Winding Oaks Real Estate

Winding Oaks Real Estate

Welcome to Winding Oaks, a hidden gem nestled in the heart of Longboat Key, Florida. This enchanting subdivision offers a perfect blend of luxury, tranquility, and natural beauty, making it an ideal place for those seeking a serene coastal lifestyle. Surrounded by lush landscapes and swaying palm trees, Winding Oaks is a haven for those who appreciate the finer things in life.

As you enter this picturesque community, you’ll be greeted by beautifully manicured lawns and charming architecture that reflects the essence of coastal living. The homes in Winding Oaks are designed with elegance and comfort in mind, featuring spacious layouts, modern amenities, and stunning views of the surrounding nature. Many residences boast private pools, outdoor living spaces, and easy access to the community’s scenic walking paths.

Living in Winding Oaks means enjoying the best of both worlds—peaceful seclusion and proximity to Longboat Key’s vibrant culture. Just moments away, you’ll find pristine beaches, upscale dining, boutique shopping, and world-class golf courses. Whether you’re basking in the sun on the sandy shores or indulging in fresh seafood at a waterfront restaurant, the lifestyle here is nothing short of extraordinary.

For outdoor enthusiasts, the nearby parks and nature reserves offer a plethora of recreational activities, from kayaking and paddleboarding to biking and birdwatching. Winding Oaks truly embodies the essence of Florida living, inviting you to embrace a lifestyle filled with sun, sea, and serenity. Discover your dream home in Winding Oaks, where every day feels like a vacation.

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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