Winding Oaks Homes with Bay Front Water Frontage

Welcome to Winding Oaks, an idyllic subdivision nestled in the picturesque Longboat Key, Florida. This charming community, located in Sarasota County, is a hidden gem that perfectly embodies the essence of coastal living. With its lush landscapes and serene atmosphere, Winding Oaks offers residents a unique blend of tranquility and luxury.

One of the standout features of this remarkable subdivision is its stunning homes with bayfront waterfrontage. Imagine waking up each morning to the gentle sound of waves lapping against your property, with breathtaking views of the sparkling bay right outside your window. These exquisite homes are designed to maximize the natural beauty surrounding them, featuring expansive windows and outdoor living spaces that invite the breathtaking scenery indoors.

Winding Oaks is not just about beautiful homes; it is also about a lifestyle that embraces the best of Florida living. Residents can enjoy leisurely strolls along the scenic paths, take advantage of the community's amenities, or simply relax on their private docks, perfect for fishing or kayaking. The proximity to pristine beaches, upscale dining, and boutique shopping adds to the allure of this charming community.

Whether you are looking for a permanent residence or a vacation getaway, Winding Oaks offers an unparalleled opportunity to experience the beauty and serenity of Longboat Key. With its bayfront properties and a vibrant community spirit, this subdivision is truly a slice of paradise waiting for you to call it home. Come explore Winding Oaks and discover the perfect blend of luxury, comfort, and coastal charm.

Newest Winding Oaks Homes with Bay Front Water Frontage

$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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