2029 WINDING OAKS DRIVE | Palm Harbor

$500,000 | 3 Beds | 2 Baths (2 Full) | 1,860 Sq. Ft.

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! StellarMLS TB8369232

Directions to property: From Curlew, North on Belcher, Left on CR-39, left on Spanish Oaks Blvd, left on Winding Oaks

MLS Listing ID: 
StellarMLS TB8369232
Basic Property Information
Fields containing basic information about the property.
Property Type: 
Residential
Property Sub Type: 
Single Family Residence
Primary Market Area: 
Palm Harbor
Address: 
2029 WINDING OAKS DRIVE, Palm Harbor, FL 34683, US
County: 
Pinellas
Community Information
Elementary: 
Lake St George Elementary-PN
Middle: 
Palm Harbor Middle-PN
High: 
Palm Harbor Univ High-PN
Subdivision: 
SPANISH OAKS
Association Fee: 
$180
Building Details
Details about the building on a property.
Year Built: 
1978
New Construction: 
0
Living Area: 
1,860
Interior: 
Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Thermostat, Walk-In Closet(s)
Construction
Construction Materials: 
Block
Foundation Details: 
Slab
Roof: 
Shingle
Exterior Features: 
Rain Gutters, Sidewalk, Sliding Doors
Room Details
Details about the rooms in the building.
Total Rooms: 
6
Total Bedrooms: 
3
Total Bathrooms: 
2
Total Full-Bathrooms: 
2
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Central
Cooling System: 
Central Air
Water Source: 
Public
Sewer: 
Public Sewer
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.3
Lot Size (Area): 
12,872
Lot Size (Dimensions): 
95 x 135
Waterfront: 
0
Lot Features
Pool: 
In Ground, Screen Enclosure
Fence: 
Fenced
Public Record
Parcel Number: 
132815845730010070
Annual Tax: 
$2,031.96
Property Zoning: 
R-2
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
4/3/2025
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Gary Ubaldini
Listing Co-Agent Name: 
William Simon
Listing Office Name: 
KELLER WILLIAMS REALTY- PALM H
Listing Co-Office Name: 
KELLER WILLIAMS REALTY- PALM H