Longboat Key Homes with Tennis Court(s) Community Features

Welcome to Longboat Key, Florida – a stunning barrier island that offers a perfect blend of luxurious living and laid-back coastal charm. Nestled between the Gulf of Mexico and Sarasota Bay, this picturesque locale is renowned for its pristine beaches, vibrant sunsets, and an array of recreational activities. Whether you’re a nature enthusiast, a beach lover, or a golf aficionado, Longboat Key has something special for everyone.

For those who appreciate an active lifestyle, our Homes with Tennis Court(s) community features are a dream come true. Imagine waking up to the sound of waves and stepping out to your private tennis court, where you can enjoy a friendly match with friends or family. These meticulously designed homes not only provide ample space for relaxation and entertainment but also offer access to top-notch amenities that cater to your active lifestyle.

The community is surrounded by lush landscapes and tropical gardens, creating a serene environment that is perfect for unwinding after a long day. With nearby access to world-class dining, shopping, and cultural attractions, you’ll find that Longboat Key is not just a place to live, but a place to thrive.

Whether you’re looking for a seasonal retreat or a permanent residence, homes with tennis courts in Longboat Key offer the ultimate in luxury and convenience. Embrace the sun-kissed lifestyle and make your dream of living in this coastal paradise a reality. Discover your perfect home today and experience the best that Longboat Key has to offer!

Newest Longboat Key Homes with Tennis Court(s) Community Features

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key image

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key — 2525 $1,450,000

Welcome to your own piece of paradise at the renowned Islands West community on Longboat Key. This desirable 7th floor Gulf-side residence offers beautiful beachfront vie...

2 Beds
2 Baths
Islands West SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 109, Longboat Key image

1241 Gulf Of Mexico Drive Unit 109, Longboat Key — Water Club $989,000

Experience refined coastal living at The Water Club on Longboat Key, where lush tropical grounds meet the Gulf’s powdery white-sand beaches and shimmering aquamarine wate...

2 Beds
3 Baths
Water Club At Longboat Key SubDv.
34228 Zip Code

539 Forest Way Unit 539, Longboat Key image

539 Forest Way Unit 539, Longboat Key — Na $639,000

Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a ...

2 Beds
3 Baths
Cedars East 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

843 Bayport Way Unit 843, Longboat Key image

843 Bayport Way Unit 843, Longboat Key — F $645,000

LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style ...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

521 Forest Way, Longboat Key — N/A $599,900

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars T...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

732 Bayport Way, Longboat Key — 732 $1,050,000

Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

2020 Harbourside Drive Unit 442, Longboat Key image

2020 Harbourside Drive Unit 442, Longboat Key — M-4 $699,000

Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within t...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 608, Longboat Key image

1241 Gulf Of Mexico Drive Unit 608, Longboat Key — Water Club $2,200,000

Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every ...

2 Beds
4 Baths
Longboat Key Club SubDv.
34228 Zip Code

5055 Gulf Of Mexico Drive Unit 115, Longboat Key image

5055 Gulf Of Mexico Drive Unit 115, Longboat Key — 1 $750,000 ▼

Welcome to effortless Gulf-front living at Club Longboat Beach & Tennis Resort, one of Longboat Key’s sought-after beachfront communities. This beautifully updated three-...

3 Beds
2 Baths
Club Longboat Beach & Tennis 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

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