Light, bright and airy! This beautiful villa, behind the Bay Isles gates in Winding Oaks, affords a homeowner an elegant, tropical lifestyle! The canopied lane of Winding Oaks creates immediately an evocative feeling, that sense of natural comfort. The living room and master bedroom face to the east, bringing welcoming morning light into the home. Then, as the sun makes its journey across the sky, it lightens the pool (new pebbletec surface in 2020) and deck, perfect for swimming and sunbathing. This particular home in its "corner" position, affords you great vistas across the pond, over to the 5th hole on the Blue Course, providing incidental entertainment. This home is officially listed in records as a 3 bedroom unit, but one bedroom is constructed to be a den or study, and with a minor modification could become a true 3rd bedroom. The second bedroom and master both have their own en-suites, recently refreshed. The master suite itself is a truly a sanctuary, with its spacious square footage, large walk in closet and master bathroom, featuring two under-mounted sinks and plenty of cabinetry for all your things! The shower and garden tub are separate should you need both at the same time. The laundry is under air, just off the over-sized garage. But enough of descriptive words! The best thing is to come and experience this property, feel the interior spaces, enjoy the vista and outdoor spaces. Notice, as you enter the Bay Isles Parkway, the shopping plaza, with banks, grocery store, dry cleaner, pharmacy and the post office! Truly, you do not have to leave the island.
Off market
$1,262,600
3449 Winding Oaks Dr #25, Longboat Key, FL 34228
3beds
2,555sqft
SingleFamily
Built in 1988
-- sqft lot
$1,262,600 Zestimate®
$494/sqft
$83/mo HOA
What's special
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Other
Appliances
- Included: Dishwasher, Microwave, Range / Oven, Refrigerator
Features
- Flooring: Tile, Carpet, Linoleum / Vinyl
- Has fireplace: Yes
Interior area
- Total interior livable area: 2,555 sqft
Property
Parking
- Parking features: Garage - Attached
Features
- Exterior features: Other
- Has spa: Yes
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Details
- Parcel number: 0004121025
Construction
Type & style
- Home type: SingleFamily
Materials
- Wood
- Foundation: Concrete
- Roof: Tile
Condition
- Year built: 1988
Community & neighborhood
Location
- Region: Longboat Key
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $83 monthly
Services availability

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Estimated market value
$1,262,600