Winding Oaks Homes with One Story Property Description

Welcome to Winding Oaks, a picturesque subdivision nestled in the heart of Longboat Key, Sarasota County, Florida. This exclusive community offers a tranquil oasis for those seeking a peaceful and luxurious lifestyle.

Winding Oaks is known for its stunning one-story homes that blend seamlessly with the natural beauty of the surroundings. Each property is thoughtfully designed to provide the utmost comfort and convenience, perfect for those looking for a single-level living experience.

Imagine waking up to the sound of birds chirping and the gentle rustling of the oak trees in your backyard. Winding Oaks offers a serene setting where you can relax and unwind after a long day. Whether you enjoy sipping your morning coffee on the patio or hosting a barbecue with friends, these homes are designed for both relaxation and entertainment.

Located in Longboat Key, Winding Oaks provides easy access to pristine beaches, upscale shopping, and gourmet dining options. Residents can also enjoy a variety of outdoor activities, from golfing at nearby courses to boating in the crystal-clear waters of the Gulf of Mexico.

If you are looking for a true one-story living experience in a charming coastal community, look no further than Winding Oaks. Come and discover the beauty and tranquility that this unique neighborhood has to offer.

Newest Winding Oaks Homes with One Story Property Description

$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

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,