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

464

# of Listings

2

Avg # of Bedrooms

$1,113

Avg. $ / Sq.Ft.

$2,002,970

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

464 Properties Found. Page 29 of 31.

Price reduced

#A4653508

LONGBOAT KEY

730 SPANISH DRIVE S 99

2 Beds

2 Baths

1,375 Sq.Ft.

$369,000

MLS#: A4653508

Price reduced

One or more photo(s) has been virtually staged. Fully renovated villa ready for immediate occupancy! Welcome to Spanish Main Yacht Club, a sought-after 55+ waterfront community on Longboat Key, where coastal living meets exceptional value. This 2-bedroom, 2-bath villa-style condo offers 1700 SqFt of interior living space, 1087 of it under air, with endless potential to make it your dream home.

This stand-alone condo has undergone FEMA-approved storm mitigation and a full rebuild. Bring your vision and decorate to suit your personal style—below market value!

Step inside to find a spacious open-concept living and dining area, perfect for entertaining. The adjoining Florida room offers additional flexible space, bathed in natural light—ideal for morning coffee or quiet evenings.

The primary suite features an en-suite bathroom, closet and indoor laundry room.

Enjoy private beach access just steps away, or take advantage of the community marina with first-come, first-served boat slips, kayak racks, and direct access to Sarasota Bay. Amenities include a heated outdoor pool, shuffleboard courts, a clubhouse with game room, library, and frequent community events.

This pet-friendly community offers covered carport parking, guest spaces, and maintenance-free living, all set within beautifully maintained, palm-lined grounds. Just minutes from St. Armand’s Circle and Anna Maria Island, this location offers world-class shopping, dining, and entertainment, plus access to some of Florida’s finest white sand beaches.

Whether you're looking for an investment, full-time residence or a vacation getaway, this villa offers endless potential in one of Longboat Key’s most desirable communities. Seller says bring offers—don’t miss your chance to own a piece of paradise!

LONGBOAT KEY

669 SPANISH DRIVE N 21

2 Beds

2 Baths

1,087 Sq.Ft.

$355,000

MLS#: A4653816

Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated waterfront unit located mid-key, in the desirable community of Longboat Harbour. This coastal unit overlooks the bayou leading to Sarasota Bay. From the minute you enter the unit, you feel the resort lifestyle. The enclosed lanai offers views with fabulous breezes when opening the doors and allowing tranquility to set in. Sip your coffee or beverage, listen to the birds, and enjoy the view of the bayou. This cozy unit is located on the ground floor, conveniently located next to the mailboxes, laundry room, and elevator. It also boasts views from every room. The Neutral color palette offers plenty of imagination for your decorating style.
This special community has an array of activities for your enjoyment. Exclusive access is controlled by a gated entrance, deeded beach access, including indoor facilities. If swimming is your passion, there are FOUR heated swimming pools throughout the lush property. The amenities include an awesome fitness center, pickleball, tennis, a banquet hall, spacious dance floor. Additional perks are a library, art studio, billiard room, private storage, assigned covered parking, and plenty of guest parking. There are NO Special assessments in the works!
Pack your bags, dancing shoes, and enjoy a carefree, active, affordable coastal lifestyle!
Schedule a Showing Today!

LONGBOAT KEY

4350 CHATHAM DRIVE 105

1 Beds

1 Baths

747 Sq.Ft.

$354,900

MLS#: A4670294

Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 65 LOA; beam depends on the vessel. Call to discuss

LONGBOAT KEY

2600 HARBOURSIDE DRIVE J-04

None Beds

None Baths

N/A

$350,000

MLS#: A4665164

~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * * MOTIVATED SELLER! * * * * ~~~~~ This beautifully remodeled condo is move-in ready and comes with everything you need to make this your home away from home! Featuring modern finishes and quality materials throughout, this open, airy layout invites in calming water views — the perfect backdrop for relaxing or enjoying your boat, docked just steps from your back door. Perched on the 3rd floor with an ELEVATOR for easier access, this 1-bedroom, 1-bath waterfront residence offers spectacular vistas and the convenience of an in-unit washer and dryer.

Nestled within a gated community on Longboat Key, this property is a true haven for water lovers. Boating enthusiasts will enjoy deep-water canal access to Sarasota Bay, with slips available for vessels up to 34 feet. The community offers endless opportunities for recreation, including mini-golf, shuffleboard, tennis, and pickleball, along with a fitness center, sauna, billiard room, and library. Four heated swimming pools ensure year-round relaxation and fun.

For beachgoers, a private DEEDED beach pavilion across Gulf of Mexico Drive provides gated parking, restrooms, and storage for beach chairs. From sunrise to sunset, take in breathtaking water views, spot playful manatees, and unwind in this tranquil island paradise — the perfect blend of comfort, luxury, and coastal living.

LONGBOAT KEY

4390 EXETER DRIVE 305

1 Beds

1 Baths

837 Sq.Ft.

$350,000

MLS#: A4670603

Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, exquisite comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, teak chase lounges, and fabulous bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer is required to join the Longboat Key Club via recreational covenant. Longest boat permitted in the slip is 50 feet. Beam depends on the make/model of the vessel. Must submit a current photo of the vessel in the marina office for approval by the Association before entering the marina and occupying the slip.

LONGBOAT KEY

2600 HARBOURSIDE DRIVE C-04

None Beds

None Baths

1,155 Sq.Ft.

$350,000

MLS#: A4554905

Price reduced

#C7507243

LONGBOAT KEY

600 SUTTON PLACE 101B

1 Beds

1 Baths

883 Sq.Ft.

$349,900

MLS#: C7507243

Price reduced

MAJOR PRICE IMPROVEMENT, BEAUTIFULLY REMODELED: This home is the epitome of simple elegance. It has been remodeled to create a home that is open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; two Bedrooms and a full Bath with a step-in shower. Grayhawk windows were installed three years ago. In addition, there is an outside bath house, that has been totally remodeled, and has a toilet, sink and shower that is perfect for when you return from the beach. This unit, as it is structurally sound, it can be re-leveled to four feet. Gulfshore of Longboat Key is located on a perfect parcel of land. It has it all – approximately 450-500 feet of private access to a pristine sand beach on the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large community heated pool, remodeled clubhouse with a commercial kitchen, and a well-maintained and managed campus. Gulfshore is proud of their financial management and the very affordable cost of living that has resulted. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armand’s Circle. St. Armand’s has a plethora of great restaurants and world-class shopping. Gulfshore does not permit rentals or pets and it is a 55+ community. Please call now to schedule your personal showing and to view your future home and live the Florida dream.

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE E22

2 Beds

1 Baths

680 Sq.Ft.

$349,000

MLS#: A4647724

Waterfront living made easy! This furnished 1-bedroom, 1-bath condo is move-in ready and features beautiful tile flooring throughout, an updated kitchen, and an enclosed lanai perfect for relaxing. Just steps to the beach and loaded with amenities including four heated pools, private gated beach parking with pavilion and restrooms, beach chair storage, pickleball and tennis courts, and boat docks available for a minimal annual fee (up to 34’ boats). Enjoy a fitness center, billiards and card rooms, arts studio, and a banquet hall for social events. New roof already paid for. Priced to sell—don’t miss this affordable slice of waterfront paradise! ????

LONGBOAT KEY

4360 CHATHAM DRIVE 305

1 Beds

1 Baths

747 Sq.Ft.

$338,900

MLS#: A4678390

Embrace Unparalleled Elegance: Exquisite 75’ Boat Slip on Longboat Key’s premier R dock, Your Gateway to a Refined Gulf Coast Yachting Experience.

Discover the pinnacle of luxury boating with this stunning 75’ x 21’ deep water boat slip, perfectly situated on the spectacular R dock at Longboat Key Club Moorings Marina, nestled along Florida’s breathtaking Gulf Coast. Slip R-9 offers unrivaled views and the closest proximity to the inlet for effortless navigation, with serene waters and vibrant sunsets and the spectacular Sarasota sky line across the bay, as your backdrop—a gateway to an extraordinary yachting lifestyle. Located on Longboat Key, Slip R-9 provides direct access to the Intracoastal Waterway, ideal for deep-sea fishing or leisurely cruises. Enjoy upscale conveniences like Publix, CVS, Chase Bank, a post office, and public tennis courts just moments away. A complimentary shuttle connects you to the chic boutiques and gourmet dining of St. Armands Circle, while you can easily boat to iconic North Longboat Key restaurants like The Shore and Mar Vista, or nearby favorites like Chart House and Dry Dock Waterfront Grill, where fresh seafood and stunning views await. Longboat Key Club Moorings Marina is renowned for its elegance, offering high-speed Wi-Fi, water, laundry facilities, and pump-out services for a seamless experience, with pristine facilities and attentive staff catering to your every need. Visit by boat the nearby sandbars for leisurely afternoons in turquoise Gulf waters, or opt for membership to the Bay Isles Beach Club or Longboat Key Club for access to pristine, sandy beaches and world-class amenities. Unlike other slips, R-9 is not covenanted, meaning Longboat Key Club membership is optional, giving you the freedom to tailor your lifestyle with access to championship golf courses or the exclusive beach club at your discretion. Slip R-9 is more than a boat slip, it’s an invitation to a coastal lifestyle, with quick access to open waters, dining destinations like The Shore and Mar Vista, magical sandbars, and elite recreational opportunities. Own a piece of paradise in this A+ location, where every detail is designed for elegance and ease. Pursuant to condo rule this slip will accommodate a yacht with LOA of 70ft and will be subject to association approval.

LONGBOAT KEY

2600 HARBOURSIDE DRIVE R9

None Beds

None Baths

1,575 Sq.Ft.

$335,000

MLS#: A4661661

A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 53 LOA, usable beam is 18 ft at the head of the slip. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

LONGBOAT KEY

2800 HARBOURSIDE DRIVE M-10

None Beds

None Baths

N/A

$330,000

MLS#: A4629635

ON THE WATER - SPECTACULAR VIEWS: This lot sits directly on the marina seawall, in Gulfshore, and has extended views of Sarasota Bay. When a new elevated home is placed on this parcel of land, the views will only become more impressive. There are contractors ready for you to design your interior layout and they will build your home to meet all FEMA building codes.
The community of Gulfshore, is truly a tropical paradise and is just six miles from world-famous St. Armands Circle in Sarasota. It offers ownership of approximately 450 feet of private beach on the beautiful Gulf of Mexico. The Gulf is known for its wonderful sand beaches and turquoise waters. In addition, Gulfshore has a marina on Sarasota Bay (docks currently being rebuilt), a kayak lift, a large community swimming pool, and a clubhouse with a great kitchen for hosting social events. Gulfshore is proud of their financial management and the affordable cost of living that has resulted.
Gulfshore is a 55+ community that does not allow rentals or pets. Please call and schedule your personal showing and review possibilities for building your new home in paradise

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE G12

None Beds

None Baths

0.04 acres

$320,000

MLS#: A4672798

A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, 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 to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association before entering the marina. A current photo must be submitted. Max length of vessel allowed is 55 LOA, usable beam is 19 ft at the head of the slip.

LONGBOAT KEY

2800 HARBOURSIDE DRIVE E-16

None Beds

None Baths

N/A

$300,000

MLS#: A4621852

Enjoy the ultimate in boating lifestyle with your private slip in a World Class Deep Harbor Marina located off of Sarasota Bay on beautiful Longboat Key! Amenities include Full Service Fuel Dock, Pump out at Fuel Dock or via Marina Pump Out Boat, Shuttle Service as far as St Armands, 24 hour bathhouse with showers, laundry room and marina village ship store. Your 55 ft slip will accommodate a vessel up to 50 ft with a 19 ft beam pending Marina Manager approval. Water and High Speed wireless internet included, dedicated power pedestal with your own meter. As a member of the Bay Aisle Association, for an additional fee of $500, you can also have access to the Bay Aisle Beach Club which includes bathrooms, grills and beach access to enjoy the beautiful Longboat Key Sunsets. Enhance your lifestyle with Optional membership to the Longboat Key Club which includes marina pool and access to LBK Resort Pool, their beautiful beach, as well as all Longboat Key Club restaurants. Located ½ mile from Publx, CVS and several other shops and banks....come enjoy island life to the fullest from your own private spot!!

LONGBOAT KEY

2800 HARBOURSIDE DRIVE E06

None Beds

None Baths

N/A

$300,000

MLS#: A4667106

The middle pier, right in front at Longboat Key Club! I-09, a 60 ft x 21 ft. slip in the marina. This is the only north-south pier in the marina; plenty of deep water and cool breezes. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 55 LOA; beam depends on the vessel. Call to discuss!

LONGBOAT KEY

2600 HARBOURSIDE DRIVE I-09

None Beds

None Baths

N/A

$300,000

MLS#: A4663346

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