Longboat Key Homes with Sailboat Water Water Frontage

Welcome to Longboat Key, Florida – a slice of paradise nestled along the sparkling Gulf Coast. Known for its pristine beaches, lush landscapes, and vibrant community, Longboat Key offers a serene escape for those seeking both relaxation and adventure. With its charming blend of upscale amenities and laid-back coastal lifestyle, it’s no wonder that this idyllic barrier island has become a coveted destination for homebuyers.

One of the most alluring features of Longboat Key is its stunning homes with sailboat water frontage. Imagine waking up to breathtaking views of the tranquil waters, where you can easily set sail from your own backyard. These properties not only provide direct access to the open waters but also offer a lifestyle infused with the joys of boating, fishing, and water sports. Whether you’re an avid sailor or simply enjoy the serenity of waterfront living, these homes cater to your every desire.

The real estate market in Longboat Key is as diverse as its residents, featuring everything from luxurious estates to charming beach cottages. Many of these waterfront properties boast expansive outdoor spaces, private docks, and elegant designs that seamlessly blend indoor and outdoor living. With year-round sunshine and a vibrant community, Longboat Key is the perfect place to create lasting memories with family and friends.

Explore the enchanting lifestyle that awaits you in Longboat Key, where every day feels like a vacation. Whether you’re looking for a permanent residence or a seasonal retreat, the homes with sailboat water frontage here offer an unparalleled opportunity to embrace the Florida lifestyle. Come discover your dream home in this coastal haven!

Newest Longboat Key Homes with Sailboat Water Water Frontage

2800 Harbourside Drive Unit E-21, Longboat Key image

2800 Harbourside Drive Unit E-21, Longboat Key $385,000

JUST INSIDE THE T-DOCK! An easy access premium 63 x 23.5 ft. slip, with a unique configuration; it has a pier extension, a 9 ft wide finger pier, and the extended portion...

Longboat Key Moorings SubDv.
34228 Zip Code

4600 Gulf Of Mexico Drive Unit 301, Longboat Key image

4600 Gulf Of Mexico Drive Unit 301, Longboat Key — E Building $670,000

Welcome to Paradise! Fall in love with this turnkey furnished two- bedroom two bath End Unit condo! Relax and enjoy beautiful unobstructed views of Sarasota Bay from nea...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

2800 Harbourside Drive Drive Unit M-10, Longboat Key image

2800 Harbourside Drive Drive Unit M-10, Longboat Key $289,000 ▲

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. Enj...

Bay Isles SubDv.
34228 Zip Code

795 Marbury Lane, Longboat Key $3,495,000

This stunning coastal home is the epitome of luxurious island living. A waterfront paradise offering dreamy views from multiple rooms. Gorgeous pecky cypress doors open t...

5 Beds
3 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

4370 Chatham Drive Unit 304, Longboat Key image

4370 Chatham Drive Unit 304, Longboat Key — G $425,000 ▼

MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on th...

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

3530 Mistletoe Lane, Longboat Key $2,675,000

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interi...

4 Beds
4 Baths
Coreys Landing SubDv.
34228 Zip Code

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key image

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key — Windward Bay $799,999

Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door....

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

2600 Harbourside Drive Unit I-12, Longboat Key image

2600 Harbourside Drive Unit I-12, Longboat Key $200,000

The middle pier, right in front at Longboat Key Club! I-12, a 45 ft x 21 ft. slip in the marina. Purchase of this slip does require membership in the LBK Club. This is th...

Longboat Key Moorings SubDv.
34228 Zip Code

2600 Harbourside Drive Unit Q-10, Longboat Key image

2600 Harbourside Drive Unit Q-10, Longboat Key $225,000

A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep...

Longboat Key Moorings SubDv.
34228 Zip Code

2600 Harbourside Drive Unit O-07, Longboat Key image

2600 Harbourside Drive Unit O-07, Longboat Key $216,000

Super city skyline views along with easy boat access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the north side of O-dock. Club membership is not ...

Longboat Key Moorings 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