About 2029 Winding Oaks Drive
PRICE REDUCED! RARE POOL HOME OPPORTUNITY in Palm Harbor! Welcome to 2029 Winding Oaks Dr – a spacious 3-bedroom, 2-bath, 2-car garage gem tucked away on an oversized .29-acre lot in one of Palm Harbor’s most sought-after, tree-lined neighborhoods, SPANISH OAKS. Currently zoned for TOP-RATED schools – LSG Elementary, Palm Harbor Middle, and the renowned Palm Harbor University High School – this home offers the perfect mix of location, lifestyle, and potential. With a split floorplan offering ideal privacy for, this 1,860 sq ft home is filled with natural light thanks to multiple sliders that frame views of lush greenery, space and your private pool oasis. The layout is perfect for both entertaining and everyday living, with spacious rooms and great flow. Peace of mind comes easy here – the roof was replaced in 2021, AC in 2020, water heater in 2023, and the exterior was freshly painted in 2025. Even better, the home comes with an updated 4-point inspection, so you can move forward with confidence for insurabilility. Priced so the next owner can bring their personal style, updates and BUILD INSTANT EQUITY, this is a rare find at this price point in this neighborhood! You’ll love living minutes from the vibrant charm of Downtown Palm Harbor, the quaint shops and breweries of Downtown Dunedin, and the white sands of Honeymoon Island.Homes like this don’t last long – especially with this lot size, location, schools, and a pool! Act fast and make this house your home!
Residential home sold in PALM HARBOR, FL at 2029 Winding Oaks Drive. This 3 bedroom Residential home is priced at $261/sqft
Features of 2029 Winding Oaks Drive
| MLS® # | TB8369232 |
|---|---|
| Price | $485,000 |
| Sold Price | $490,000 |
| Date Sold | July 2nd, 2025 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,860 |
| Acres | 0.30 |
| Year Built | 1978 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Sold |
Community Information: Palm Harbor
| Address | 2029 Winding Oaks Drive |
|---|---|
| Area | Palm Harbor |
| Subdivision | SPANISH OAKS |
| City | PALM HARBOR |
| County | Pinellas |
| State | FL |
| Zip Code | 34683 |
Amenities of 2029 Winding Oaks Drive
| # of Garages | 2 |
|---|---|
| Is Waterfront | No |
| Has Pool | Yes |
Interior of 2029 Winding Oaks Drive
| Interior Features | Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Thermostat, Walk-In Closet(s) |
|---|---|
| Appliances | Dishwasher, Dryer, Range, Refrigerator, Washer |
| Heating | Central |
| Cooling | Central Air |
| Fireplace | No |
| # of Stories | 1 |
Exterior of 2029 Winding Oaks Drive
| Exterior Features | Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors |
|---|---|
| Roof | Shingle |
| Foundation | Slab |
School Information
| Elementary | Lake St George Elementary-PN |
|---|---|
| Middle | Palm Harbor Middle-PN |
| High | Palm Harbor Univ High-PN |
Additional Information On 2029 Winding Oaks Drive
| Date Listed | April 3rd, 2025 |
|---|---|
| Days on Market | 162 |
| Zoning | R-2 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 180 |
| HOA Fees Freq. | Annually |
Listing Details
| Office | KELLER WILLIAMS REALTY- PALM H |
|---|