Winding Oaks Real Estate

Winding Oaks Real Estate

Welcome to Winding Oaks, a picturesque subdivision nestled in the heart of Longboat Key, Florida. This charming community offers a unique blend of tranquility and luxury, making it an ideal haven for those seeking a serene coastal lifestyle.

Surrounded by lush greenery and the gentle sounds of nature, Winding Oaks boasts an array of beautifully designed homes that reflect the elegance and sophistication of the Florida lifestyle. Each residence is thoughtfully crafted, featuring spacious layouts, modern amenities, and often, stunning views of the serene landscape or nearby waterways.

Residents of Winding Oaks enjoy easy access to Longboat Key's pristine beaches, where soft sands and crystal-clear waters await just a short stroll or bike ride away. The subdivision is also conveniently located near a variety of upscale dining options, boutique shopping, and recreational activities, including golf courses and water sports.

For those who appreciate nature, Winding Oaks is in proximity to several parks and nature reserves, offering ample opportunities for outdoor adventures, whether it’s kayaking through mangroves or enjoying a peaceful afternoon picnic.

Community spirit thrives in Winding Oaks, where neighbors become friends and gatherings are frequent, fostering a warm and inviting atmosphere. With its ideal location in Sarasota County, residents can also easily explore the vibrant cultural scene of nearby cities, including arts, theater, and local festivals.

Discover the charm and elegance of Winding Oaks, where your dream coastal lifestyle awaits in this idyllic Longboat Key community.

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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