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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

511

# of Listings

2

Avg # of Bedrooms

$858

Avg. $ / Sq.Ft.

$1,508,088

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

54 Properties Found. Page 2 of 4.

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the option to manage the unit themselves, choose a management company of choice or use the management team on site. It is perfectly situated with access to both a private beach and the bay for a tranquil tropical get away. Enjoy kayaking, heated pool, hot tub, BBQ grill on spacious grounds right off the boat dock which includes a fish cleaning station. The Beach Castle Resort is a short drive from Anna Maria Island, St Armand Circle, and downtown Sarasota loaded with fine dining, entertainment, parks, clubs, marinas, endless shopping and all that the tropical environment offers. Longboat Key offers a tropical lifestyle defined by pristine beaches, world-class golf, and a relaxed atmosphere which is where you will find this one-of-a-kind unit.

LONGBOAT KEY

5310 GULF OF MEXICO DRIVE 18

1 Beds

1 Baths

711 Sq.Ft.

$425,000

MLS#: A4661148

Beach Harbor Club is a beautifully maintained Gulf-to-bay community offering boat slips on the bay and private beach access on the Gulf side. Just bring your bathing suit and flip flops as this two-bedroom and two-bath unit has been beautifully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was updated with a light blond luxury vinyl plank. Both baths had updates including cabinetry and countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing.

LONGBOAT KEY

3802 GULF OF MEXICO DRIVE A203

2 Beds

2 Baths

1,007 Sq.Ft.

$419,900

MLS#: A4667199

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

Below $400,000 Seaplace opportunity • Hurricane shutter & newer AC • Gulf-front community

Welcome to Seaplace, a sought-after gated Gulf-front community on Longboat Key offering resort-style amenities and beach access. This rare below-$400,000 opportunity (Unit G2-214) provides exceptional value in one of the island’s most desirable coastal neighborhoods. The one-bedroom, one-and-a-half-bath loft-style condominium features an open layout with soaring ceilings, abundant natural light, and a private screened lanai overlooking lush tropical landscaping. Designed for easy island living, the residence includes a new hurricane shutter, a newer AC unit, and an in-unit washer and dryer for convenience. The spacious bedroom suite with full bath is located on the upper level, offering privacy and separation from the main living areas. The lower-level half bath accommodates guests comfortably, and the flexible open floor plan allows space for a work nook or media area.

Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an impressive array of amenities across 42 landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking trails, a well-equipped fitness center, and a clubhouse with kitchen, library, and sauna. Additional amenities include a playground, community grills, on-site management, and a 24-hour staffed gatehouse for security.

The quarterly association fee of $3,884 covers exterior maintenance, building insurance, water, sewer, cable, and all community amenities. Service animals are permitted per association policy; no pets otherwise. Rentals are allowed with a two-month minimum, making this an ideal choice for either full-time or seasonal living.

Seaplace’s prime location provides direct access to island conveniences and Sarasota’s cultural attractions. Publix (0.8 mi) and Bayfront Park Recreation Center (1.6 mi) are moments away for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and experience boutique shopping and cafés at St. Armands Circle (3.8 mi). Nearby Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) provide world-class leisure, arts, and dining options including the Ringling Museum and Selby Gardens.

Enjoy sunsets along Seaplace’s beachfront, peaceful walking paths, and a low-maintenance island lifestyle at an exceptional price point. Whether used as a vacation escape, investment, or full-time home, Unit G2-214 offers the rare combination of affordability, community amenities, and Gulf-side living within Longboat Key’s premier Seaplace enclave.

Includes screened lanai, in-unit laundry, newer AC, hurricane shutter, and access to pools, tennis, clubhouse, and beach.

LONGBOAT KEY

2055 GULF OF MEXICO DRIVE G2-214

1 Beds

1 Baths

1,094 Sq.Ft.

$399,900

MLS#: A4660634

#C7507243

LONGBOAT KEY

600 SUTTON PLACE 101B

1 Beds

1 Baths

883 Sq.Ft.

$399,000

MLS#: C7507243

Don't miss this rare opportunity to own a renovated standalone villa with a lake view on Longboat Key! This very light, bright, and charming 2 bedroom 2 bath home is almost ready for occupancy at an exceptionally low price. As you enter the home, you can see a lovely lake view through the large back windows. The rear, shady, landscaped patio is a perfect place to relax throughout the day and evening. Enjoy new kitchen appliances, updated bathrooms, and a spacious rear sun-room. This unit is being finished without the need to hire building contractors. The roof is only 5 years old, the A/C is 3 years old, and the hot-water tank is new. A deeded private entrance to the Gulf beach is a short walk away. The marina offers reasonably priced boat slips and a kayak launch with easy access to the intracoastal waterway and Sarasota Bay. The clubhouse is being reconstructed, and the heated pool is now available. As Spanish Main Yacht Club residents begin returning to their villas, the social activities have already started with happy hour by the pool. Spanish Main, an over-55 community, is conveniently located near several restaurants, a lovely park, community tennis, pickle-ball, dog park, fitness activities, and St. Armands Circle shops and restaurants. Let me show you what this beautiful, unique community has to offer!

LONGBOAT KEY

620 SPANISH DRIVE N

2 Beds

2 Baths

1,357 Sq.Ft.

$395,000

MLS#: A4669264

#A4670555

LONGBOAT KEY

6700 GULF OF MEXICO DRIVE 118

1 Beds

1 Baths

990 Sq.Ft.

$387,561

MLS#: A4670555

Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beaches, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did have water intrusion in the summer storms of 2024. This owner has contracted with the community contractor. has paid related assessment and work is underway! This unit has a bright open floor plan and hurricane windows. Main living area has tile flooring and both bedrooms will have new carpet. There are two bonus areas, one is adjacent to the primary bedroom and could be a private reading area or office and the other adjoins the great room. Once completed, this unit will have two new baths, new appliances, kitchen updated, four replaced hurricane windows, new doors and new paint throughout. This villa is on the corner and has a much-desired additional parking pad, giving as many as four parking spaces depending on car size. The laundry room, typical of Florida, is in a separate room under the carport. Longboat Key is paradise. A barrier island off Sarasota, where you can find wonderful restaurants, community tennis facilities, parks, bike lanes and a short drive to Sarasota and Anna Maria Island.

LONGBOAT KEY

667 EL CENTRO

2 Beds

2 Baths

1,327 Sq.Ft.

$380,000

MLS#: A4664572

#A4653508

LONGBOAT KEY

730 SPANISH DRIVE S 99

2 Beds

2 Baths

1,375 Sq.Ft.

$379,500

MLS#: A4653508

Price reduced

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.

$375,000

MLS#: A4653816

Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 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 63 LOA, usable beam is 23 ft at the head of the slip.

LONGBOAT KEY

2600 HARBOURSIDE DRIVE L-03

None Beds

None Baths

N/A

$375,000

MLS#: A4648812

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.

$370,000

MLS#: A4670603

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, 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.

$369,000

MLS#: A4647724

Spectacularly updated bayfront condominium on Longboat Key. Welcome to your beautifully reimagined coastal retreat in this beach-to-bay community, a bright and spacious one-bedroom, one-bath first-floor walk-out where everything is new, from the décor and finishes to the appliances and mechanicals. Every detail has been thoughtfully selected to create a fresh, elegant space that blends coastal sophistication with modern comfort. The fully remodeled cook’s kitchen is a showstopper, featuring quartz countertops, oversized decorator subway tile backsplash, all-new high-end stainless appliances, a built-in wine rack and recessed lighting. Neutral tile throughout for a seamless finish. The open-concept layout flows easily into the living area and out to your private garden patio with peaceful bay views, a spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching for manatees and dolphins. You’ll appreciate the many upgrades throughout, including a new HVAC system, water heater, hurricane-rated windows and slider, recessed lighting, and a smooth, modern ceiling that replaced the old popcorn texture. The spacious bedroom offers tranquil bay views, a walk-in closet, and a new washer/dryer for added convenience. The en-suite bath is beautifully updated with a contemporary walk-in shower with frameless doors, decorator tile, quartz countertops, and all-new fixtures. Beach Harbor Club stretches from the Gulf to Sarasota Bay, offering the best of both worlds, breathtaking sunsets on the private deeded beach and serene mornings by the bay. Enjoy a host of amenities including a newly renovated marina with fishing pier, heated pool, cabanas and picnic areas, kayaks, a remodeled clubhouse and a fitness center. A reserved parking spot is included, and you’re just minutes from grocery shopping and the dining and boutiques of St. Armands Circle. This is a rare opportunity to own an ideally updated and tastefully appointed slice of paradise on Longboat Key. Life is short so buy the beach house!

LONGBOAT KEY

3810 GULF OF MEXICO DRIVE F105

1 Beds

1 Baths

698 Sq.Ft.

$358,000

MLS#: A4669649

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

1 2 3 4

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