Home in 1002 Oakdale St Windermere for sale with MLS# TB8495717

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.

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Days on the market

1002 Oakdale St, Windermere, FL 34786

Price
Price:
$975,000.00
Original List Price:
$975,000.00
List Price per Sq Ft (Calculated, Approx.):
$277.3
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
TB8495717
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
3
Additional Rooms:
Den/library/office, Family Room
Measures
Living Area:
3,516 Sqft
Built-Up Area:
5,720 Sqft
Lot Area:
12,801 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Corner Lot
Lot Size Acres:
0.29
Property Features
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dishwasher, Microwave, Refrigerator, Range
Interior:
Walk-In Closet(s), Thermostat
Exterior:
Balcony
Patio and Porch:
Deck, Covered, Front Porch
Laundry:
Inside
Fireplace
Fireplace:
Family Room
Air Conditioning System:
Central Air
Heating System:
Electric
Basement:
Finished
Property Entrance Faces:
Southwest
Construction
Year Built:
1973
Roof:
Shingle
Levels:
One
Construction Materials:
Stucco
Flooring:
Carpet, Tile, Hardwood
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$8,799.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
4
Attached Garage
Utilities
Sewer:
Septic Tank
Utilities Available:
Public
Water Source:
Public
Community
Minimum Lease Term:
No Minimum
Subdivision Name:
WINDERMERE TOWN
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
PLAT OF WINDERMERE G/36 LOT 55
Real Estate Folio Number (Parcel Number):
17-23-28-9336-00-550
Zoning:
SFR
Title to the property is held by owner as:
Fee Simple
Listing History
Originally published on:
April 14, 2026 3:48 pm
Active on the market since:
April 14, 2026
Listing Agreement executed on:
April 13, 2026
Listing Status Last Changed On:
April 14, 2026 3:48 pm
Photos updated on:
April 14, 2026 3:51 pm
Last Modified:
April 15, 2026 10:49 am
Additional Information
Courtesy of:
KELLER WILLIAMS SUBURBAN TAMPA
Attribution:
murraycoleman@kw.com
Road Surface Type:
Dirt
Location
Street Name:
OAKDALE
Street Number:
1002
City:
WINDERMERE
State:
Florida
Zip Code:
34786
County:
Orange
Latitude:
N28° 29' 22.9''
Longitude:
W82° 28' 5.3''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $131,409
Median Home Value $621,300
Median Rent $2,239/mo
Median Age 37
Population 43,700

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of April 15, 2026, 10:49 AM.