Winding Oaks Homes with Awning(s) Exterior Features

Welcome to the prestigious subdivision of Winding Oaks, nestled in the serene city of Longboat Key, Sarasota County, Florida. This exclusive community offers a luxurious lifestyle surrounded by lush landscapes and stunning waterfront views.

Winding Oaks is known for its elegant homes with charming awning exterior features that add character and curb appeal to each residence. True to its name, the neighborhood boasts winding streets lined with majestic oak trees, creating a picturesque setting for residents to enjoy.

Living in Winding Oaks means experiencing the best of both worlds - the tranquility of a secluded enclave and the convenience of being just a short drive away from the vibrant city life. Residents can relax in the privacy of their homes or take a short stroll to the nearby beaches for a day of sun and sand.

Whether you are looking for a permanent residence or a vacation home, Winding Oaks offers a range of exquisite properties to suit your needs. From spacious single-family homes to luxurious waterfront estates, there is something for everyone in this coveted neighborhood.

Come and discover the beauty and elegance of Winding Oaks, where luxury meets tranquility in the heart of Longboat Key. Experience the ultimate Florida lifestyle in this exclusive community where every day feels like a retreat.

Newest Winding Oaks Homes with Awning(s) Exterior Features

$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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