Longboat Key Homes with Sailboat Water Water Frontage

Welcome to Longboat Key, a charming coastal town located in the beautiful state of Florida. Known for its pristine beaches, upscale amenities, and stunning waterfront properties, Longboat Key offers a luxurious lifestyle for residents and visitors alike.

One of the most sought-after features of homes in Longboat Key is sailboat water frontage. Imagine waking up to the gentle sound of waves lapping against your private dock, with your sailboat ready to set sail into the crystal-clear waters of the Gulf of Mexico. Homes with sailboat water frontage in Longboat Key offer the perfect blend of luxury and convenience for boat enthusiasts and water lovers.

Whether you're looking for a waterfront retreat or a permanent residence with easy access to the open sea, Longboat Key has a diverse range of real estate options to suit every taste and preference. From modern waterfront estates to cozy beachfront cottages, there's something for everyone in this exclusive coastal community.

Come and experience the relaxed coastal lifestyle of Longboat Key, where every day feels like a vacation and paradise is just outside your door. Explore the real estate opportunities in this waterfront haven and make your dream of living by the sea a reality.

Newest Longboat Key Homes with Sailboat Water Water Frontage

65 Lighthouse Point Drive, Longboat Key image

65 Lighthouse Point Drive, Longboat Key $6,995,000

Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point ...

4 Beds
5 Baths
Lighthouse Point SubDv.
34228 Zip Code

5310 Gulf Of Mexico Drive Unit 16, Longboat Key image

5310 Gulf Of Mexico Drive Unit 16, Longboat Key $689,000

Turnkey-Furnished Longboat Key Condo with Dock Access & Rental Potential. Discover effortless coastal living in this beautifully furnished turnkey condo on desirable Long...

2 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

448 Gulf Of Mexico Drive Unit A104, Longboat Key image

448 Gulf Of Mexico Drive Unit A104, Longboat Key — A $725,000

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat sli...

2 Beds
2 Baths
Bay Harbour Apts SubDv.
34228 Zip Code

4340 Falmouth Drive Unit 104, Longboat Key image

4340 Falmouth Drive Unit 104, Longboat Key — D $499,900

Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

2600 Harbourside Drive Unit P-05, Longboat Key image

2600 Harbourside Drive Unit P-05, Longboat Key $200,000

Nestled in a beautifully protected marina on the exclusive Longboat Key, this premium 48x20-foot wet slip accommodates vessels up to 43 feet and provides a true vacation ...

Longboat Key Moorings SubDv.
34228 Zip Code

2800 Harbourside Drive Unit D-16, Longboat Key image

2800 Harbourside Drive Unit D-16, Longboat Key $425,000

Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between ...

Longboat Key Moorings SubDv.
34228 Zip Code

711 Old Compass Road, Longboat Key image

711 Old Compass Road, Longboat Key $6,950,000

Timeless architecture, uncompromising craftsmanship, and spectacular waterfront living converge in this newly completed West Indies-inspired residence in the coveted neig...

4 Beds
6 Baths
Emerald Harbor SubDv.
34228 Zip Code

2600 Harbourside Drive Unit B-16, Longboat Key image

2600 Harbourside Drive Unit B-16, Longboat Key $500,000

An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as ...

Longboat Key Moorings SubDv.
34228 Zip Code

1600 Harbor Sound Drive, Longboat Key image

1600 Harbor Sound Drive, Longboat Key $3,995,000

Discover the rare opportunity to create a legacy waterfront estate in the prestigious Harbor Section of Bay Isles, one of Longboat Key's most coveted boating communities....

Bay Isles SubDv.
34228 Zip Code

71 Twin Shores Boulevard, Longboat Key image

71 Twin Shores Boulevard, Longboat Key $395,000

Pre-Construction. To be built. Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

657 Halyard Lane, Longboat Key $4,300,000

Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboa...

4 Beds
5 Baths
Country Club Shores SubDv.
34228 Zip Code

524 Spanish Drive S Unit 125, Longboat Key image

524 Spanish Drive S Unit 125, Longboat Key $569,000

If you are looking for a tastefully upgraded Longboat Key beach house, this is it! Relax in your completely renovated coastal-contemporary, stand-alone villa, with its fr...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code