

1002 Oakdale StreetWindermere, FL, 34786
- Price per sqft
- $253
- Sold on
- Aug 11, 2026
About this property
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 open to negotiating a closing cost credit, providing added flexibility and value for buyers for closing costs or rate buy down.
A compelling combination of location, scale, and thoughtful updates—this is Windermere living at its best.

Property details
- Property type
- Single Family Residence
- Street address
- 1002 Oakdale Street
- City
- Windermere
- State
- FL
- ZIP code
- 34786
- Year built
- 1973
- New construction
- No
- Faces
- Southwest
- Rooms
- 12
- Living area
- 3,516 sqft
- Total building area
- 5,720 sqft
- Levels
- One
Price & sale history
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| SoldMLS #TB8495717 | $890,000 | Not applicable | |
| Price reducedMLS #TB8495717 | $950,000Change: −2.6%−$25,000 | −2.6%−$25,000 | |
| Listed for saleMLS #TB8495717 | $975,000 | Not applicable |
Location
Recent sales nearby






















