Winding Oaks Real Estate

Winding Oaks Real Estate

Welcome to Winding Oaks, an enchanting subdivision nestled in the heart of Longboat Key, Florida, within the picturesque Sarasota County. This hidden gem is a haven for those seeking a tranquil yet vibrant coastal lifestyle. With its lush landscapes, winding pathways, and serene oak trees, Winding Oaks offers a perfect blend of natural beauty and modern living.

Residents of Winding Oaks enjoy a unique sense of community, where neighbors become friends and every day feels like a vacation. The subdivision is strategically located just moments away from the stunning beaches of Longboat Key, allowing you to indulge in sun-soaked days and breathtaking sunsets. Whether you prefer lounging by the shore, exploring the local shops, or dining at exquisite waterfront restaurants, everything you need is just a stone's throw away.

Winding Oaks is also renowned for its luxurious homes, offering a variety of architectural styles that cater to diverse tastes. Each residence is thoughtfully designed, featuring spacious layouts, modern amenities, and private outdoor spaces ideal for entertaining or simply unwinding after a long day.

For those who appreciate an active lifestyle, Winding Oaks provides easy access to numerous recreational activities, including golf courses, tennis clubs, and scenic bike paths. With its close-knit community atmosphere and proximity to the vibrant cultural scene of Sarasota, Winding Oaks is truly a place where you can live, play, and thrive.

Discover the charm of Winding Oaks, where every day feels like a getaway in paradise. Your dream home awaits in this idyllic Florida community!

Newest Listings in Winding Oaks

$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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