Winding Oaks Real Estate

Winding Oaks Real Estate

Welcome to Winding Oaks, a picturesque subdivision nestled in the heart of Longboat Key, Sarasota County, Florida. This exclusive community offers a serene and upscale living experience for those seeking a tranquil retreat surrounded by lush greenery and stunning natural beauty.

Winding Oaks is renowned for its luxurious single-family homes and villas, each meticulously designed to blend seamlessly with the tropical landscape. Residents here enjoy a peaceful ambiance and a strong sense of community, making it an ideal place to call home.

One of the standout features of Winding Oaks is its convenient location. Situated in Longboat Key, residents have easy access to pristine beaches, world-class golf courses, upscale shopping, and fine dining options. Whether you prefer a relaxing day at the beach or an afternoon of exploring the vibrant cultural scene in Sarasota, Winding Oaks offers the perfect balance of tranquility and excitement.

In addition to its prime location, Winding Oaks boasts top-notch amenities such as a community pool, tennis courts, and walking trails, providing residents with ample opportunities for recreation and relaxation.

If you're looking for a luxurious and peaceful retreat in Sarasota County, look no further than Winding Oaks. Experience the best of Florida living in this charming and exclusive subdivision.

Newest Listings in Winding Oaks

$949,000
3 Beds 3 Baths Winding Oaks SubDv. 34228 Zip Code A4680403 MLS Active Status 18 BLDG.
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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