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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

414

# of Listings

2

Avg # of Bedrooms

$791

Avg. $ / Sq.Ft.

$1,312,840

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

40 Properties Found. Page 2 of 3.

70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. This is a great slip with exceptional views of Sarasota Bay and the city skyline. Easy in/out boat access too. LBK Club membership is optional. 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, 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 to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 65 LOA. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

LONGBOAT KEY

2600 HARBOURSIDE DRIVE R-07

None Beds

None Baths

N/A

$400,000

MLS#: A4621955

Island Living Meets Contemporary Comfort — Gulfside Loft at Seaplace
Welcome to your coastal dream retreat on Longboat Key, where modern design meets beachside serenity in this rarely available loft-style condo at Seaplace. With soaring vaulted ceilings and an open layout bathed in natural light, this 1-bedroom, 1.5-bath unit blends style, comfort, and functionality.
Upstairs, the spacious lofted primary suite feels like a private sanctuary, complete with a newly installed zebra silk-patterned carpet, abundant closet space, and a natural stone walk-in shower in the ensuite bath. Downstairs, convenience is key with a powder room, in-unit laundry, and a layout perfect for everyday living or entertaining guests.
The kitchen has been tastefully updated with a Samsung range, microwave, and dishwasher that complement the warm tones of the granite countertops and stone tile flooring. Whether you’re hosting friends or enjoying a quiet evening in, the open-concept dining and living space.
Step out through large sliding doors onto your private patio, where you can enjoy tranquil views of the golf course and lush tropical landscaping. Just steps from your front door, you’ll find the swimming pool and direct beach access—a priceless perk of Seaplace’s resort-style living.
Seaplace amenities include:
• 24/7 gated entry and security
• Private access to a half-mile of pristine Gulf-front beach with chairs & umbrellas
• Two swimming pools, two spas, a kiddie pool, and playground
• Three Har-Tru tennis courts and a scenic walking trail
• Recently renovated clubhouse with gym, library, media center, and outdoor grilling terrace
This is more than a condo—it’s a lifestyle. Located just minutes from St. Armands Circle, Publix, Longboat Key Club world-class golf, and downtown Sarasota, this is your chance to experience the best of Longboat Key.
Whether you're searching for a seasonal escape or a full-time beachside residence—this one-of-a-kind loft is a true gem. Schedule your private showing today!

LONGBOAT KEY

2055 GULF OF MEXICO DRIVE G2-214

1 Beds

1 Baths

1,206 Sq.Ft.

$399,900

MLS#: A4660634

#A4653508

LONGBOAT KEY

730 SPANISH DRIVE S 99

2 Beds

2 Baths

1,695 Sq.Ft.

$399,500

MLS#: A4653508

#C7507243

LONGBOAT KEY

600 SUTTON PLACE 101B

1 Beds

1 Baths

883 Sq.Ft.

$399,000

MLS#: C7507243

Amazing views! This villa is positioned to provide gorgeous, elongated views of the Spanish Main community lake. The vistas from almost every room are spectacular. Have your morning coffee, evening beverages with gorgeous sunsets or simply relax as you enjoy shimmering waters. The lake is home to turtles, an abundance of fish, and beautiful Florida birds and you watch it all from your new home. Ready for your personal design touch, this standalone villa welcomes you home. This neighborhood is the big bonus, friendly, welcoming with a fun old Florida feel. All hurricane sliders and windows on the lanai. Enjoy the community pool, making every day feel like a vacation as you lounge in the sun and enjoy the sea breeze or entertain in the soon-to-be-renovated clubhouse. Explore the endless waterways surrounding Longboat Key as you launch up to a 40-foot vessel from your boat slip, available for rent. You'll have direct access to Sarasota Bay and only minutes to the Gulf of Mexico for kayaking, fishing and boating ensuring that you can enjoy your time in paradise. Deeded beach access for those numerous beach days and magnificent sunsets. Pet-friendly, maintenance-free and an active 55-plus community are added benefits for your enjoyment. Only a short drive to the fantastic shops, restaurants and cultural events that Sarasota and St. Armands Circle have to offer. This is a great investment opportunity. This community is in the build-back stage due to damage from hurricanes in 2024. All 212 units in Spanish Main are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. This unit is built back to drywall, electric and plumbing guidelines. Insurance payout will transfer with the villa. This is an opportunity to make this villa your custom home.

LONGBOAT KEY

655 SPANISH WAY

2 Beds

2 Baths

1,241 Sq.Ft.

$395,000

MLS#: A4656107

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.

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE E22

2 Beds

1 Baths

701 Sq.Ft.

$385,000

MLS#: A4647724

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.

LONGBOAT KEY

564 SPANISH DRIVE N

2 Beds

2 Baths

1,747 Sq.Ft.

$385,000

MLS#: A4656352

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.

$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!

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.

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.

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.

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.

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.

LONGBOAT KEY

2800 HARBOURSIDE DRIVE E-16

None Beds

None Baths

N/A

$325,000

MLS#: A4621852

#A4632087

LONGBOAT KEY

3806 GULF OF MEXICO DRIVE C-312

2 Beds

2 Baths

1,062 Sq.Ft.

$319,000

MLS#: A4632087

1 2 3

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