#TB8373989, Shannon Ibrahim, Listing Office: REALTY EXPERTS
2029 Winding Oaks Dr Palm Harbor, FL 34683
Property details
About 2029 Winding Oaks Dr
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!
Highlights
Virtual tour
Summary
- Full Bathrooms: 2
- Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
- Flooring Type: Carpet, Laminate
- Interior: Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Thermostat, Walk-In Closet(s)
- Total Bedroom Count: 3
- Garage Space: 2 spaces
- Attached Garage: Yes
- Private Pool: Yes
- Exterior: Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
- Heating: Central
- Cooling: Central Air
- List Price: $485,000
- Price/SqFt: $260
- HOA Amount: $180 Annually
- Annual Tax Amount: $1,990
- Tax Year: 2023
- Directions: From Curlew, North on Belcher, Left on CR-39, left on Spanish Oaks Blvd, left on Winding Oaks
- Year Built: 1978
- Stories: 1
- Living Area: 1,860 SqFt
- Lot Size: 0.3 Acres
- MLS Number: TB8369232
- MLS Name: MFRMLS
- Office Name: KELLER WILLIAMS REALTY- PALM H
- Office Phone: (727) 772-0772
- Listing Agent: Gary Ubaldini
Listings courtesy of Stellar MLS as distributed by MLS GRID.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/29/2025, 10:19:39 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹

$485,000
2029 Winding Oaks Dr
$5,759
closing credit¹
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
Year | Assessment | Property Tax |
---|---|---|
2023 | $145,250 | $1,990 |
2022 | $141,019 | $1,994 |
2021 | $136,912 | $1,994 |
2020 | $135,022 | $2,002 |
2019 | $131,986 | $1,956 |
2018 | $129,525 | $1,925 |
2017 | $126,861 | $1,902 |
History based on county public records data.
Nearby schools
8
Lake St. George Elementary
Public District PK-5
1.0 mi
•2855 County Road 95
10
Elisa Nelson Elementary School
Public Magnet 1-5
1.3 mi
•415 15th St
7
Garrison - Jones Elementary
Public District PK-5
1.5 mi
•3133 Garrison Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $72,417. Residents of Palm Harbor, FL typically earn between $35k-100k each year. Residents typically live in single, no kids family. Most residents in this area have post secondary degree education.
Similar homes for sale
Frequently asked questions
About 2029 Winding Oaks Dr
The listing price of 2029 Winding Oaks Dr property is $485,000.
The property 2029 Winding Oaks Dr is a house located in Palm Harbor, Florida, 34683.
Active Listing: 2029 Winding Oaks Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 2029 Winding Oaks Dr are: Lake St. George Elementary (GreatSchools Rating 8/10), Elisa Nelson Elementary School (GreatSchools Rating 10/10), Garrison - Jones Elementary (GreatSchools Rating 7/10), Plato Academy Palm Harbor Charter School (GreatSchools Rating 8/10), Palm Harbor Middle School (GreatSchools Rating 6/10), Discovery Academy of Science (GreatSchools Rating 8/10), Palm Harbor University High (GreatSchools Rating 8/10), Dunedin High School (GreatSchools Rating 6/10), Countryside High School (GreatSchools Rating 5/10).
According to the records, the last property tax for 2023 is $1,990 (source: MLS/based on county public records data).
The property at 2029 Winding Oaks Dr has 3 bedrooms and 2 bathrooms.
The property 2029 Winding Oaks Dr is 1,860 SqFt (source: MLS/tax record).
The year of construction for 2029 Winding Oaks Dr is 1978.
This home is located at 2029 Winding Oaks Dr in Palm Harbor, FL and zip code 34683 in the Spanish Oaks neighborhood. This 1,860 square foot home, which was built in 1978, sits on a 0.30 acre lot. Features: 3 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since April 3, 2025 and is currently priced at $485,000.
In April 2025 more than 13 listings in Palm Harbor, FL were sold above the asking price. During the same period more than 17 listings were sold at asking price, while more than 80 were sold below. Between March and April 2025, Palm Harbor, FL real estate market has seen increase in the number of listings by 0.9%. While the average time on the market in April 2025 was 62 days, the median list price was $433,650.