Winding Oaks Homes with Lake Front Water Frontage

Welcome to Winding Oaks, a picturesque subdivision nestled in the heart of Longboat Key, Sarasota County, Florida. This charming community offers an unparalleled living experience with its serene surroundings and convenient location.

One of the standout features of Winding Oaks is the collection of homes with lakefront and waterfront views. Imagine waking up to the soothing sounds of the water and enjoying breathtaking sunsets right from your backyard. With true lakefront and waterfront properties available, residents have the opportunity to create their own private oasis in this stunning setting.

Whether you are looking for a peaceful retreat or a place to entertain family and friends, Winding Oaks has something for everyone. The community is known for its lush landscaping, tree-lined streets, and close-knit atmosphere, making it the perfect place to call home.

Living in Winding Oaks means having easy access to all the amenities Longboat Key has to offer, including pristine beaches, top-rated restaurants, and upscale shopping destinations. With Sarasota just a short drive away, residents can also enjoy cultural attractions, recreational activities, and vibrant nightlife options.

Come and discover the beauty and tranquility of Winding Oaks. Experience waterfront living at its finest and make your dream home a reality in this sought-after community.

Newest Winding Oaks Homes with Lake 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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