Winding Oaks Homes with Boatable Water Water Frontage

Welcome to Winding Oaks, an enchanting subdivision nestled in the heart of Longboat Key, Florida. This stunning community is a hidden gem in Sarasota County, offering an idyllic blend of coastal charm and luxurious living. With its picturesque landscapes and serene atmosphere, Winding Oaks is the perfect place to call home for those seeking tranquility and a vibrant lifestyle.

One of the standout features of Winding Oaks is its access to boatable water. Imagine stepping out of your backyard and onto your boat, ready to explore the pristine waters of the Gulf of Mexico or the tranquil bays that surround this beautiful area. Each home in this community boasts waterfront properties that not only provide breathtaking views but also offer direct access to some of the best fishing, boating, and water sports experiences in Florida. Whether you're an avid sailor or simply enjoy a leisurely day on the water, Winding Oaks has it all.

The homes in Winding Oaks are designed with elegance and comfort in mind, featuring modern amenities and spacious layouts that cater to a variety of lifestyles. Many residences showcase stunning architectural details, lush landscaping, and private docks, making them perfect for both relaxation and entertaining.

Beyond the beauty of the homes, Winding Oaks is conveniently located near the best dining, shopping, and recreational options that Longboat Key has to offer. From world-class restaurants to pristine beaches, this community provides the ultimate Florida lifestyle. Discover your dream home in Winding Oaks and embrace the luxurious waterfront living you've always desired.

Newest Winding Oaks Homes with Boatable Water 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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