Winding Oaks Homes with Pool Amenities

Winding Oaks Homes with Pool Amenities

Welcome to Winding Oaks, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision is a perfect blend of tranquility and luxury, offering residents an idyllic coastal lifestyle surrounded by the natural beauty of Sarasota County. With its lush landscapes and serene ambiance, Winding Oaks is more than just a neighborhood; it's a community where neighbors become friends and every day feels like a vacation.

The homes in Winding Oaks are designed with comfort and elegance in mind, featuring spacious floor plans that cater to a variety of lifestyles. Each residence is equipped with private pool amenities, making it easy for you to unwind and enjoy the warm Florida sunshine right in your own backyard. Imagine hosting summer barbecues, relaxing with a good book by the pool, or taking a refreshing dip after a long day—all within the comfort of your home.

Located just moments away from the pristine beaches of Longboat Key, Winding Oaks provides easy access to a plethora of outdoor activities, including boating, fishing, and golfing. The nearby vibrant arts scene and gourmet dining options in Sarasota further enhance the appeal of this charming subdivision.

Whether you’re looking for a permanent residence or a seasonal retreat, Winding Oaks offers the perfect blend of luxury, convenience, and community spirit. Experience the best of Florida living in a place where every day feels like a getaway—welcome home to Winding Oaks!

Newest Winding Oaks Homes with Pool Amenities

$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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