoyment with resort-style investment appeal. Inside, soaring 10’ ceilings enhance the sense of space and comfort, complemented by faux wood tile floors, crown molding and warm wood accents with shiplap detailing that add texture and character. A quaint dining area features a rich wood accent wall, creating a cozy yet refined atmosphere. The kitchen is thoughtfully appointed with stone countertops, white cabinetry with glass panel accents, stainless steel appliances and a striking tile backsplash that adds visual interest without overpowering the space. The spa-inspired bath continues the elevated feel, finished with shiplap walls, dual vanities and a walk-in glass shower adorned with gorgeous tilework. Every detail has been considered to create a polished, welcoming retreat for guests and owners alike. As part of the hotel program, ownership includes access to the exclusive 410-acre Longboat Key Club. Enjoy 5 distinctive restaurants, 45 holes of championship golf, the renowned Tennis Gardens, spa and fitness facilities, a private white-sand beach with attentive service, and a full-service marina, all proudly recognized with the AAA Four-Diamond Award.

LONGBOAT KEY

225 SANDS POINT ROAD 7205

1 Beds

1 Baths

642 Sq.Ft.

$699,000

MLS#: A4676041

Turnkey-Furnished Longboat Key Condo with Dock Access & Short-Term Rental Potential
Experience the best of coastal living in this beautifully furnished turnkey condo on highly sought-after Longboat Key. Perfect as a personal getaway or an income-producing investment, this residence is one of the rare properties that allows short-term rentals, giving you exceptional flexibility and earning potential.
Step inside to a bright, inviting interior that blends comfort and style, fully outfitted so you can move right in or start renting immediately. Just outside your door, enjoy a beautiful waterfront dock, ideal for watching sunsets, launching a kayak, or simply relaxing after a day at the beach.
Nestled in a prime location close to pristine Gulf beaches, dining, shopping, and the best of island living, this condo offers the perfect combination of convenience and charm.
Whether you're seeking an island retreat, a rental-ready investment, or both, this Longboat Key gem delivers.

LONGBOAT KEY

5310 GULF OF MEXICO DRIVE 16

2 Beds

2 Baths

1,014 Sq.Ft.

$699,000

MLS#: A4673264

Step into this beautifully remodeled, ground-floor 3BR/2BA residence in Seaplace on Longboat Key. Travertine flooring sets a polished foundation throughout the main living areas and is complemented by recessed lighting, crown molding, chair rail and wainscoting accents, and plantation shutters for a clean, classic look. The updated kitchen features white cabinetry, stainless steel appliances, white stone countertops, a white tile backsplash, and a tray ceiling with recessed lighting. A breakfast bar connects to the dining area and main living room. Sliders open to a screened ground-level extended terrace, and French doors lead to a bonus room ideal as a den, family room, or flex space. The primary suite is spacious and includes an en suite bath with dual vanities, a walk-in shower, and a separate water closet. The guest bedroom is well-proportioned for visitors. Seaplace is a guard-gated, mid-key community with 24-hour security, a remodeled clubhouse, two heated pools, three Har-Tru tennis courts, fitness center, library, playground and grilling areas. Optional membership to the Longboat Key Club is available with golf, tennis, racquet ball, pickleball, beach and pool access, marina amenities, spa and fitness offerings, dining venues, and social events.

LONGBOAT KEY

2055 GULF OF MEXICO DRIVE G2-102

3 Beds

2 Baths

1,492 Sq.Ft.

$699,000

MLS#: A4683602

Mid Key on Longboat Key, 825 Bayport Way offers 1,601 square feet of living with 2 bedrooms and 2 bathrooms in an active bayfront community. A great room design with split bedrooms. The Florida room with access to the private outdoor terrace has tremendous views...especially for a nature lover. Unit is being offered turnkey furnished… also can be sold unfurnished. Enjoy beautiful bay views and the ultimate Florida lifestyle with the beach just steps away, easy access to Longboat Key’s soft white sands and stunning Gulf sunsets. The residence is designed for comfort and ease, ideal as a full-time home or a serene coastal retreat. The Bayport community enhances the experience with a heated swimming pool, tennis courts, pickleball courts, bocce ball, kayak storage, deeded beach access with umbrellas and chairs, and even scenic walking paths that wind through lush, well-maintained grounds. Whether you’re paddling on the bay, strolling by the water, or enjoying quiet mornings at home watching the sunrise, this property captures the essence of island Located in the heart of Longboat Key. This bayfront condo offers an exceptional opportunity to enjoy the best of Florida’s Gulf Coast lifestyle. Just moments from dining and cultural attractions of Longboat Key and nearby Sarasota, the location blends privacy with convenience. The residence invites relaxed coastal living, whether you’re entertaining guests, enjoying peaceful mornings, or embracing an active outdoor lifestyle. This is a rare chance to own in one of Longboat Key’s most desirable areas, where timeless architecture meets everyday life.

LONGBOAT KEY

825 BAYPORT WAY 825

2 Beds

2 Baths

1,601 Sq.Ft.

$699,000

MLS#: A4680533

Price reduced

#A4670932

LONGBOAT KEY

4900 GULF OF MEXICO DRIVE 203

2 Beds

2 Baths

1,325 Sq.Ft.

$699,000

MLS#: A4670932

Price reduced

Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace!

Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with stainless steel appliances and modern cabinetry. The master suite is a cozy, spacious retreat with a walk-in closet and bathroom. The second bedroom is the perfect space for family and guests, featuring 2 twin beds and a full bathroom. The home also features a new lanai, a comfortable place to relax and soak in the views. Sliding door and all windows are hurricane impact rated. Complimentary with the residence is one parking spot and a designated storage space - perfect for storing any extra beach gear. This residence is being offered furnished.

Seaplace is a premier, 24-hour gated and guarded community on Longboat Key. The community boasts 2 swimming pools and hot tubs, a clubhouse and fitness center, fire pit, playground, grilling station, outdoor showers and three Har-Tru tennis courts. Perhaps the most stand-out amenity of this community is its direct beach access already set with lounge chairs and umbrellas. All you have to bring is yourself, your sunscreen and your towel! Going to the beach could not get any easier.

Just a short distance from grocery shopping, local boutiques and first-class restaurants and entertainment, G1-108 is perfectly situated to give you that beachfront lifestyle you’ve been looking for. Everything that Longboat Key, St. Armand’s Circle, Anna Maria Island and Downtown Sarasota have in store is at your fingertips. Whether as your primary residence, second home or investment opportunity, G1-108 cannot be missed!

LONGBOAT KEY

2089 GULF OF MEXICO DRIVE G1-108

2 Beds

2 Baths

933 Sq.Ft.

$699,000

MLS#: A4683552

Price reduced

Enjoy peaceful lagoon views from this completely remodeled Junior Suite. Sold turnkey furnished and currently in the hotel program, the Junior Suites in this building have 10’ ceilings unlike the other buildings. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace. As an owner in the hotel program you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, spa, fitness center, white sand beach with umbrellas & waitstaff, and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying your Longboat Life today!

LONGBOAT KEY

225 SANDS POINT ROAD 7101

1 Beds

1 Baths

642 Sq.Ft.

$699,000

MLS#: A4678918

Price reduced

Where can you find an exquisite 3-bedroom waterfront condo on the coveted South End of Longboat Key under $700,000? Discover the ultimate island lifestyle in this beautifully furnished end unit located in the highly sought-after Bay Harbour community. Boasting a desired southern exposure, lower maintenance fees, and a pet-friendly policy, this condo is the perfect blend of comfort and convenience. Even better, the 2023 special assessment of $23,000 has been paid in full, covering a new roof, total building painting, and internal pipe lining. This immaculate home features a bright, coastal interior with a serene, open layout and spectacular bay and pool views through the multiple windows only an end unit can offer. The living room and third bedroom are elevated by beautiful moldings and updated ceilings, while the newer kitchen is a chef’s dream with all under-cabinet pull-out drawers and a clever corner turn-around for maximum storage. The bathrooms present an excellent opportunity for a new owner to customize and enhance the space with contemporary finishes.
The primary suite is a true retreat, offering breathtaking water views and exceptional closet space with his-and-her built-ins. A unique design feature allows the hallway door to close, transforming the master entry into a private dressing room complete with a full-length mirror. For guests, the hallway is equipped with a pocket door to provide more privacy. The master bedroom also is equipped with a pocket door. Whether you use the expansive third bedroom for visiting family or as a home office, the versatility of the space is unmatched. Step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch and optional boat slips just steps from your front door.

For boating and nature enthusiasts, Bay Harbour is a true gem. Enjoy direct access to a kayak launch and optional boat slips just steps from your front door. With no bridges to Sarasota Bay and just one to the Gulf, you'll have unrestricted access to deep waters for boats up to 42 feet. The remodeled marina is fully equipped with electrical, freshwater, and a fish cleaning station, while the seawall offers frequent visits from dolphins and playful manatees. This unparalleled location is just minutes from world-renowned St. Armands Circle and downtown Sarasota, and it is walkable to the Longboat Key Club, Dry Dock, and Charthouse. Whether you're seeking a permanent residence or a seasonal retreat, this waterfront oasis offers the perfect combination of location, luxury, and lifestyle.

LONGBOAT KEY

450 GULF OF MEXICO DRIVE B207

3 Beds

2 Baths

1,474 Sq.Ft.

$699,000

MLS#: A4667364

Gorgeous coastal renovation, waterfront location, deeded beach, pet-friendly, and more. Enjoy the larger D1 plan, offering owners more square footage in this open concept two-bedroom, two-bath condominium in Longboat Key's Pelican Harbour & Beach Club. Plus this unit comes totally turnkey furnished and is move-in ready. The Association's amenities include private beach, tennis and pickleball courts, heated resort-style pool, clubhouse, bike storage, kayak launch, and owner boat docks. The condominium features include hurricane windows and doors, contemporary-style fireplace, new flooring, custom cabinetry, stainless appliances, crown molding, plantation shutters, tankless water heater, new air conditioner, and designer ceiling fans. Spacious primary suite boasts a private bath with custom walk-in shower, built-in closets, and water views. The guest suite, split from the primary, offers friends and family alike private space and a convenient adjoining bath with a custom walk-in shower, as well. There is plenty of closet space and storage throughout, and an in-unit laundry with matching front-load HE washer and dryer. In addition, with the D1 plan being larger than other Pelican Harbour two-bedroom condominiums, owners will appreciate the larger spaces for gathering and hosting. Association provides on-site maintenance; landscaping; building property, wind, flood and liability insurances; roofs; exterior painting; cable; water; sewer; trash; and more. Pelican Harbour also has fully funded reserves and has installed new roofs, new hurricane-rated carports, upgraded pickleball and tennis courts, and offers owner boat docks with electric and water. Pelican's private beach is only steps away and offers stunning sunset and Gulf views with miles of turquoise waters and crystal sands. You'll also appreciate the convenient mid-island location close to Bayfront Park, grocery, restaurants, shopping, places of worship, and easy access to St. Armands, Sarasota and Anna Maria. Gorgeous coastal renovation, larger D1 floor plan, fantastic mid-island location, pet-friendly and one of the best amenity packages on the island. Enjoy Pelican Harbour and Beach Club. Schedule your private showing today.

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE D1

2 Beds

2 Baths

1,248 Sq.Ft.

$695,000

MLS#: A4673543

Set in the sought-after Longboat Harbour community on Longboat Key, this beautifully updated 2BR/2BA walkout residence offers 1,152+/- sq. ft. of inviting waterfront living. Your breath will be taken away by the peaceful mangrove-lined views that shape a relaxed, effortless way of life. The moment you step inside, the level of care and style is unmistakable, as crown molding, maintenance free tile and laminate floors create a warm, welcoming ambiance that draws you toward the picturesque backdrop beyond the living space. The kitchen has been thoughtfully updated with stone countertops, all-white cabinetry, stainless-steel appliances, a tile backsplash (with under cabinet lighting), recessed lighting and a tray ceiling with fan. A large breakfast bar connects the kitchen to the dining area and living room, giving the entire layout an open, seamless flow. The former terrace has been enclosed to create an extended Florida room wrapped in sliders with privacy shades, offering a stunning vantage point over the water and direct walkout access to the outdoors. It’s a rare feature that brings the waterfront right to your door and is only steps away from one of the bayside pools. The primary bedroom enjoys soothing water views along with a graciously redesigned bath featuring rich wood cabinetry and refined finishes. The guest bedroom is equally comfortable for family or visitors, and the updated guest bath continues the home’s cohesive style. Residents of Longboat Harbour enjoy an exceptional list of amenities across both bay and beach, including berths for more than 50 boats on the Sarasota Bay side and exclusive Gulf access through a private beach house with restrooms, showers and dedicated parking. Additional amenities include 4 swimming pools, a tennis court, fitness center, wood shop, art studio, banquet hall and an active schedule of social events.

LONGBOAT KEY

4430 EXETER DRIVE 106

2 Beds

2 Baths

1,152 Sq.Ft.

$695,000

MLS#: A4671849

New on site 1 day ago

Experience the Best of Gulfside Living at Seaplace on Longboat Key!

Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining.

The spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath, while the guest bedroom provides comfort and privacy for visitors. Both bathrooms are tastefully updated, and the open-concept living and dining areas flow seamlessly to the screened lanai.

Step outside to your private lanai with hurricane impact screening, where you can enjoy tranquil views and refreshing Gulf breezes. The home is further enhanced with hurricane-impact windows, providing peace of mind and energy efficiency.

Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an exceptional array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a fitness center, and a clubhouse with kitchen, library, and sauna. Additional features include a playground, grilling areas, on-site management, and a 24-hour staffed gatehouse.

Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, this property offers a low-maintenance island lifestyle in one of Longboat Key’s most desirable communities.

Enjoy breathtaking sunsets, beachside strolls, and resort-style living—schedule your private showing today!

LONGBOAT KEY

1925 GULF OF MEXICO DRIVE G8-302

2 Beds

2 Baths

1,257 Sq.Ft.

$679,000

MLS#: A4686871

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