Longboat Key Homes with Deed Restrictions Community Features

Welcome to Longboat Key, Florida—a hidden gem nestled on the stunning Gulf Coast. Known for its pristine beaches, lush landscapes, and vibrant community, Longboat Key offers a perfect blend of tranquility and luxury. With its charming atmosphere, this barrier island is ideal for those seeking a serene lifestyle without sacrificing the conveniences of modern living.

Longboat Key boasts a variety of homes, many of which are situated within deed-restricted communities. These communities offer a unique sense of security and exclusivity, ensuring that the neighborhood maintains its aesthetic appeal and property values. Residents enjoy beautifully manicured landscapes, well-maintained amenities, and a commitment to upholding community standards that enhance the overall living experience.

Imagine waking up to the sound of waves crashing on the shore, with the warm Florida sun streaming through your window. Many homes in Longboat Key feature stunning waterfront views, private docks, and easy access to the area's renowned beaches. Whether you're looking for a cozy beach cottage or an opulent waterfront estate, you'll find a diverse selection of properties that cater to every lifestyle.

In addition to its breathtaking natural beauty, Longboat Key offers a plethora of recreational activities, from world-class golf courses to upscale dining and boutique shopping. The community fosters a friendly atmosphere, where neighbors become friends and local events bring everyone together.

Discover the enchanting lifestyle that awaits you in Longboat Key, where every day feels like a vacation. Embrace the charm of this coastal paradise and find your dream home in one of Florida's most sought-after destinations.

Newest Longboat Key Homes with Deed Restrictions Community Features

4370 Chatham Drive Unit 304, Longboat Key image

4370 Chatham Drive Unit 304, Longboat Key — G $499,000

Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2...

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

560 Chipping Lane, Longboat Key $3,999,990

Exceptional waterfront living meets serious Longboat Key boating in this beautifully updated 4300 sf residence in Country Club Shores. Expansive water views, flexible li...

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

1075 Gulf Of Mexico Drive Unit 205, Longboat Key image

1075 Gulf Of Mexico Drive Unit 205, Longboat Key — 7 $1,099,000

Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an...

3 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

4540 Gulf Of Mexico Drive Unit 204, Longboat Key image

4540 Gulf Of Mexico Drive Unit 204, Longboat Key — F $595,000

Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangrov...

2 Beds
2 Baths
Windward Bay 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

707 Saint Judes Drive S Unit 1, Longboat Key image

707 Saint Judes Drive S Unit 1, Longboat Key — #1 $399,000

Have you ever dreamed of living on the water on Longboat Key, with your boat just steps from your back door? Imagine starting your morning with coffee outside in front of...

1 Beds
1 Baths
St Judes Apts SubDv.
34228 Zip Code

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key image

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key — Longboat Arms $624,900

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the...

2 Beds
2 Baths
Longboat Arms SubDv.
34228 Zip Code

1906 Harbourside Drive Unit 303, Longboat Key image

1906 Harbourside Drive Unit 303, Longboat Key — Building 3 $799,000

Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat ...

2 Beds
3 Baths
Fairway Bay SubDv.
34228 Zip Code

713 Saint Judes Drive S Unit 2, Longboat Key image

713 Saint Judes Drive S Unit 2, Longboat Key — 1 $565,000

WATERFRONT LONGBOAT KEY LIVING WITH PRIVATE DOCK, EXTENSIVE 2025 RENOVATIONS AND PROVEN RENTAL PERFORMANCE. Welcome to 713 Saint Judes Drive S #2, a turn-key furnished 2-...

2 Beds
2 Baths
St Judes Apts SubDv.
34228 Zip Code

36 Twin Shores Boulevard, Longboat Key image

36 Twin Shores Boulevard, Longboat Key $149,900

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (no...

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

5320 Gulf Of Mexico Drive Unit 204, Longboat Key image

5320 Gulf Of Mexico Drive Unit 204, Longboat Key — 204 $875,000

What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKE...

3 Beds
2 Baths
Longboat Landing Condominium SubDv.
34228 Zip Code