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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
507
# of Listings
2
Avg # of Bedrooms
$867
Avg. $ / Sq.Ft.
$1,539,132
Med. List Price

Browse Long Boat Key Real Estate Listings

507 Properties Found. Page 22 of 34.

72 ft x 26 ft Boat Slip on L-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline from atop your flybridge. LBK Club membership is 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, 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. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 67 LOA. Usable beam depends on vessel. Call to discuss the possibilities. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.
#A4645494

LONGBOAT KEY

2600 HARBOURSIDE DRIVE L-04

None Beds

None Baths

N/A

$450,000

MLS#: A4645494

Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat, or investment property, this one-bedroom, two-bath unit fits your needs. This two-story property weathered three hurricanes in 2024, sustaining only minor flooding in the garage during Hurricane Helene and a cracked top-floor window during Hurricane Milton. The HOA will cover and replace the window. On the ground floor, enjoy your private parking garage and storage space. The main living area on the first floor features an open-concept living room and kitchen, ideal for relaxing or entertaining. Step out onto the screened balcony to enjoy the natural beauty of Florida or unwind with your morning coffee. This floor also has a full bathroom and a pull-out sofa for
hosting guests.
The second floor boasts a spacious master bedroom with a king-sized bed and two walk-in closets, filled with natural light from large windows. This level includes a second bathroom and a sun deck with an outdoor shower, offering peaceful views of a natural reserve. It’s the perfect spot to soak up the sun or enjoy a good book in a hammock. Short-term rentals with a 14-day minimum stay are allowed, adding investment potential. From July 2024 - July 2025, the home already has booked rental income booked totaling $45,0000.
With some cosmetic upgrades, this could be even more! The unit is part of a top-notch tennis club that now includes two pickleball courts. You'll be close to the pool and the island’s beaches. Pet-friendly and welcoming, the community features a Junior Olympic-sized pool, a Tiki Bar, and a restaurant for a resort-like feel. Nature trails wind through the property, leading to a dock with stunning views of Sarasota Bay—
perfect for launching your kayak to explore mangrove tunnels or paddle alongside manatees and dolphins. 
Whether you're into kayaking, tennis, pickleball, cycling, or jogging in nearby John Durante Community Park, this condo offers the perfect balance of luxury and leisure. Your island paradise is waiting—make it yours today!
#A4629084

LONGBOAT KEY

619 CEDARS COURT

1 Beds

2 Baths

2,376 Sq.Ft.

$450,000

MLS#: A4629084

Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd floor island retreat located in this charming Gulf-to-Bay community. Recently completely updated including impact resistant sliding doors, this lovely hideaway offers nearly 1000 sq. ft. of remodeled living space in peaceful tropical surroundings. Nature lovers will be delighted with the everchanging sunrise views and watching manatees, dolphins & other wildlife at play. When you’re ready to explore, take a short walk to the private beachside “playground” for a round of tennis, shuffleboard, swimming, shelling, paddle boarding, kayaking, or a nice seaside stroll along miles of powder sand beaches. Finish your day by relaxing in your provided beach lounges and enjoying spectacular sunsets while sipping your favorite cocktail. Whitney Beach welcomes large pets, allows 6 monthly rentals per year, and boats up to 33’ can be accommodated when docks are available. After a fun-filled day on the water or at the beach, first-class Restaurants and Eateries are located within a short walk, bike or boat ride, and a Shopping Plaza with a Café, Beauty Salon, Coffee & Smoothie Shop, Pizza, Pilates Studio, 24 hour Gym & a Liquor store etc. are just one block away. Don't delay, start living your dream on Longboat Key today.
#A4661980

LONGBOAT KEY

6800 GULF OF MEXICO DRIVE 203

1 Beds

1 Baths

936 Sq.Ft.

$449,000

MLS#: A4661980

Welcome to Neptune on Longboat Key — a charming community where coastal comfort meets relaxed island living. This bright 2-bedroom, 1-bath residence features tile flooring throughout, a full kitchen with quality appliances, and a beautifully tiled bath. The open living and dining area leads to a screened lanai surrounded by lush tropical landscaping — the perfect spot to enjoy morning coffee and Gulf breezes. Neptune is a boutique, 12-unit complex offering direct beach access and tropical grounds. Owners enjoy excellent rental flexibility with a 1-month minimum lease, up to 12 times per year. Ideally located near Publix, St. Armands Circle, and the dining and cultural attractions of Sarasota — perfect as a vacation retreat, income property, or year-round island getaway.
#A4670111

LONGBOAT KEY

2850 GULF OF MEXICO DRIVE 2

2 Beds

1 Baths

791 Sq.Ft.

$449,000

MLS#: A4670111

Imagine living with these breathtaking water views from the early morning magnificent sunrises to the afternoons with Manatees and Dolphins swimming by your own slice of paradise. Untouched by the recent storms, this one bedroom one bath unit is one the most affordable options on Longboat Key. Tastefully decorated and fully furnished with Luxury Vinyl Laminate floors, Impact Sliders and Windows, Granite Countertops, beautiful premium cabinets and newer appliances in the kitchen. All you need to bring is your clothes and toothbrush.
Located in the amenity rich Longboat Harbour Gated Condominium complex which offers private gated beach access including a pavilion with bathrooms, 4 heated swimming pools, grills, extra storage, shuffle board, putting green, tennis and pickle ball courts, a club house with a billiard and card room, dining hall, wood shop and even an art and craft room. Deep Water Marina to accommodate power or sailboats up to 34 feet, available on a first come first serve basis for under $400 per year.  Great rental opportunity.  Located mid key with easy access to St Armand’s and Sarasota.  Truly a resort lifestyle with an affordable price.
#A4652643

LONGBOAT KEY

4310 FALMOUTH DRIVE 105

1 Beds

1 Baths

747 Sq.Ft.

$429,900

MLS#: A4652643

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.
#A4661148

LONGBOAT KEY

5310 GULF OF MEXICO DRIVE 18

1 Beds

1 Baths

831 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.
#A4667199

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.
#A4621955

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.
#A4660634

LONGBOAT KEY

2055 GULF OF MEXICO DRIVE G2-214

1 Beds

1 Baths

1,206 Sq.Ft.

$399,900

MLS#: A4660634

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!
#A4653816

LONGBOAT KEY

669 SPANISH DRIVE N 21

2 Beds

2 Baths

1,723 Sq.Ft.

$399,000

MLS#: A4653816

Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space is set up to SLEEP SIX. The remodeled kitchen boasts stainless steel appliances, a brand-new range, stone backsplash, granite countertops, recessed lighting, and solid wood cabinets—a perfect blend of style and function. A charming nook offers a cozy extra sleeping area or a relaxing spot to soak in breathtaking bay views. Feel secure with impact sliding doors that open seamlessly, complemented by brand-new Shade Store cellular window coverings. Unwind as you take in serene views of the water and pool area. The spacious bedroom with Shade Store cellular blinds—designed with top and bottom openings so you can always enjoy your view. features a walk-in closet with built-ins, leading to an ensuite  The bathroom has been updated with a newer vanity and a brand-new shower remodel (2025) for a fresh, modern feel. Looking for more? Furnishings are optional, tastefully curated with designer touches. A Community Like No Other, relax by the water and watch dolphins and manatees play. Love fishing? There's a fish-cleaning station and kayak storage, plus an electric kayak launch—a rare find! Best of all, boat slips are available to rent. Additional amenities include: BBQ grills, Two heated pools, Marina & clubhouse, Car wash station, Exclusive deeded Longboat Key beach access, complete with a pavilion, storage locker, indoor showers, and restrooms! Enjoy the best of both worlds—spend the day at the beach, swimming in the Gulf of Mexico, or relax by the pool while admiring the incredible marine life from your own backyard. Additional Features: AND DON'T WORRY there is an elevator.  Storage bin (3rd floor), Laundry room (2nd floor) Lighted Assigned Carport parking.  Shopping and dining are just minutes away, including the famous St. Armand’s Circle.  Are you ready to have it all? This is coastal living at its finest!
#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!
#A4669264

LONGBOAT KEY

620 SPANISH DRIVE N

2 Beds

2 Baths

1,632 Sq.Ft.

$395,000

MLS#: A4669264

...shortstories " ITS ALL BRAND NEW
#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.
#A4664572

LONGBOAT KEY

667 EL CENTRO

2 Beds

2 Baths

1,632 Sq.Ft.

$380,000

MLS#: A4664572

Price reduced
Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This attractively priced 2-bedroom, 2-bathroom villa has been renovated to code after Hurricane Helene. It is now ready for October occupancy. Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants within a short distance, deeded beach across Gulf of Mexico Drive, clubhouse, pool, private marina with a kayak launch and low-cost boat slips as available. Relax on your back patio with its tranquil view of flowering shrubs and trees. Your like-new home or investment property will have been renovated to code with impact doors and windows, cupboards, quartz counter-tops, tiled tub and shower enclosures, brand-new kitchen appliances and hot water tank. The A/C and mini-split systems were installed in 2021, and the roof in 2015. Don't miss this early-bird opportunity to live the Longboat Key lifestyle at such a low price. Bring your cash offer with short closing date, and be rewarded with ownership of a valuable slice of paradise!
#A4653508

LONGBOAT KEY

730 SPANISH DRIVE S 99

2 Beds

2 Baths

1,695 Sq.Ft.

$379,500

MLS#: A4653508

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