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Windward Bay Homes with Pool Community Features

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Windward Bay Homes with Pool Community Features

Welcome to Windward Bay, a stunning subdivision nestled in the heart of Longboat Key, Florida, within Manatee County. This enchanting community is a hidden gem that perfectly embodies the essence of coastal living. With its idyllic location just steps away from the shimmering Gulf of Mexico, Windward Bay offers residents an unparalleled lifestyle filled with sun-soaked days and breathtaking sunsets.

Windward Bay is renowned for its charming homes, many of which feature inviting private pools that create a serene oasis for relaxation and entertainment. Imagine spending lazy afternoons lounging by your pool, surrounded by lush tropical landscaping, or hosting vibrant gatherings with friends and family under the Florida sun. The community’s poolside atmosphere fosters a sense of camaraderie among neighbors, making it easy to forge lasting friendships.

In addition to its beautiful homes, Windward Bay boasts a variety of community features designed to enhance the quality of life for its residents. Enjoy leisurely strolls along the meticulously maintained grounds, take advantage of the nearby recreational facilities, or indulge in the vibrant local culture that Longboat Key has to offer. With exquisite dining options, boutique shopping, and stunning beaches just moments away, every day feels like a vacation.

Whether you’re seeking a permanent residence or a seasonal retreat, Windward Bay is the perfect choice for those who appreciate the blend of luxury and tranquility. Discover your dream home in this picturesque community and embrace the coastal lifestyle you’ve always desired!

Newest Windward Bay Homes with Pool Community Features

4600 Gulf Of Mexico Drive Unit 301, Longboat Key image
4600 Gulf Of Mexico Drive Unit 301, Longboat Key — E Building $660,000 ▼

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
4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key image
4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key — Windward Bay $795,000 ▼

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
4720 Gulf Of Mexico Drive Unit Villa 2, Longboat Key image
4720 Gulf Of Mexico Drive Unit Villa 2, Longboat Key — K $585,000 ▼

Completely renovated two-bedroom and two-bathroom walkout (no stairs to take) on Longboat Key! Welcome to coastal luxury living in Windward Bay, one of Longboat Key's mos...

  • 2 Beds
  • 2 Baths
  • Windward Bay SubDv.
  • 34228 Zip Code
4750 Gulf Of Mexico Drive Unit Villa 8, Longboat Key image
4750 Gulf Of Mexico Drive Unit Villa 8, Longboat Key — 'J' $649,900 ▼

THE BAY! THE GULF! THE BEST OF BOTH! Imagine a place where every day begins with the peaceful beauty of Longboat Key's sparkling bay and ends beneath the breathtaking col...

  • 3 Beds
  • 2 Baths
  • Windward Bay SubDv.
  • 34228 Zip Code
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  • Association Recreation - Owned
  • Buyer Approval Required
  • Clubhouse
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  • Deed Restrictions
  • Fitness Center
  • Irrigation-Reclaimed Water
  • No Truck/RV/Motorcycle Parking
  • Pool
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  • Tennis Court(s)
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Browse Windward Bay Homes by Pool type

  • Community
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Kelly M. DeCarlucci
Dalton Wade Realty Group

Kelly M. DeCarlucci, LLC, REALTOR®

Your Home Tampa Bay Area

260 1st Avenue South, Suite 200
St. Petersburg, FL 33701

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