Winding Oaks Homes with Bay Front Water Frontage

Winding Oaks Homes with Bay Front Water Frontage

Welcome to Winding Oaks, a serene and picturesque subdivision nestled in the heart of Longboat Key, Florida. This exclusive community offers a unique blend of luxury and tranquility, making it the perfect place for those seeking a coastal lifestyle.

Winding Oaks is renowned for its stunning bayfront properties that boast breathtaking waterfront views. Imagine waking up each morning to the gentle sounds of the waves lapping against the shore and the warm Florida sun casting a golden glow over the water. Each home in this charming enclave is thoughtfully designed to embrace the natural beauty of its surroundings, featuring spacious layouts, modern amenities, and expansive outdoor spaces ideal for entertaining or simply enjoying the serene environment.

Residents of Winding Oaks enjoy direct access to the sparkling waters of Sarasota Bay, providing endless opportunities for boating, fishing, and kayaking right from their backyards. The community is also conveniently located near the pristine beaches of Longboat Key, where you can soak up the sun, take leisurely strolls, or indulge in the local dining scene.

With its lush landscaping and a strong sense of community, Winding Oaks is not just a place to live; it’s a lifestyle. Whether you’re looking for a year-round residence or a seasonal retreat, this subdivision offers a perfect escape in one of Florida's most desirable locations. Embrace the beauty of coastal living and make Winding Oaks your new home today!

Newest Winding Oaks Homes with Bay Front Water Frontage

$949,000
3 Beds 3 Baths Winding Oaks SubDv. 34228 Zip Code
Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.

3435 Winding Oaks Drive Unit 18, Longboat Key

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