Winding Oaks Homes with Bay Front Water Frontage

Winding Oaks Homes with Bay Front Water Frontage

Welcome to Winding Oaks, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision offers an unparalleled lifestyle, blending the tranquility of nature with the luxury of waterfront living. With stunning bay front properties, Winding Oaks is perfect for those who dream of waking up to the gentle lapping of waves and the breathtaking views of the sun setting over the water.

The homes in Winding Oaks are thoughtfully designed to maximize the beauty of their surroundings. Each residence boasts expansive windows and private outdoor spaces that invite the serene coastal breeze and natural light into your home. Imagine sipping your morning coffee on a spacious patio while watching dolphins play in the bay or enjoying evening gatherings with friends as the sky transforms into a canvas of vibrant colors.

Living in Winding Oaks means embracing a lifestyle that revolves around outdoor activities and relaxation. Residents have direct access to the bay, making it easy to indulge in kayaking, paddleboarding, or simply lounging on the beach. The community is also conveniently located near some of Longboat Key’s best dining, shopping, and recreational options, ensuring that you’re never far from the excitement.

Whether you’re seeking a year-round residence or a seasonal retreat, Winding Oaks offers a unique blend of luxury and tranquility. Experience the ultimate Florida lifestyle in a community that embodies elegance and natural beauty. Come home to Winding Oaks, where every day feels like a vacation!

Newest Winding Oaks Homes with Bay Front Water Frontage

$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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