Longboat Key Homes with Pool Community Features

Welcome to Longboat Key, Florida, a slice of paradise nestled along the stunning Gulf Coast. This charming barrier island is renowned for its pristine beaches, crystal-clear waters, and a relaxed, upscale atmosphere that invites residents and visitors to unwind and enjoy life to the fullest. Longboat Key is not just a destination; it’s a lifestyle characterized by sun-soaked days, breathtaking sunsets, and a warm, welcoming community.

One of the standout features of Longboat Key is its diverse array of homes, many of which come with luxurious swimming pools. Imagine stepping out of your serene retreat and diving into your private oasis, surrounded by lush tropical landscaping. These homes with pool community features offer an unparalleled blend of relaxation and entertainment, making them perfect for families, couples, or anyone looking to embrace the Florida lifestyle.

The community is rich with amenities, including private beach access, tennis courts, and golf courses just a stone's throw away. Whether you prefer lounging by the pool, hosting vibrant summer barbecues, or enjoying a peaceful evening under the stars, Longboat Key’s homes with pool features provide the perfect backdrop for your dreams.

With a vibrant arts scene, exquisite dining options, and a plethora of outdoor activities, Longboat Key is a haven for those who appreciate both luxury and leisure. Discover your dream home in this idyllic coastal community and experience the enchanting lifestyle that Longboat Key has to offer. Your perfect retreat awaits!

Newest Longboat Key Homes with Pool Community Features

415 L Ambiance Drive Unit D306, Longboat Key image

415 L Ambiance Drive Unit D306, Longboat Key — L'Ambiance $2,950,000

Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet...

2 Beds
4 Baths
L'Ambiance SubDv.
34228 Zip Code

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

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

1075 Gulf Of Mexico Drive Unit 303, Longboat Key image

1075 Gulf Of Mexico Drive Unit 303, Longboat Key — Beachplace $925,000

Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered ful...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

3453 Gulf Of Mexico Drive Unit 200, Longboat Key image

3453 Gulf Of Mexico Drive Unit 200, Longboat Key — 3453 $390,000

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 s...

1 Beds
1 Baths
Sea Horse Beach Resort 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

4310 Falmouth Drive Unit 307, Longboat Key image

4310 Falmouth Drive Unit 307, Longboat Key — Longboat Harbour $520,000

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathr...

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

2321 Harbour Oaks Drive, Longboat Key image

2321 Harbour Oaks Drive, Longboat Key $835,000

Welcome to this beautifully situated 2 or 3 bedroom 2.5-bath villa overlooking the second hole of the Harborside White Egret Golf Course. Designed with an inviting sense ...

3 Beds
3 Baths
Harbour Oaks SubDv.
34228 Zip Code