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

455

# of Listings

2

Avg # of Bedrooms

$1,128

Avg. $ / Sq.Ft.

$2,046,259

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

455 Properties Found. Page 24 of 31.

LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The Gulf beaches are only a few blocks away to enjoy days relaxing on the beach. Build up and have panoramic views of the teal green water of the intercostal waterway. Don’t miss this great opportunity!

LONGBOAT KEY

6981 LOIS AVENUE

None Beds

None Baths

0.14 acres

$649,000

MLS#: A4648890

Exceptional full Bay views, private beach access and kayak launch and incredible value! This fully furnished 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai, surrounded by lush tropical landscaping. Then, end your day with spectacular Gulf sunsets and leisurely beach walks from your private beach access. The updated kitchen gleams with new 2025 solid quartz countertops, stainless Samsung appliances, a tile backsplash, and a breakfast-bar island—perfect for entertaining. Open living and dining areas flow seamlessly toward the water, creating a bright, inviting space ideal for relaxing or hosting friends. The spacious owner’s suite opens to the lanai and features a 2023-renovated ensuite bath with stone countertops, dual sinks, porcelain tile flooring, a glass shower, and custom closets. The guest suite offers another beautifully updated bath and generous storage. Additional highlights include hurricane-rated windows and doors, in-unit laundry, a 2023 roof, 2024 exterior paint, and a hurricane-rated carport conveniently located just outside your door. This unit is currently rented and tenants will vacate with 90 days notice or stay so you can continue to earn rental income immediately! Ideally situated mid-island, Pelican Harbour & Beach Club offers outstanding amenities: Bay and beach access, first-come dock slips, a heated resort-style pool, two tennis/pickleball courts, a clubhouse, kayak storage and launch, and ample owner storage. This pet-friendly, rental-friendly community welcomes large dogs and seasonal visitors and perfectly combines luxury, flexibility, and coastal charm—just minutes from Bayfront Park, the new St. Regis Resort, St. Armands Circle, and downtown Sarasota’s vibrant restaurants, culture, and shopping.

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE E2

2 Beds

2 Baths

1,150 Sq.Ft.

$649,000

MLS#: A4667654

Price reduced

LOWEST PRICED 2 BEDROOM CONDO IN BAY ISLES. This desirable corner residence at Grand Bay showcases an expansive wraparound terrace overlooking Sarasota Bay—perfect for enjoying stunning sunrises over the Bay and sunsets over the gardens and golf course. Uniquely positioned for privacy, this home has been tastefully updated with a neutral color palette and comes fully furnished, and is the lowest-priced 2 Bedroom condo in prestigious Bay Isles.

The kitchen shines with quartz countertops, full-height backsplash, double oven, new sink and plumbing fixtures, under-cabinet lighting, and stainless appliances. A convenient pass-through connects seamlessly to the living area for easy entertaining.

The primary suite offers floor-to-ceiling sliders opening to the oversized terrace, a luxurious ensuite bath with double vanity, glass-enclosed shower, jetted soaking tub, and custom walk-in closet. The private guest suite features its own bath, large walk-in closet, terrace access, and pocket doors for added privacy. Both Bedrooms have wide plank hardwood floors.

Additional highlights include two side-by-side under-building parking spaces near the elevator, and a private storage locker.
Grand Bay is a pet-friendly, guard-gated community offering resort-style living with semi-private elevators, a state-of-the-art fitness center, Har-Tru tennis courts, outdoor grills, and two sparkling pools. Residents also enjoy membership in the private Bay Isles Beach Club with deeded beach access, pavilion, restrooms, and gated parking.

LONGBOAT KEY

3070 GRAND BAY BOULEVARD 612

2 Beds

2 Baths

1,371 Sq.Ft.

$639,500

MLS#: A4671489

One of a kind, never rented, ready for a new owner to put their touches on this opportunity! Unit has endless views. Come look, Being able to rent this unit, by the month, twelve times a year, that offers our beautiful GULF BEACH within seconds of the front door is incredible! Our third floor views are breathtaking, yet fully protected from the elements. Our Building is quiet, but close to BEACHPLACE amenities! Owners are motivated to sell and we can give you a complete tour when you visit. Also new HURRICANE Windows recently added. BONUS TWO PARKING SPACES,
ONE IN GARAGE,ONE OUTSIDE! BEST VALUE IN BEACHPLACE BY FAR> GO COMPARE!

LONGBOAT KEY

1065 GULF OF MEXICO DRIVE 302

2 Beds

2 Baths

1,392 Sq.Ft.

$639,000

MLS#: A4624142

Price reduced

#A4667631

LONGBOAT KEY

4540 GULF OF MEXICO DRIVE 204

2 Beds

2 Baths

1,312 Sq.Ft.

$635,000

MLS#: A4667631

Income-Producing Coastal Gem – This TURNKEY FURNISHED 2BR/2.5BA townhome in the exclusive Cedars East Tennis Resort isn’t just a slice of paradise—it’s a proven performer. With proven, past rental income and future bookings already secured, this property offers immediate cash flow and long-term upside. Inside, enjoy 1,440 sq ft of updated living space featuring a gourmet kitchen with granite countertops, spa-inspired bathrooms, and a private oversized garage. Spacious, bright primary suite include 2 separate vanities in the ensuite bathroom. Laundry on the top bedroom floor for added convenience. The open layout and tasteful coastal décor make it ideal for guests and owners alike. Turnkey Investment Highlights: Strong rental history with proven income, Future bookings in place for seamless transition. Resort like amenities include: 10 Har-Tru Tennis Courts, Heated Jr. Olympic Pool,24-Hour Fitness Center, Bay Access with Kayak Launch, Private Fishing Pier, and Scenic Boardwalks through Mangroves. Don't feel like cooking? Amazing restaurant ON SITE! Prime Location: Minutes from Longboat Key beaches, St. Armands Circle, downtown Sarasota, and Anna Maria Island. Whether you're expanding your portfolio or seeking a personal retreat with income potential, this Longboat Key treasure delivers lifestyle and ROI. *NO Flood Damage *NEW AC 2025

LONGBOAT KEY

847 EVERGREEN WAY

2 Beds

2 Baths

1,440 Sq.Ft.

$628,000

MLS#: A4665172

Price reduced

PRICE REDUCED! Don’t miss this opportunity, schedule your showing today! Beachfront Living at Islander Club on Longboat Key

Experience relaxed beachfront living at the Islander Club, one of Longboat Key’s most established and sought-after Gulf-front communities. Located directly on the Gulf of Mexico, this beautifully updated 2-bedroom, 2-bath residence offers true resort-style living in a premier island setting.

Situated on the 6th floor along the desirable south/southeast side of the building, the residence spans more than 40 feet, capturing stunning Gulf views and refreshing coastal breezes. Inside, the home has been thoughtfully refreshed with new luxury engineered wood flooring, fresh coastal-inspired paint, and updated lighting throughout. The open floor plan creates a bright, airy atmosphere, with the kitchen flowing seamlessly into the main living area. Large impact windows in the primary bedroom bring in abundant natural light while framing uninterrupted Gulf views. The primary suite includes a private ensuite bath, a full-size washer and dryer are conveniently located inside the unit, and additional storage off the living room adds everyday functionality.

Residents of the Islander Club enjoy an impressive collection of resort-style amenities set on an expansive stretch of private beachfront. Community features include over 400 feet of private beach frontage, two fishing jetties, Har-Tru tennis courts, a beachfront heated pool and spa, a fitness center, saunas, and a newly renovated clubhouse with a full kitchen, library, billiards, and table tennis. The community also offers secure gated entry, elevators, professional on-site management, and 24/7 maintenance, providing both comfort and peace of mind.

The location is equally exceptional. The Longboat Key Club is just a short bike ride or drive away, offering world-class golf, dining, tennis, and pickleball. The boutiques and restaurants of St. Armands Circle are less than four miles away, with downtown Sarasota’s cultural attractions, shopping, and dining just beyond.

This turnkey beachfront condominium offers the perfect opportunity to enjoy effortless coastal living in one of Longboat Key’s most desirable Gulf-front communities. Simply bring your flip-flops and start enjoying the island lifestyle.

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 64S

2 Beds

2 Baths

1,235 Sq.Ft.

$625,000

MLS#: A4675582

Price reduced

Welcome to your dream retreat! This exquisite two-bedroom, two-bathroom condominium offers an unparalleled living experience, nestled within an amenity-rich community that defines coastal luxury. Picture yourself waking up to breathtaking marina views, with every window framing a picturesque panorama that will leave you in awe.

As you step inside, you will notice the seamless blend of modern updates and timeless comfort. The open-concept living space is accentuated by floor-to-ceiling viewing windows, bathing the interior in natural light while providing unobstructed views of the tranquil waters. The updated kitchen is equipped with new cabinets, stone counters while the spacious primary suite includes a generous walk-in closet and dressing area. Both bathrooms have been tastefully renovated, offering a spa-like ambiance that invites relaxation.

Beyond the walls of your stunning condo, this professionally managed, pet friendly community encompasses 26 acres of beautifully landscaped grounds, providing a serene environment for leisure and recreation. Enjoy life to the fullest with an impressive array of amenities at your fingertips. Take advantage of the deeded beach access just steps away, where sun-soaked days and salty breezes await you. The community clubhouse serves as a hub for social gatherings, while two inviting pools provide refreshing escapes on warm afternoons.

For the active lifestyle enthusiast, there are boat slips and kayak launches ready for your aquatic adventures, along with tennis and pickleball courts to keep you engaged and fit. Miles of walking trails weave through the property, perfect for leisurely strolls or invigorating jogs amidst nature’s beauty.

This condominium isn't just a home; it's a lifestyle. With its prime location, stunning views, and extensive amenities, this property represents a rare opportunity to embrace the best of waterfront living. Don’t miss your chance to make this beautiful bayfront condo your own. Schedule a private showing today and experience the allure for yourself!

LONGBOAT KEY

4960 GULF OF MEXICO DRIVE 204

2 Beds

2 Baths

1,096 Sq.Ft.

$619,900

MLS#: A4677420

New on site 3 days ago

GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!!
Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE VIEWS.
The recent remodel brings a fresh, modern feel, complemented by an open-concept floor plan, elegant tile flooring throughout, and abundant natural light. Enjoy peace of mind with NEW IMPACT WINDOWS AND DOORS, NEW WATER HEATER, a NEWER ROOF (2023)AND NEWER A/C system (March 2024).
Spanish Main Yacht Club offers a maintenance-free, pet-friendly community with resort-style amenities, including a large waterfront pool overlooking the marina, a 40-slip deep-water marina with no bridges to Sarasota Bay and the Gulf, and deeded beach access just steps away. Shopping, dining, and the charm of St. Armands Circle are all minutes from your door.
While this is an active 55+ community, ownership is open to all ages, with full-time residency beginning at 50.
"Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport's soaring success added 30 flights in 2024 and 2025, significant passenger growth, a new $72M runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. This home in the master-planned community of the Spanish Main Yacht Club could be your destination of choice. Features include a spectacular pool and spa, kayak launch, marina, outdoor grills, and lush tropical landscaping. There is a shell path for walking along to a deeded beach access to enjoy the sand and world-class sunsets. There is also on-site management and maintenance staff making where home and away share the same address. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide's list of Top 12 Destinations for 2025."
Furniture Package Available.

Schedule your private showing today.

LONGBOAT KEY

563 SPANISH DRIVE S

2 Beds

2 Baths

1,516 Sq.Ft.

$615,000

MLS#: A4682513

Have you dreamed of the perfect island getaway situated right on a gorgeous stretch of beach on Longboat Key? And could you even imagine you could have it for $615,000?! With one owner for the last 29 years, this is your unique opportunity to purchase this fully renovated beachfront walkout 1 bedroom, 1 bath condo in the beach to bay island community of Covert II - and hang onto it like these owners have! With this fabulous ground floor location, you can have your toes in the sand in only a few steps! This condo offers Italian porcelain tile throughout and a completely new kitchen with beautiful counter tops, all new cabinets and new appliances. The bathroom has been beautifully updated as well and features custom tile work in a seaside theme. The view is fabulous in either direction with the sparkling pool out front and the gorgeous Gulf of Mexico out back. The open living and dining area allows plenty of space to entertain or to quietly contemplate whether it’s a beach day, a day for a soak in the pool or a walk to the Covert bayside fishing pier. The bedroom offers the same stunning beach view and features sliders to the screened in lanai. The midkey location allows for easy access to multiple restaurants and shopping. The tree filled mangrove trails of Joan Durante Park are a birders’ paradise and the 12 mile long bike path give you many options to soak in the sun while getting in your daily exercise. This is island living at its best at a price you may never thought you could find!

LONGBOAT KEY

5231 GULF OF MEXICO DRIVE 104

1 Beds

1 Baths

720 Sq.Ft.

$615,000

MLS#: A4676730

Welcome home to Sutton Place on Longboat Key, a pet friendly waterfront community where three bedroom residences are a rare find. This spacious 3 bedroom, 2 and a half bathroom townhome features the largest floor plan in the neighborhood with 1,450 square feet of interior living space and 1,890 square feet under roof, along with the convenience of in-unit laundry. Both the kitchen and dining area have been thoughtfully extended, offering a layout you won’t often find in Sutton Place. The open living and dining area is designed for comfortable entertaining and is framed with crown molding for a polished touch. The kitchen is well equipped with granite countertops, stainless steel appliances, and abundant storage. A downstairs powder room adds convenience for guests, while all bedrooms are tucked upstairs, including the owner’s suite with its own private ensuite bathroom.

Your association fees cover water, sewer, cable, pest control, and grounds maintenance, giving you peace of mind. This home is just steps from Sutton Place’s private beach, complete with a beach pavilion, shower and restroom facilities, and private parking. The community also offers two heated pools, a spa, clubhouse and recreation area, kayak racks, and a private marina where boat slips can be rented for only $300 per year. Minutes from Bayfront Park’s recreation center, pickleball courts and dog parks, as well as popular restaurants, shopping, and the cultural attractions that stretch the length of Longboat Key. St. Armands Circle and downtown Sarasota are also just a short drive away. Sutton Place allows two small pets and two rentals per year after the first year of ownership, appealing to both full-time and seasonal residents.

Sutton Place offers a true resort lifestyle with the best of beach and boating. Schedule your showing today!

LONGBOAT KEY

535 SUTTON PLACE

3 Beds

2 Baths

1,450 Sq.Ft.

$600,000

MLS#: A4678021

An easy access slip with the views to along with the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28, and a usable beam of 25 feet and a long and extra wide finger pier. This location provides close proximity to the hospitality room and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam dependant on the vessel type and measure. Membership in the Longboat Key Club is required

LONGBOAT KEY

2600 HARBOURSIDE DRIVE B-13

None Beds

None Baths

1.0 acres

$600,000

MLS#: A4666677

104 ft. x 29.5 ft. Boat Slip at Longboat Key Moorings Marina. This is a 104 ft. long T-dock/face dock ready to accommodate a large yacht; ample electrical service outlets. O-13 is 49.5 feet, and O-14 is 54.5 ft, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle o St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. Longest vessel permitted at the dock is 99 feet, usable beam is 25 feet. Vessel must be approved prior to entering the marina. A photo and boat specs must be provided to the Association.

LONGBOAT KEY

2600 HARBOURSIDE DRIVE O-13/14

None Beds

None Baths

N/A

$600,000

MLS#: A4661181

#A4666980

LONGBOAT KEY

3320 GULF OF MEXICO DRIVE 207-C

2 Beds

2 Baths

1,187 Sq.Ft.

$599,999

MLS#: A4666980

Price reduced

Discover the ideal blend of comfort, convenience and coastal charm in this beautifully furnished townhouse in Fairway Bay, a sought-after, gated community within Bay Isles on Longboat Key. Enjoy easy access to the gorgeous Gulf beach of Longboat Key via a private beach club, and an abundance of activities, including biking, recreation, pickleball and tennis, ideal for those who embrace an active lifestyle. The main level of this townhome offers an open, eat-in kitchen with a breakfast bar that flows effortlessly into the inviting living room, complete with a wood-burning fireplace and large sliding doors leading to a screened lanai with stairs to the outdoors. A convenient half bath completes this level, making it ideal for entertaining. Upstairs, the primary suite features a spacious walk-in closet and a private en-suite bath with double sinks. A second bedroom, also with its full en-suite bath, provides comfort and privacy for guests. The laundry is conveniently on this upper level. On the garage level, you’ll find a large storage room and a bonus space, offering endless possibilities such as a home gym, hobby area or even a space for guests. Fairway Bay homeowners have access to the on-site clubhouse, where there are social activities, a community gym and Har-Tru tennis courts for residents only. Fairway Bay is in Bay Isles, where you have 24/7 gated security and deeded access to the beautiful and private Bay Isles Beach Club. Here you can enjoy gated parking, restrooms, beach chair and umbrella storage, an ice machine, refrigerator and microwave, the ideal place for barbecues, picnics, and sunset gatherings with family and friends. Furniture is included, making this an effortless move-in opportunity to start enjoying the Longboat Key lifestyle from day one. This home is in proximity to Longboat Key Club where you have 45 holes of golf, a world-class tennis center, pickleball courts and five private restaurants accessible to you with additional membership. It’s rare to find a home in Bay Isles offering this level of lifestyle, amenities and value. Don’t miss this opportunity to live your best life on Longboat Key and start making memories of a lifetime today.

LONGBOAT KEY

1912 HARBOURSIDE DRIVE 602

2 Beds

2 Baths

1,590 Sq.Ft.

$599,900

MLS#: A4668394

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