3466 Winding Oaks Drive Unit 35, Longboat Key, FL 34228
- $758,500
- 2
- BD
- 2
- BA
- 2,039
- SqFt
- Sold Price
- $758,500
- List Price
- $795,000
- Status
- Sold
- Days on Market
- 43
- Closing Date
- Jun 12, 2026
- MLS#
- A4686581
- Property Style
- Condo
- Architectural Style
- Other
- Year Built
- 1988
- Bedrooms
- 2
- Bathrooms
- 2
- Living Area
- 2,039
- Price per sq. ft.
- 389.9
- Lot Size
- 602,945
- Acres
- 13.84
- Total Acreage
- 10 to less than 20
- Building Name
- Unit 35
- Monthly Condo Fee
- 2228
- Legal Subdivision Name
- Winding Oaks
- Community Name
- Winding Oaks
- MLS Area Major
- Longboat Key
Property Description
Located in one of the most sought-after villa communities on Longboat Key, this well-kept 2-bedroom, 2-bath home in Winding Oaks lives more like a single-family residence—without all the upkeep. Behind the gates of Bay Isles, it offers a great opportunity to enjoy a quiet, established neighborhood known for its natural beauty and relaxed feel. A paver driveway and walkway, surrounded by mature landscaping, lead you to the front door. Inside, high ceilings and warm wood floors immediately make the space feel open and inviting. The finishes are neutral and timeless, and the natural light really does the rest. Impact glass throughout adds both comfort and peace of mind. The main living area flows easily, with a striking corner of sliding glass doors that brings the outdoors in and opens to a spacious, screened, deck. It’s the kind of space you’ll actually use—whether that’s for entertaining, relaxing, or just enjoying the greenery around you. The kitchen is nicely laid out with stone countertops, stainless appliances, a tray ceiling, and a large window that keeps things bright. Both bedrooms are generously sized. The primary suite feels like a true retreat, with vaulted ceilings, a walk-in closet, and sliding doors that open to the deck with peaceful nature views. The bathroom is spacious, featuring dual vanities, a Jacuzzi tub, walk-in shower, and well-done tile details. Additional highlights include a two-car garage and a floor plan that offers a nice balance of openness and privacy. Winding Oaks is part of the Bay Isles Harbourside golf course community and offers a gated entrance, community pool, and access to Bay Isles amenities—including deeded beach access through the private Bay Isles Beach Club. It’s an easy, comfortable lifestyle in one of Longboat Key’s most desirable communities.
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Additional Information
- Taxes
- $4918
- Minimum Lease Period
- 3 Months
- Max Times per Year
- 2
- Maintenance Includes
- Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Pest Control, Private Road, Sewer, Trash, Water
- Condo Fees
- $6684
- Condo Fees Term
- Quarterly
- Community Features
- Deed Restrictions, Pool
- Property Description
- One Story
- Zoning
- MUC1
- Interior Features
- Built-in Features, Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Stone Counters, Thermostat, Window Treatments
- Floor
- Tile, Wood
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
- Utilities
- Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected
- Heating
- Central, Electric
- Air Conditioning
- Central Air
- Exterior Construction
- Block, Stucco
- Exterior Features
- Lighting, Sidewalk, Sliding Doors, Storage
- Roof
- Other
- Foundation
- Slab
- Pool
- Community
- Pool Type
- Heated, In Ground
- Garage Carport
- 2 Car Garage
- Garage Spaces
- 2
- Garage Features
- Driveway, Garage Door Opener
- Pets
- Allowed
- Max Pet Weight
- 100
- Pet Size
- Large (61-100 Lbs.)
- Floor Number
- 1
- Flood Zone Code
- AE*
- Parcel ID
- 0004121035
- Legal Description
- UNIT 35 WINDING OAKS
Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411
Selling Office: MY FLORIDA BROKER.Mortgage Calculator
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