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!
Sold for $490,000
$490,000
2029 WINDING OAKS DRIVE, PALM HARBOR, FL 34683
3beds
1,860sqft
Single Family Residence
Built in 1978
0.3 Acres Lot
$477,700 Zestimate®
$263/sqft
$3,945 Estimated rent
Home value
$477,700
$430,000 - $530,000
$3,945/mo
Zestimate® history
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$3,945/mo
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$3,427/mo
Est. payment
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$3,427/mo
Est. payment
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List your homeWhat's special
Private pool oasisGreat flowNatural lightSpacious rooms
Zillow last checked:
Listing updated:
Listed by:
Gary Ubaldini 727-787-6995,
KELLER WILLIAMS REALTY- PALM H 727-772-0772,
William Simon 813-602-1823,
KELLER WILLIAMS REALTY- PALM H
Bought with:
Diane Chisholm, 3148372
SMITH & ASSOCIATES REAL ESTATE
Source: Stellar MLS,MLS#: TB8369232
Originating MLS: Suncoast Tampa
Originating MLS: Suncoast Tampa
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 260 Square Feet
- Dimensions: 13x20
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Family room
- Level: First
- Area: 280 Square Feet
- Dimensions: 14x20
Kitchen
- Level: First
- Area: 180 Square Feet
- Dimensions: 10x18
Living room
- Level: First
- Area: 322 Square Feet
- Dimensions: 23x14
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Range, Refrigerator, Washer
- Laundry: In Garage
Features
- Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Thermostat, Walk-In Closet(s)
- Flooring: Carpet, Laminate
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 2,512
- Total interior livable area: 1,860 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Exterior features: Private Mailbox, Rain Gutters, Sidewalk
- Has private pool: Yes
- Pool features: In Ground, Screen Enclosure
- Fencing: Fenced
Lot
- Size: 0.3 Acres
- Dimensions: 95 x 135
Details
- Parcel number: 132815845730010070
- Zoning: R-2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1978
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: SPANISH OAKS
HOA
- Has HOA: Yes
- HOA fee: $15 monthly
- HOA name: Spanish Oaks Homeowner Association
Location
- Region: Palm Harbor
Financial & listing details
- Price per square foot: $263/sqft
- Tax assessed value: $433,669
- Annual tax amount: $2,031
- Date on market: 4/3/2025
- Cumulative days on market: 57 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 7/2/2025 | Sold | $490,000+1%$263/sqft |
Source:  Stellar MLS #TB8369232 Report a problem | ||
| 5/30/2025 | Pending sale | $485,000$261/sqft |
Source: Stellar MLS #TB8369232 Report a problem | ||
| 5/28/2025 | Price change | $485,000-3%$261/sqft |
Source: Stellar MLS #TB8369232 Report a problem | ||
| 4/25/2025 | Price change | $500,000-4.8%$269/sqft |
Source: Stellar MLS #TB8369232 Report a problem | ||
| 4/3/2025 | Listed for sale | $525,000$282/sqft |
Source: Stellar MLS #TB8369232 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,166 +6.6% | $153,947 +2.9% |
| 2024 | $2,032 +2.1% | $149,608 +3% |
| 2023 | $1,990 -0.2% | $145,250 +3% |
| 2022 | $1,995 -0.4% | $141,019 +3% |
| 2021 | $2,002 +0.5% | $136,912 +1.4% |
| 2020 | $1,993 +1.9% | $135,022 +2.3% |
| 2019 | $1,957 | $131,986 +1.9% |
| 2018 | $1,957 +1.6% | $129,525 +2.1% |
| 2017 | $1,925 +2.5% | $126,861 +2.1% |
| 2016 | $1,878 -1.6% | $124,252 +0.7% |
| 2015 | $1,909 +0.4% | $123,388 +0.8% |
| 2014 | $1,902 +0.7% | $122,409 +1.5% |
| 2013 | $1,888 +9% | $120,600 +1.7% |
| 2012 | $1,732 | $118,584 -7.2% |
| 2011 | -- | $127,782 -5.9% |
| 2010 | -- | $135,825 +2.7% |
| 2009 | -- | $132,254 +0.1% |
| 2008 | $1,957 | $132,122 +3% |
| 2007 | -- | $128,274 -30.8% |
| 2005 | -- | $185,300 +6.2% |
| 2004 | $2,053 +1.9% | $174,500 +7.5% |
| 2003 | $2,015 +6.5% | $162,300 +13.1% |
| 2002 | $1,892 | $143,500 +13% |
| 2001 | $1,892 +5.8% | $127,000 +7.1% |
| 2000 | $1,788 | $118,600 |
Find assessor info on the county website
Neighborhood: 34683
Nearby homes
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- $526,100-- bd2 ba2k sqft2011 Winding Oaks Dr, Palm Harbor, FL 34683Off Market
Nearby schools
GreatSchools rating
- 9/10Lake St. George Elementary SchoolGrades: PK-5Distance: 1 mi
- 5/10Palm Harbor Middle SchoolGrades: 6-8Distance: 0.8 mi
- 8/10Palm Harbor University High SchoolGrades: 9-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Lake St George Elementary-PN
- Middle: Palm Harbor Middle-PN
- High: Palm Harbor Univ High-PN
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$477,700
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$477,700
- Florida
- Pinellas County
- Palm Harbor
- 34683
- 2029 WINDING OAKS DRIVE
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