About 3465 Winding Oaks Drive 33
This stunning three-bedroom, three-bath villa offers a serene waterfront retreat in the desirable Winding Oaks community of Longboat Key Club. With a spacious open floor plan spanning 2,608 Sf, the maintenance-free home is bathed in natural light and features vaulted ceilings that enhance its airy feel. The inviting living/dining room combo seamlessly connects to a screened-in back deck, perfect for enjoying picturesque water views. The kitchen is a chef’s dream, equipped with a gas range, large refrigerator with ice maker, built-in oven, custom wood cabinetry, and ample counter space for culinary creations. A cozy den adjacent to the kitchen provides a perfect gathering spot for family and friends. The thoughtfully designed layout ensures privacy among the three bedrooms, with one versatile space featuring a Murphy bed ideal for an office or guest room. Residents enjoy exclusive access to the Bay Isles Beach Club and 24-hour security, all while being conveniently located near shopping, dining, and the luxurious St. Regis Longboat Key Resort. Importantly, the villa at Winding Oaks has proven resilient, having not sustained any damage from recent hurricanes.
Features of 3465 Winding Oaks Drive 33
| MLS® # | A4670325 |
|---|---|
| Price | $895,000 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 2,608 |
| Year Built | 1988 |
| Type | Residential |
| Sub-Type | Villa |
| Status | Active |
Community Information
| Address | 3465 Winding Oaks Drive 33 |
|---|---|
| Area | Longboat Key |
| Subdivision | WINDING OAKS |
| City | LONGBOAT KEY |
| County | Sarasota |
| State | FL |
| Zip Code | 34228-4142 |
Amenities
| Amenities | Gated, Recreation Facilities, Security, Vehicle Restrictions |
|---|---|
| Parking | Driveway, Garage Door Opener |
| # of Garages | 2 |
| View | Garden, Trees/Woods, Water |
| Is Waterfront | No |
| Waterfront | Gulf/Ocean Front |
| Has Pool | No |
Interior
| Interior Features | Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s) |
|---|---|
| Appliances | Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer |
| Heating | Central, Electric, Zoned |
| Cooling | Central Air, Zoned |
| Fireplace | No |
| # of Stories | 1 |
Exterior
| Exterior Features | Awning(s), Courtyard, Garden, Irrigation System, Lighting, Private Mailbox, Sliding Doors |
|---|---|
| Lot Description | Flood Insurance Required, FloodZone, Landscaped, Near Golf Course, Private |
| Roof | Tile |
| Foundation | Block, Slab |
School Information
| Elementary | Southside Elementary |
|---|---|
| Middle | Booker Middle |
| High | Booker High |
Additional Information
| Date Listed | October 30th, 2025 |
|---|---|
| Zoning | MUC1 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | MICHAEL SAUNDERS & COMPANY |
|---|