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$679,000 Just Listed
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Property Description
Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you'll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Step inside and you'll find a beautifully updated kitchen that's truly the heart of the home-perfect for everyday living and entertaining family and friends. The generous living spaces, oversized lot, and prime location make this home an incredible opportunity for anyone looking to enjoy everything Windermere has to offer.
Full Property Details
Full Property Details for 2053 Woody Dr
General
- Price: $679,000
- HOA FEE: $88/month
- HOA FEE FREQ.: Annually
- Taxes: $4,022 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6421738
- Updated: 7/6/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 4
- Interior Features: Primary Bedroom Main Floor, Thermostat
- Fireplace: Yes
- Fireplace(s): Living Room, Wood Burning
- Appliances: Dishwasher, Microwave, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Park, Tennis Court(s), Vehicle Restrictions
Exterior
- Exterior Features: Lighting
- Deck/Patio: Porch
- Porch/Patio/Deck: Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Faces Side
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: WINDERMERE DOWNS
- Driving Directions: From Conroy-Windermere Rd and Apopka-Vineland Rd (CR 535), head west on Conroy-Windermere Rd, turn left on Winter Garden Vineland Rd, right on Lake Butler Blvd, then left on Woody Dr to property.
- Direction Faces: West
School Information
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
Community
- Community Name: 34786 - Windermere
- Community Features: Dock, Lake, Special Community Restrictions
- Optional Amenities: Park, Tennis Court(s), Vehicle Restrictions
- Association: Yes
- Assoc. Name: Windermere Downs Assn Mgmt/Trident Assn
- Assoc. Fees Include: Manager
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Water Connected
Structural Information
- Architectural Info: Ranch
- Architectural Style: Ranch
- Exterior Const.: Wood Frame
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,177
- Sq. Ft. Source: Public Records
- Year Built: 1973
Lot Features
- Property View: Garden
- Lot Size (Acres): 0.38
- Lot Size (Sq. Ft.): 16,352
- Lot Size: 16352
- Street/Road Desc.: Paved
- Fencing (Description): Fenced, Wood
Water Features
- Water Front Desc.: Lake
Financial Considerations
- Association Fee: $1,058
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $4,022.56
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDERMERE DOWNS 4/12 LOT 6
- Flood Zone Info: X
- APN: 42328933200060
- Property ID: 42328933200060
- Block/Lot/Section: X
Listed by Lpt Realty, Llc
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Schools
Schools serving 2053 Woody Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Thornebrooke Elementary School 601 Thornebrooke Drive, Ocoee, FL 34761 | PK-5 | 0.8 mi |
Gotha Middle School 9155 Gotha Road, Windermere, FL 34786 | 6-8 | 0.9 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2053 Woody Dr
Date
Details
Price
Change
Source
7/06/2026
Listed
$679,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 2053 Woody Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,023
6%
$268,695
6%
2024
$3,812
7%
$254,258
3%
2023
$3,553
6%
$246,852
6%
2021
$3,360
-2%
$232,682
-3%
2022
$3,419
2%
$239,662
4%
2021
$3,360
2%
$229,469
2%
2019
$3,284
1%
$224,310
2%
2018
$3,254
2%
$220,128
2%
2017
$3,204
1%
$215,600
2%
2016
$3,176
-2%
$211,166
1%
2015
$3,229
-2%
$209,698
1%
2014
$3,286
2%
$208,034
1%
2013
$3,215
—
$204,960
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2053 Woody Dr
2053 Woody Drive, Windermere, FL 34786 (MLS# O6421738) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 2053 Woody Drive is currently listed for $679,000 and was received on July 06, 2026. Want to learn more about 2053 Woody Drive? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

