3435 Winding Oaks Drive #18
LONGBOAT KEY, FL 34228
3
Bed
3
Bath
2,555Sqft
13.84Acres(Lot)
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 ow
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 3Bathroom Information
Total Baths: 3 Full Baths: 2 Half Baths: 1Interior Features
Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Tray Ceiling(s) Roof: Tile Appliances: Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer Laundry Features: Inside, Laundry RoomRoofing Information
Tile -
Flooring Information
Flooring: Carpet, Tile, Vinyl, Wood Construction Materials: HardiPlank Type -
Heating & Cooling
Heating: Central, Electric Cooling: Central Air, Humidity Control WaterSource: Public
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Building Information
Year Built: 1988 -
Exterior Features
Awning(s), Courtyard, Garden, Lighting, Private Entrance, Private Yard, Sliding Doors Construction Materials: HardiPlank Type Foundation Details: Block, Slab
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Lot Information
Lot Square Feet: 602945 Lot Acres: 13.84 Lot Size (SqMt): 56015Property Information
Property Type: Residential Sub Type: Condominium
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Listing Price Information
Original List Price:$1150000
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Tax Information
Tax Book Number: 27-27 Tax Lot: 18 Tax Legal Description: UNIT 18 WINDING OAKS Annual Tax: $8564.88 Tax Year: 2025 Parcel Number: 0004121018
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Parking Information
Garage Door OpenerGarage Information
Has Garage: Yes Garage Space: 2Homeowners Association Information
Included Fees: Guard - 24 Hour, Cable TV, Common Area Taxes, Pool, Escrow Reserves Fund, Fidelity Bond, Maintenance Structure, Maintenance Grounds, Recreational Facilities, Trash Included Amenities: Pool, Vehicle Restrictions
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School Information
Elementary School: Southside Elementary Junior High School: Booker Middle Senior High School: Booker High -
Utility Information
BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: WINDING OAKS City: LONGBOAT KEY Direction: Gulf Of Mexico Dr to Bay Isle Parkway. Check in at Guard Gate and receive pass. Left on Harbourside drive stay in left lane use pass to continue through manual gate. Take right on Winding Oaks Drive Villa is 9th on the right hand side.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 2326 Harbour Oaks Drive, Longboat Key, FL, 34228 | $899,000 | 3 | 3 | 2,282 | 2,282 SqFt |
| 2367 Harbour Oaks Drive, Longboat Key, FL, 34228 | $949,500 | 3 | 3 | 2,219 | 2,219 SqFt |
| 4760 Gulf Of Mexico Dr..., Longboat Key, FL, 34228 | $549,999 | 2 | 2 | 931 | 931 SqFt |
| 4860 Gulf Of Mexico Dri.., Longboat Key, FL, 34228 | $505,000 | 2 | 2 | 1,025 | 1,025 SqFt |
| 4750 Gulf Of Mexico Dri.., Longboat Key, FL, 34228 | $799,000 | 3 | 2 | 1,504 | 1,504 SqFt |
| 4720 Gulf Of Mexico Dri.., Longboat Key, FL, 34228 | $599,000 | 2 | 2 | 912 | 912 SqFt |
| 948 Spanish Drive, Longboat Key, FL, 34228 | $1,199,000 | 2 | 2 | 1,399 | 1,399 SqFt |
| 925 Spanish Drive, Longboat Key, FL, 34228 | $750,000 | 2 | 2 | 1,449 | 1,449 SqFt |
| 667 El Centro, Longboat Key, FL, 34228 | $380,000 | 2 | 2 | 1,327 | 1,327 SqFt |
| 711 Spanish Drive, Longboat Key, FL, 34228 | $435,000 | 2 | 2 | 1,327 | 1,327 SqFt |
Similar Villa To 3435 Winding Oaks Drive #18
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ByOwner last updated this listing 06/11/2026 @ 18:20
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