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

468

# of Listings

2

Avg # of Bedrooms

$1,150

Avg. $ / Sq.Ft.

$2,114,484

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

468 Properties Found. Page 26 of 32.

A fabulous opportunity to build your dream home on the lowest priced single family vacant lot in all of Longboat Key! Enjoy deeded beach access just across Gulf of Mexico Drive. Surrounded by multi million dollar homes and with walking or biking distance to multiple restaurants, shopping, Cedars Tennis club, and the tree lined splendor of Joan Durante Park, this is where your island living dream begins.

LONGBOAT KEY

620 COMPANION WAY

None Beds

None Baths

0.19 acres

$589,000

MLS#: A4680278

Price reduced

Bask in breathtaking views across Sarasota Bay to the sparkling downtown skyline from this beautifully updated 2-bedroom, 2-bath condo in the exclusive, guard-gated community of Bay Isles. Offered turnkey furnished, this top-floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Inside, the kitchen showcases granite countertops and rich wood cabinetry, while both bedrooms are en-suite for privacy and convenience. Lovingly maintained as a part-time vacation retreat since 1989, the condo reflects light use and thoughtful care.Fairway Bay, within Bay Isles, offers a true resort lifestyle with swimming pools, spas, tennis courts, a fitness center, and a welcoming clubhouse for social gatherings. As a Bay Isles resident, you’ll also have access to the private Bay Isles Beach Club, where you can relax on pristine Gulf shores or reserve the clubhouse for special occasions.This coveted location places you within walking distance of a marina, Publix, CVS, and local shops, while just minutes away you’ll find St. Armands Circle (5 miles), downtown Sarasota (8 miles), and all the cultural, dining, and shopping options the Gulf Coast is known for. Bay Isles is also home to 27 holes of championship golf, the world-class Tennis Gardens, the Longboat Key Moorings Marina, and two of the five acclaimed restaurants of the Longboat Key Club—where memberships are available separately. Live every day like you’re on vacation in this exceptional Gulf Coast retreat.

LONGBOAT KEY

1932 HARBOURSIDE DRIVE 254

2 Beds

2 Baths

1,192 Sq.Ft.

$585,000

MLS#: A4666650

#TB8459956

LONGBOAT KEY

713 SAINT JUDES DRIVE S 1

2 Beds

2 Baths

1,215 Sq.Ft.

$585,000

MLS#: TB8459956

Price reduced

Ideal for area residents needing space for overflow guests, or for out-of-state owners who want unlimited use with the ability to still earn income! The most perfectly peaceful lagoon views are enjoyed from this first floor Junior Suite in Building 6. Unlike the other buildings, this building boasts 10' ceilings making it feel especially spacious while optimizing natural light and view. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace overlooking the turquoise lagoon water. Building 6 offers extra privacy as it is located across the street from the main entrance, but still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. Updates to the residence include new washer/dryer, new dishwasher, new microwave, new glass shower doors, new commode, new closet shelving, and new fire alarm. This unit is not part of the hotel program; however, it can be rented out by the owner or a 3rd party vendor on a nightly basis. Owners can also become members of the Longboat Key Club to partake in the numerous Resort amenities (Golf, Tennis, Restaurants, Fitness Center, Marina) if they still want to enjoy the benefits of owning in a Resort community without being part of the hotel program.

LONGBOAT KEY

225 SANDS POINT ROAD 6103

1 Beds

1 Baths

642 Sq.Ft.

$580,000

MLS#: A4658152

Your easy island escape awaits in the beach-to-bay community of Sutton Place on Longboat Key. Spend your days at the deeded Gulf beach, lounging by one of two heated pools, kayaking on the bay, or heading out on the water—all within the community. This two-bedroom townhome is ideal for seasonal or year round living, offering impact windows and doors, steel roof trusses, and a private oversized garage for bikes, beach chairs, and island gear. The renovated kitchen features quartz countertops and Bosch appliances, and both bedrooms include walk-in closets and fully tiled baths. Unwind on two enclosed balconies overlooking a tranquil pond, then lock up and travel with confidence. Centrally located mid-island, Sutton Place offers the perfect blend of resort-style amenities in a beautiful setting.

LONGBOAT KEY

531 SUTTON PLACE

2 Beds

2 Baths

1,248 Sq.Ft.

$579,000

MLS#: A4681208

Price reduced

Attention Boaters! Boat dockage here is just $450 annually! Experience coastal living in this impeccably renovated condominium in the beautiful gated community of Longboat Harbour on Longboat Key. This residence is on the top floor, in one of the sought-after buildings on the property, given the expansive views of Sarasota Bay. It's a striking view when you enter this home. Sarasota Bay is visible from nearly every room, including the living area, dining area, open kitchen, lanai, and primary bedroom. Thoughtfully renovated, the condominium is in pristine, move-in-ready condition and is being sold turnkey furnished with high-end furniture and finishes throughout. The open-concept kitchen features premium cabinetry, Cambia quartz countertops, stainless steel appliances, and a breakfast bar that flows seamlessly into the living space, all framed by stunning bay views. The primary bedroom suite includes two built-in wood units for efficient storage, as well as a custom closet. The views from the bedroom are simply serene with exceptional water vistas, creating a private retreat. The second bedroom is spacious and has been freshly painted. All closets have custom built-ins. Both baths feature spacious, walk-in showers. Plantation shutters in bedrooms. This is easy living with covered parking, an elevator and a private storage unit included. There are impact-rated windows and sliding doors in this home as well as a new HVAC system and new roof, providing exceptional value for the buyers. Longboat Harbour offers a yacht club atmosphere with resident boat dockage available at $450 annual (59 slips), multiple swimming pools, kayak storage, a putting green, tennis courts, a robust pickleball community, a fitness center and a clubhouse hosting a variety of social activities. Residents also enjoy deeded beach access just across the street with gated parking and facilities, completing the ideal island lifestyle. Enjoy spectacular sunsets every night. Whether as a full-time residence or a refined coastal getaway, this exceptional bayfront condominium delivers unmatched views, luxury finishes, and best of Longboat Key living. It's more than a place to call home; it's where you'll make memories and friends to last a lifetime.

LONGBOAT KEY

4420 EXETER DRIVE 307

2 Beds

2 Baths

1,152 Sq.Ft.

$575,000

MLS#: A4678151

THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor of the G3 building, this home is move in ready! The previous den has been enclosed for a proper bedroom and updated! The primary bedroom and bathroom have both been updated. Updated lighting, updated baseboards, no carpet, new hurricane rated sliders and windows! Plantation shutters are added for easy care and the coastal vibe! This building is located directly adjacent to the Har-Tru tennis courts, perfect for the avid player! Seaplace is a Gulf front community situated on lushly maintained grounds and offers not only tennis courts, a secure guarded gated entry, clubhouse, two heated pools/spas, fitness, Gulfside BBQ, organized social functions, onsite management and the icing on the cake is direct beach access! Residence comes completely furnished, assigned parking space #115, and assigned storage space. Perfect for your second home and income protection, with a 2-month minimum rental period. Seaplace is located on beautiful Longboat Key convenient to grocery shopping, banking, and the best shopping on St. Armand's Circle! Or make a reservation at any number of first-class restaurants on the Key, and dine waterside, or find a nice cozy quiet booth inside and take in one of nature's most beautiful gifts of a sunset, and if you are lucky, you just may see the dolphins diving and playing! Come off the beach at the south end and you are immediately in downtown Sarasota, where you can catch any number of plays, or a live band for evening entertainment. The weekend offers a sidewalk Farmer's Market, with an assortment of vendors! Whatever time you have planned to be here, may just not be enough!!!

LONGBOAT KEY

2039 GULF OF MEXICO DRIVE G3-207

2 Beds

2 Baths

1,257 Sq.Ft.

$575,000

MLS#: A4657767

New on site 3 days ago

Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in one of the island’s most amenity-rich communities. Just under 1,500 sq. ft. and located on the second level, the residence enjoys a comfortable layout where the primary suite opens to a private terrace, bringing in light and breezes throughout the day. The dining area features a tray ceiling and flows easily into the living room, where a full wall of sliders leads to an open terrace and invites indoor and outdoor living to blend naturally. The space is ready for your personal design vision, offering a solid canvas in a location where lifestyle often takes center stage. Life at Club Longboat Beach & Tennis is known for its mix of recreation, flexibility and beachfront access. Residents enjoy 750 feet of pristine shoreline, eight Har-Tru tennis courts, pickleball courts, two heated pools, a fitness center and a relaxed, social atmosphere. Pet-friendly with 2 pets, no weight restrictions and a rental policy allowing one-month minimum stays up to twelve times per year, this residence is ideal for a full-time escape, seasonal retreat or investment opportunity.

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 421

2 Beds

2 Baths

1,484 Sq.Ft.

$575,000

MLS#: A4684543

#A4671823

LONGBOAT KEY

4760 GULF OF MEXICO DR. VILLA 7

2 Beds

2 Baths

931 Sq.Ft.

$574,500

MLS#: A4671823

Incredible FULL BAY VIEW! This tranquil and beautifully renovated island retreat located in the beach to bay community of Sutton Place offers that and so much more. This 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous, remodeled kitchen is open to the living/dining area across an expanse of granite that includes a custom made dining table with lots of storage underneath and seating all around! Porcelain tile flooring makes the journey from one room to another a seamless and beautiful transition. These smart owners have converted the lanai into finished square footage and it is the perfect spot to enjoy a morning coffee or an evening beverage while watching the fish jump or the birds fly by. They also upgraded to IMPACT RESISTANT SLIDING DOORS AND WINDOWS throughout. The Primary bedroom has this same gorgeous view and a renovated ensuite bath. The once walk-in closet was converted to a small office space, (which could easily be changed back) but it’s current use is rather genius. When guests are not in town, the 2nd bedroom is another tranquil space to enjoy. Did I mention this is a 2 pets friendly community?! Sutton Place also offers its own PRIVATE BEACH CLUB and includes an abundance of amenities including 2 pools, a clubhouse, and an onsite marina with slips for a nominal fee of only $300 per year. The community recently completed a number of updates including repainting, reroofing and passing the milestone inspection and securing a 10 year certification. This owner has paid for all of those upgrades in full. The unit is being offered furnished with exceptions. Here you will find a remarkable quality of laid-back island life but if you're ready for more, enjoy the multitude of restaurants, shopping and the cultural mecca of downtown Sarasota, all within a short drive away.

LONGBOAT KEY

600 SUTTON PLACE 104B

2 Beds

2 Baths

1,144 Sq.Ft.

$570,000

MLS#: A4644920

Price reduced

Discover an exceptional value opportunity in Club Longboat on Longboat Key, one of the island’s most desirable beachside communities known for its active lifestyle and resort style amenities. This three bedroom, two bathroom ground floor walkout residence is currently the least expensive unit in the community and presents a rare chance to create a fully customized coastal retreat. With a solid existing layout and desirable ground level access that enhances indoor / outdoor living, the residence offers tremendous flexibility. Buyers have the opportunity to redesign and expand the third bedroom to add additional square footage, whether to create a more spacious primary suite, an inviting guest retreat, or a dedicated office or flex space. The potential to transform this residence into a personalized showpiece is exceptional. Club Longboat is ideal for tennis, pickleball, and beach enthusiasts, offering eight Har Tru tennis courts with three lined for pickleball, two heated swimming pools, and 750 feet of private Gulf front beachfront complete with lounge chairs and umbrellas. The serene waterfront setting enhances the peaceful atmosphere and scenic surroundings. The residence includes a covered parking space directly in front of the unit along with abundant guest parking. On site management serves the 85 residences, providing convenience and peace of mind within a welcoming, all ages community. Owners enjoy a pet friendly environment with no weight restrictions and a flexible rental policy allowing one month minimum rentals up to twelve times per year, creating excellent income potential. Conveniently located near shopping and fine dining, this is a rare opportunity to secure a value driven property in an amenity rich Longboat Key beachfront community and make it entirely your own.

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 412

3 Beds

2 Baths

1,484 Sq.Ft.

$565,000

MLS#: A4683419

Make your dreams come true with this beautiful waterfront condominium located at the popular Longboat Harbour resort! Enjoy gorgeous views of the water the moment you step in. This newly renovated 2BD/2BA second floor unit offers a roomy open floor plan with plenty of natural light, is being sold turnkey furnished. New Luxury Vinyl flooring and hurricane windows has been installed throughout. The updated kitchen has Granite countertops and new appliances. Benefit from your own private washer and dryer located in the guest bathroom. The inclusive patio with new sliders oversees the canal as well as a partial view of the gulf. One assigned covered parking space is included. Sorry, no pets are allowed. Conveniently located on mid Longboat Key between the quaint towns of Anna Maria Island and Lido. Saint Armand's Circle and Downtown Sarasota is only minutes away with fine dining, specialized shopping, art galleries, Sarasota Orchestra, Van Wezel theater and more... Great investment property, second home or weekend getaway. Longboat Harbour resort is a gated community with on site management. Amenities include: four heated swimming pools, tennis courts, sauna room, art studio room, bike storage, BBQ grills, clubhouse, billiard room, woodshop facility, fitness center, pickleball courts, putting green, shuffleboard, kayaking storage, boat docks and a fishing station. Deeded beach access is located across the Street with a pavilion which has restrooms, showers, chair storage, car/boat washing. New roof 2025.

LONGBOAT KEY

4380 EXETER DRIVE 204

2 Beds

2 Baths

992 Sq.Ft.

$549,900

MLS#: A4656600

Price reduced

~~~~~ * * * * SELLER SAYS SELL * * * * ~~~~~~~ * * * * NICEST FULL REMODEL IN LONGBOAT HARBOUR * * * * ~~~~~ PRICED BELOW MARKET VALUE ~~~~~ Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED and FULLY RENOVATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun bathe! Recent tastefully completed renovations include ALL NEW TILE FLOORING, NEW A/C UNIT, a fully updated gourmet kitchen with quartz counters, new cabinets, new appliances, a WASHER/DRYER IN UNIT, fully remodeled bathrooms, new doors and fresh paint throughout, a new primary WALK-IN closet, and PLANTATION SHUTTERS, that provide an interior that is both stylish and inviting. The owners opened the lanai to add more interior space to the living area with a seamless transition. No need to replace the sliders as they did that for you (NEW HURRICANE IMPACT SLIDERS) Need additional storage space? This condo also features a separate storage locker and bike/Kayak storage as well. Located in a prime location within a gated community on Longboat Key, this property is a water-lover's paradise. Boating enthusiasts will appreciate the deep-water canal access to Sarasota Bay, with boat slips available on a first come basis and additional kayak launches. Longboat Harbour is renowned for its welcoming atmosphere and an array of amenities designed to cater to every interest and lifestyle. This resort like community with an on-site manager offers a range of recreational activities including mini-golf, shuffleboard, tennis, and pickleball. Fitness enthusiasts will appreciate the large and well-equipped fitness center, complete with private locker rooms and saunas. Additionally, the beautifully renovated recreation room overlooking the bay, serves as the heart of social gatherings in Longboat Harbour, hosting a variety of clubs and activities complemented by a kitchen and dance floor. The four heated swimming pools provide relaxation and enjoyment year-round. For beach lovers, a community beach pavilion across Gulf of Mexico Drive offers residents private, PRIVATE DEEDED BEACH ACCESS with a cabana, parking, restrooms, and dressing areas. Witness breathtaking sunrises, spot manatees, and savor stunning sunsets from this serene beachfront location. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's most active, social, and vibrant communities! Seize the opportunity to experience waterfront living at its finest. Schedule your private showing today.

LONGBOAT KEY

4390 EXETER DRIVE 206

2 Beds

2 Baths

1,152 Sq.Ft.

$544,000

MLS#: A4670032

Secure your piece of paradise and a proven income stream with this fully furnished, turnkey 2-bedroom, 2-bath second-floor condominium featuring several select owner updates, including new water heater (2026), bathroom vanities (2025), and kitchen appliances (2024). Located on highly desirable Longboat Key, this property is an exceptional opportunity for investors seeking a profitable rental business or as a second home that generates income. This bright, modern, and welcoming condo has been thoughtfully updated with premium
finishes and all the comforts, including a king-size bed in the primary bedroom. The open-concept design is ready for immediate enjoyment or continued rental success. Sold completely furnished and ready to generate income on day one. Contact the listing agent for property's rental income data and expenses. Benefits from a 30-day minimum rental policy,
ideal for attracting premium seasonal renters. Bayport Beach and Tennis Club offers an
unbeatable amenity package that keeps guests returning: Stroll across the street to
your private, white-sand beach with stunning Gulf Coast views. Chairs and umbrellas
are provided. Enjoy the Junior Olympic-sized pool, well-maintained Har-Tru tennis
courts, a bocce ball court, kayak launching area, fitness room and community room with
library. A private pier on Sarasota Bay is perfect for fishing, watching dolphins and/or
manatees or enjoying breathtaking sunrise views. The condo features a semi-private
entrance, offering a peaceful and exclusive experience. Located mid-island, this is a
true hidden gem that perfectly blends relaxation and recreation. Don't miss this
opportunity to own a piece of luxury Gulf Coast real estate that pays for itself!

LONGBOAT KEY

618 BAYPORT WAY BAYPORT WAY 618

2 Beds

2 Baths

1,260 Sq.Ft.

$539,000

MLS#: A4673455

Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.
Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks where neighbors and pets gather. When it’s time to relax, choose from two community pools, including one overlooking the marina and peaceful Bay waters. The community also offers multiple BBQ areas, creating ideal spaces for gatherings with friends and family in a beautifully maintained coastal setting.
This two-story townhome offers 2 bedrooms and a full bathroom upstairs, with a second bathroom conveniently located on the main level. The eat-in kitchen features a charming dining nook, and the adjoining screened porch provides a tranquil outdoor retreat. A private one-car garage adds convenience and storage for a vehicle, golf cart, or beach essentials.
Additional highlights include first-come, first-served dock slips available for a nominal fee and a setting that offers comfort and peace of mind. Seller reports the property had no flooding during Hurricane Helene.
Live the Longboat Key lifestyle—sun, sand, coastal breezes, and effortless island living.

LONGBOAT KEY

597 SUTTON PLACE

2 Beds

1 Baths

1,008 Sq.Ft.

$530,000

MLS#: A4669989

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