Longboat Key Homes with Pickleball Court(s) Amenities

Welcome to Longboat Key, Florida, a stunning barrier island that perfectly blends serene coastal living with vibrant community spirit. Nestled between the Gulf of Mexico and Sarasota Bay, Longboat Key is renowned for its pristine beaches, lush landscapes, and a laid-back lifestyle that attracts families, retirees, and vacationers alike. With its charming local shops, fine dining, and a variety of recreational activities, this idyllic island offers something for everyone.

One of the standout features of Longboat Key living is the growing popularity of pickleball—a sport that has taken the community by storm. Homes with pickleball court amenities are becoming increasingly sought after, providing residents with the perfect opportunity to engage in this fun and social sport right in their own backyards. Imagine stepping out of your beautifully designed home, ready to enjoy a friendly match with neighbors or family, all while basking in the warm Florida sunshine.

These pickleball-equipped properties not only promote an active lifestyle but also foster a sense of community among residents. Whether you’re a seasoned pro or a beginner, having access to a private court means you can practice your skills or simply enjoy leisurely play whenever you desire.

Longboat Key’s luxurious real estate offerings, combined with the allure of pickleball, create a unique living experience that emphasizes health, wellness, and connection. Explore the exceptional homes available in this paradise and discover your new slice of Florida life, where the beach is just a stone’s throw away and the pickleball courts await your arrival!

Newest Longboat Key Homes with Pickleball Court(s) Amenities

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

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

3240 Gulf Of Mexico Drive Unit B504, Longboat Key image

3240 Gulf Of Mexico Drive Unit B504, Longboat Key — Bldg B Portobello $689,000 ▼

Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right ou...

2 Beds
2 Baths
Portobello SubDv.
34228 Zip Code

4545 Gulf Of Mexico Drive Unit 311, Longboat Key image

4545 Gulf Of Mexico Drive Unit 311, Longboat Key — The Castillian $1,200,000

It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here ...

2 Beds
2 Baths
Castillian The SubDv.
34228 Zip Code

508 Forest Way, Longboat Key — 508 $574,900 ▼

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

1095 Gulf Of Mexico Drive Unit 303, Longboat Key image

1095 Gulf Of Mexico Drive Unit 303, Longboat Key — 6 $775,000 ▼

Experience everything coastal luxury living has to offer in one of Longboat Key's most sought-after waterfront communities. This beautifully updated 2 bedroom, 2 bathroom...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

4390 Exeter Drive Unit 107, Longboat Key image

4390 Exeter Drive Unit 107, Longboat Key — 4390 $425,000

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet...

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

5260 Gulf Of Mexico Drive Unit 413, Longboat Key image

5260 Gulf Of Mexico Drive Unit 413, Longboat Key — Banuan Bay Club $550,000

Move-in-ready condition, ground-floor bayside condominium with Sarasota Bay views and deeded private Gulf beach access in the sought-after Banyan Bay Club! Discover effor...

2 Beds
2 Baths
Banyan Bay SubDv.
34228 Zip Code

4234 Gulf Of Mexico Drive Unit M1, Longboat Key image

4234 Gulf Of Mexico Drive Unit M1, Longboat Key — M1 $649,000

COMMUNITY BOAT SLIP AVAILABLE! It really is all about the location- and of course the view! Situated on gorgeous Sarasota Bay, this lovely two bedroom, two bath first flo...

2 Beds
2 Baths
Pelican Harbour & Beach Club SubDv.
34228 Zip Code

617 Rountree Drive, Longboat Key $2,150,000 ▼

Escape to your own waterfront haven at 617 Rountree Drive, a hidden gem nestled in the luxurious Longboat Key Estates community! Tucked away on a tranquil street, this 3-...

3 Beds
2 Baths
Longboat Key Estates SubDv.
34228 Zip Code

6700 Gulf Of Mexico Drive Unit 143, Longboat Key image

6700 Gulf Of Mexico Drive Unit 143, Longboat Key — 143 $410,000 ▼

Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story condo is being offered turnkey furnished, making it completely move-in ready—just br...

1 Beds
1 Baths
Whitney Beach SubDv.
34228 Zip Code

615 Dream Island Place Unit 105, Longboat Key image

615 Dream Island Place Unit 105, Longboat Key — N/A $949,000 ▼

Paradise Found: Fully Renovated Luxury at Harbour Villa Club, a True Longboat Key Gem! Welcome to a slice of heaven on the pristine North-End of Longboat Key at Harbour V...

2 Beds
2 Baths
Harbour Villa Club At The Bucc SubDv.
34228 Zip Code