This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/60
$975,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/60
Property Description
Set on a prominent corner lot in one of Windermere's most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by. Recent improvements include a new roof, a fully renovated kitchen, a designer-inspired primary bath, fresh interior and exterior paint, and newer engineered wood flooring, creating a cohesive, move-in ready home with a refined, modern feel. The layout offers expansive living spaces filled with natural light, designed for both everyday comfort and effortless entertaining. The primary suite serves as a true retreat, highlighted by a beautifully reimagined bath featuring a freestanding soaking tub, custom tile work, and a double vanity. Additional living areas and a spacious lower level provide flexibility for a media room, home office, fitness space, or guest accommodations. A rare offering in this location, the property features an impressive 3 bay, 30' long garage on one end and an additional garage bay on the opposite end of the home., ideal for collectors, storage, or workshop needs. Positioned along historic Windermere's signature tree-lined dirt roads, the setting offers a level of charm and privacy that is increasingly hard to find. Residents enjoy exclusive access to city tennis courts and a private dock with entry to the interconnected lake chain that surrounds this community, delivering a true lake lifestyle just moments from home. Seller is offering up to a $25,000 closing cost credit, providing added flexibility and value for buyers. A compelling combination of location, scale, and thoughtful updates-this is Windermere living at its best.
Full Property Details
Full Property Details for 1002 Oakdale St
General
- Price: $975,000
- Taxes: $8,799 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8495717
- Updated: 6/12/2026
- Added to Site: 59 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 12
- Interior Features: Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Family Room
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Engineered Hardwood, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside
Exterior
- Exterior Features: Balcony
- Deck/Patio: Covered, Deck, Front Porch
- Porch/Patio/Deck: Covered, Deck, Front Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 4
- Covered Spaces: 4
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: WINDERMERE TOWN
- Driving Directions: Conroy Windermere Rd, Continue onto E 6th Ave, left onto Oakdale St, Destination will be on the right.
- Direction Faces: Southwest
Community
- Community Name: 34786 - Windermere
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Public
Structural Information
- Exterior Const.: Stucco
- Basement Desc.: Finished
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 3,516
- Sq. Ft. Source: Public Records
- Year Built: 1973
Lot Features
- Lot Size (Acres): 0.29
- Lot Size (Sq. Ft.): 12,801
- Lot Size: 12801
- Street/Road Desc.: Dirt
Financial Considerations
- Tax Amount: $8,799
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: PLAT OF WINDERMERE G/36 LOT 55
- Flood Zone Info: X
- APN: 172328933600550
- Property ID: 172328933600550
- Block/Lot/Section: 36
Listed by Keller Williams Suburban Tampa
Get Pre-Approved Today
Schools
Schools serving 1002 Oakdale St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 1.5 mi |
Gotha Middle School 9155 Gotha Road, Windermere, FL 34786 | 6-8 | 2.8 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 1002 Oakdale St
Date
Details
Price
Change
Source
4/14/2026
Listed
$975,000
—
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 1002 Oakdale St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,799
—
$472,920
-3%
2025
$8,799
1%
$489,350
1%
2024
$8,708
-1%
$485,212
—
2023
$8,838
50%
$483,446
27%
2021
$5,910
-9%
$379,269
-3%
2022
$6,475
10%
$390,647
4%
2021
$5,910
—
$374,033
2%
2019
$5,884
4%
$365,624
2%
2018
$5,632
3%
$358,807
2%
2017
$5,463
—
$351,427
2%
2016
$5,448
-26%
$344,199
-13%
2015
$7,399
60%
$394,094
41%
2014
$4,625
2%
$280,278
1%
2013
$4,525
—
$276,136
—
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 1002 Oakdale St
1002 Oakdale Street, Windermere, FL 34786 (MLS# TB8495717) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1002 Oakdale Street is currently listed for $975,000 and was received on April 14, 2026. Want to learn more about 1002 Oakdale Street? 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.

