Listing Details for MLS #A4686623
3427 Winding Oaks Drive Unit 14, Longboat Key, Fl

Residential Property - Condominium in Longboat Key

Listing Price: $1,150,000 (Mortgage Calculator →)

Description of Property

Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three-bedroom villa offers an easy, elevated way to enjoy Sarasota’s coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey furnished residence blends the comfort of a single-family home with the simplicity of maintenance-free ownership—ideal for seasonal stays or extended escapes. Inside, an airy open layout, soaring ceilings, and wide-plank tile floors create a light, welcoming feel, while floor-to-ceiling sliders connect seamlessly to the outdoor living spaces. The kitchen is both stylish and functional, featuring Italian white-lacquer cabinetry, stone countertops, and premium appliances—perfect for casual evenings at home or hosting friends. The living room centers around a custom gas fireplace and flows naturally to a spacious screened lanai, where you can unwind with long water views and soft coastal breezes. Both the living room and lanai feature brand new furnishings. A private courtyard with a heated pool adds another layer of relaxation, offering a quiet place to start the day or wind down after time on the water, golf course or tennis courts. The primary suite is a calm retreat of its own, with tranquil water views, a spa-like bath, and a generous walk-in closet. Two additional en-suite bedrooms provide flexibility for visiting guests or a comfortable home office. Ownership includes access to the Bay Isles Beach Club, where days can be spent on pristine Gulf-front sands with thoughtfully appointed amenities. Within Winding Oaks, residents enjoy a recently refreshed community pool, walking paths, and a secure, gated setting. Optional golf, tennis and social memberships are available at the Longboat Key Club. Just minutes from dining and shopping on world-renowned St. Armands Circle and the cultural amenities of downtown Sarasota, this retreat makes it easy to step into the best of the area—while always having a peaceful place to return to. Simple, sophisticated, and distinctly Longboat Key.The average asking price for a 3 bedroom/3 bath condominium in this Zip code is $2,925,341. This condominium is listed at about 39% of the average asking price. There are 5 3 bedroom/3 bath homes between $1,000,000 and $1,400,000 currently listed for sale in this Zip code. See other listings like this one »

Bedrooms: 3
Bathrooms: 3
Sq. Ft. Gross: 3,270
Garage: Yes2 vehicles
Carport: No
Parking Features: Garage Door Opener
Private Pool: Yes
Pool Featuress: In Ground
Water Frontage: Pond
Water Access: Pond