Winding Oaks Condos for Sale

Winding Oaks Condos for Sale

Welcome to Winding Oaks, a serene and picturesque subdivision nestled in the heart of Longboat Key, Florida. This idyllic community is a hidden gem in Sarasota County, offering residents an unparalleled lifestyle surrounded by natural beauty and luxurious amenities.

Winding Oaks is renowned for its lush landscapes, mature oak trees, and tranquil waterways, creating a peaceful retreat that feels a world away while still being conveniently close to the vibrant culture of the area. The subdivision features a selection of stunning condos for sale, each designed to maximize comfort and style. These spacious residences boast modern finishes, open floor plans, and private balconies that invite you to soak in the breathtaking views of the surrounding nature.

Living in Winding Oaks means enjoying the best of both worlds—relaxation and recreation. Residents have access to a variety of amenities, including a sparkling community pool, tennis courts, and walking paths that wind through the beautifully manicured grounds. Just a short stroll or bike ride away, you'll find pristine beaches, world-class dining, and boutique shopping that Longboat Key is famous for.

Whether you are looking for a seasonal getaway or a permanent residence, the condos for sale in Winding Oaks offer an exceptional opportunity to embrace the coastal lifestyle. Experience the charm of this vibrant community, where every day feels like a vacation. Discover your dream home in Winding Oaks and start living the life you’ve always imagined!

Newest Winding Oaks Condos for Sale

$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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