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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.
One of the most popular communities provided by Michael Graf
412
# of Listings
2
Avg # of Bedrooms
$795
Avg. $ / Sq.Ft.
$1,330,177
Med. List Price

Browse Long Boat Key Real Estate Listings

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Over $5M

412 Properties Found. Page 18 of 28.

Turnkey Vacation Getaway or Smart Investment Opportunity! Own your slice of paradise on Longboat Key with this charming 1-bedroom, 1-bath condo located at 2850 Gulf of Mexico Dr Unit 5. Just directly across from public beach access, this 657 sq ft ground-floor unit is perfectly positioned for both personal enjoyment and strong rental income potential. Whether you're seeking a low-maintenance vacation escape or an income-generating property, this location checks all the boxes. Walk across the street to watch sunset on the sand, then stroll to Publix, Bayfront Park's tennis & pickleball courts, the library, or one of the island’s cozy dining spots. Everything your guests—or you—could want is right at your doorstep. The unit features a bright, open living space with tile flooring, a spacious bedroom, walk-in closet and parking. The well-maintained community offers low HOA fees and a relaxing island vibe that keeps guests coming back. Don’t miss out on this rare opportunity to own on Longboat Key—whether you're investing in your future or your lifestyle.
#A4660349

LONGBOAT KEY

2850 GULF OF MEXICO DR 5

1 Beds

1 Baths

700 Sq.Ft.

$398,000

MLS#: A4660349

Fantastic value! Fabulous lake view. This is an opportunity to purchase in this old Florida-style community of Spanish Main Yacht Club. A blank canvas ready for you. Customize this villa to reflect your style, taste and needs. The lovely neighborhood of Spanish Main welcomes you home with villa living at its best. This home has a large dining/great room combo that opens onto an expansive lanai overlooking a beautiful expansive lake. Enjoy watching the abundant sea life from your patio. The roof and air conditioner are only four years old. An active boating and social community with an upscale, soon-to-be renovated clubhouse, heated community pool plus fabulous water views, and deeded beach access to the blue, azure waters and sugar sand beaches of Longboat Key. Whether you enjoy boating, kayaking or fishing, you only have to step out your door to enjoy it all. Golf, tennis, pickleball, Pilates, fitness gyms plus fabulous dining and entertainment just minutes away. Not to mention St. Armands world-renowned reputation for great restaurants and shopping. You don't have to be 55 to purchase in Spanish Main and the community is pet friendly. Boat slips are inexpensive to lease and in a beautiful marina. Slips are available at this time. This community is in a build-back stage due to storm damage from 2024 hurricanes. All 212 units in the community are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. This unit is built back to the drywall, electric and plumbing guidelines. The villa is ready for the design and special touches of the new owner. Whether you make this your vacation home and/or want to use it for additional potential income, this villa is an easy choice. Take a look. The insurance payout will go with the new owner.
#A4656352

LONGBOAT KEY

564 SPANISH DRIVE N

2 Beds

2 Baths

1,747 Sq.Ft.

$385,000

MLS#: A4656352

BEAUTIFULLY REMODLED: 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, can be re-leveled to four feet. As such, the owner is offering a $16,000 credit at closing to cover the cost of re-leveling. 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.
#A4647724

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE E22

2 Beds

1 Baths

701 Sq.Ft.

$385,000

MLS#: A4647724

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.
#A4661661

LONGBOAT KEY

2600 HARBOURSIDE DRIVE R9

None Beds

None Baths

1,575 Sq.Ft.

$379,000

MLS#: A4661661

Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a boat slip—this condo offers both! Enjoy a view of the bay from your living room window and take advantage of the deeded beach access, complete with lounge chairs for your convenience. This vibrant community boasts a heated pool, a spacious clubhouse, and a variety of amenities including a fitness center, game room, library, and woodshop. For outdoor enthusiasts, there are community grills and kayaks available. The marina provides boat slips on a first-come, first-served basis. Experience coastal living at its finest in this exceptional condo on Longboat Key. Don’t miss the opportunity to make this your new home!
#A4663187

LONGBOAT KEY

3810 GULF OF MEXICO DRIVE F302

2 Beds

2 Baths

1,007 Sq.Ft.

$355,000

MLS#: A4663187

New Price Improvement!!! $354,900. Schedule a client appointment today! Sellers are highly motivated. This is your chance to experience quintessential Coastal Living in the dynamic community of Longboat Harbour located on beautiful Longboat Key. Imagine having your coffee while watching the sunrise from your enclosed lanai in the morning overlooking the water leading to Sarasota Bay, and later in the day, enjoying a private beach area on the Gulf of America with stunningly beautiful sunsets over a glass of wine and cheese. This is the lifestyle everyone dreams of! This convenient ground-floor condo features an updated kitchen and bathroom, new carpet , fresh paint and new vertical blinds in the lanai area. It also includes impact-resistant rated windows throughout and on sliders in the lanai. The unit is offered furnished (excluding bed). This resort-like community has an onsite manager, a wide range of recreational activities including four Heated Pools, Pickleball, Tennis, Shuffleboard, Mini-golf, Biking and a Kayak launch. Other amenities include a well-equipped fitness center with private locker rooms and saunas, a beautifully renovated recreation room with dance floor and kitchen for your social gatherings, billiards, art room, and wonderful fishing pier. Keep your social calendar packed with the weekly workshops, clay classes, Book Buddy Club, Library and clubs. The community is boater friendly with boat slips that will accommodate a sail or power boat up to 34ft for as low as $425 annually including water and electricity hookup, on a first come basis. Be sure to check out the community beach pavilion across Gulf of Mexico Drive only a short stroll away. It includes private deeded beach access, cabanas, indoor hot showers, restrooms, dressing area, beach chairs and equipment storage. Everyday feels like a luxury retreat so claim your piece of Longboat Key paradise today! Note: NO Storm Damage.
#A4648264

LONGBOAT KEY

4350 CHATHAM DRIVE E-105

1 Beds

1 Baths

747 Sq.Ft.

$354,900

MLS#: A4648264

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.
#A4554905

LONGBOAT KEY

2600 HARBOURSIDE DRIVE C-04

None Beds

None Baths

1,155 Sq.Ft.

$350,000

MLS#: A4554905

WHOLESALE REDUCED PRICE 1 Huge price reduction! SPECTACULAR FULL SARASOTA BAY VIEW. Well-maintained, Move-In Ready one bedroom in premium A building with NO storm damage. Relax and enjoy coastal living on the enclosed lanai, while watching the sunrise, the beautiful panoramic Harbour water view, dolphins, manatees and sea birds. The community is boater friendly with boat slips that will accommodate a sailboat or power boat up to 34 ft as low as $400 annually on a first come basis. This is a socially active community with amenities galore. Choose one of the four heated pools to enjoy the easy coastal lifestyle, or choose to play pickleball/tennis, kayak, or biking. There is also a spacious well-equipped fitness center, art room, billiard, shuffleboard, putting green, fishing pier and clubhouse with dance floor and catering kitchen for your social gatherings. The gated private beach club with restroom Facilities is available to all residents. The parking lot is located at 4415 GOM Drive and is just a few minutes away. Longboat Harbour is not age restricted and has a no pet policy. New Roof replacement is in process. The assessment has been paid. The kitchen has a built-in cooktop with a convection microwave oven above. The seller offers a home warranty. Now at this low price, you have an option to upgrade this lovely residence to your style and enjoy as your island home away from home! Don't wait any longer.
#A4635867

LONGBOAT KEY

4310 FALMOUTH DRIVE A104

1 Beds

1 Baths

747 Sq.Ft.

$349,500

MLS#: A4635867

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.
#A4629635

LONGBOAT KEY

2800 HARBOURSIDE DRIVE M-10

None Beds

None Baths

N/A

$330,000

MLS#: A4629635

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. 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.
#A4621852

LONGBOAT KEY

2800 HARBOURSIDE DRIVE E-16

None Beds

None Baths

N/A

$325,000

MLS#: A4621852

Furnished 2-bedroom, 2-bathroom end unit condo on Longboat Key! Brand New HVAC! This 3rd-floor corner unit provides outstanding natural light and added privacy, with no unit directly above. The unit features a foyer entry and a flexible 2nd bedroom setup with a retractable partition room divider and Murphy bed. Tile flooring throughout. The building offers secure entry and a covered assigned carport. The Beach Harbor Club spans the island from the Gulf of Mexico to Sarasota Bay and offers deeded beach access, community kayaks, bay views, boat docks, fishing, grills, a heated pool, a fitness center, guest parking, additional storage, and an on-site manager. Experience island living with unmatched convenience!
#A4632087

LONGBOAT KEY

3806 GULF OF MEXICO DRIVE C-312

2 Beds

2 Baths

1,062 Sq.Ft.

$319,000

MLS#: A4632087

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!
#A4663346

LONGBOAT KEY

2600 HARBOURSIDE DRIVE I-09

None Beds

None Baths

N/A

$300,000

MLS#: A4663346

Under Construction. Calling all Boaters, investors, paradise seekers and people who are looking for an incredible value. Welcome to this newly rebuilt home with soft neutral colors and tastefully selected appointments. There is a great use of space with an open floor plan, office nook, den/flex room and two spacious bedrooms. This waterfront boating community with deeded beach access, and a lovely community pool overlooking a 40-slip deep water marina, makes every day feel like a vacation. Explore the endless waterways surrounding Longboat Key, Sarasota Bay and the beautiful Gulf waters, as you launch your vessel from your own boat slip, at extremely reasonable rentals fees of $200, $250 or $300 per year. There is a one-time $750 non-refundable fee and slips are available. There is instant access to the Intra-coastal Waterway and just minutes to the Gulf waters not only for boating, kayaking, fishing, anchoring and swimming at gorgeous sandbars, but exploring many sea-side restaurants and only 30 minutes to downtown Sarasota for additional water excitement and entertainment. Or just walk the soft sandy beaches of Longboat as you access through the deeded beach access for magnificent sunsets, lounging and enjoying this soft easy lifestyle. Pet-friendly, maintenance-free and a very active 55+ community are added benefits for your enjoyment. Located only a short drive to the fantastic shops, restaurants and cultural events that Sarasota and St. Armands Circle have to offer. This community is in the “build back” stage due to damage from the hurricane in 2024. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. This unit will be finished end of September with all new kitchen, bathrooms, appliances, interior/exterior doors plus more. New owners will receive any insurance funds that are allotted to this villa. Call for details. Photos reflect the ‘build back” stage.
#A4663171

LONGBOAT KEY

676 EL CENTRO

2 Beds

2 Baths

1,743 Sq.Ft.

$299,995

MLS#: A4663171

Welcome to this 2-bedroom, 2-bath villa located in the highly desirable 55+ community of Spanish Main Yacht Club on the north end of Longboat Key. Offering the perfect blend of privacy, potential, and location, this villa is ideal as a full-time residence, seasonal getaway, or investment opportunity. Enjoy exclusive access to the community’s private marina and secluded beach, just a short stroll from your doorstep. The villa features private outdoor space for relaxing or entertaining and has already undergone essential FEMA-approved storm mitigation updates, providing peace of mind and a strong foundation for future customization. Inside, the unit is ready for your finishing touches—an excellent opportunity to bring your personal style and vision to life in one of Longboat Key’s most scenic and sought-after areas. Whether you're soaking up the sun, strolling along the shoreline, or docking your boat after a day on the water, this community offers the quintessential Florida lifestyle.
#A4654457

LONGBOAT KEY

594 SPANISH DRIVE S

2 Beds

2 Baths

1,427 Sq.Ft.

$279,000

MLS#: A4654457

One of two slips for sale side by side...right up front. Perfect for your fleet! A 55 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. A current photo must be submitted. Max length of vessel allowed is 50 LOA, usable beam is 18 ft at the head of the slip.
#A4642531

LONGBOAT KEY

2600 HARBOURSIDE DRIVE H-10

None Beds

None Baths

N/A

$275,000

MLS#: A4642531

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