3460 WINDING OAKS DRIVE LONGBOAT KEY FL 34228

Overview of 3460 Winding Oaks Dr #38

Don't miss this condo for sale in Bay Isles! Tucked within winding oaks, one of longboat key’s most sought-after villa communities, this 3br/3ba residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in november 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in november 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the harbourside golf course community, winding oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles beach club.

This luxury condo was built in 1988 and features 3 bedrooms, and 3 full bathrooms plus 1 half bath. This condo for sale is 3,323 square feet, with 2,608 sq ft being air conditioned living space. The condo2 assigned parking garage spots and does not have a private swimming pool, although there is a community pool in the complex for use by residents.

Directions to this property are as follows: Start At St. Armands Circle. Take N Boulevard Of The Presidents North. Continue Onto John Ringling Parkway. Cross Onto Gulf Of Mexico Drive. Stay On Gulf Of Mexico Drive North. Turn Right On Bay Isles Parkway. Stop At The Bay Isles Security Gate. Continue To Winding Oaks Drive. Follow It To 3460 Winding Oaks Drive.

Please contact your ZFC agent for more information about MLS# MFRA4695005 or any other condos for sale in Longboat Key or elsewhere in the Sarasota County area.