Skip to content
Property for sale at 1002 OAKDALE STREET, WINDERMERE, FL, 34786

1002 Oakdale StreetWindermere, FL, 34786

4beds
3baths
3,516sqft
Single Family Residence
Built in 1973
$890,000
Sold
Price per sqft
$253
Sold on
Aug 11, 2026
MLS #TB8495717Updated Aug 12, 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.

Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can share what this home sold for, and find you comparable properties still on the market.
+1 (407) 490-0475
No pressure. Your details stay private.

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

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided 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.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

EventPrice
SoldMLS #TB8495717$890,000
Price reducedMLS #TB8495717$950,000Change: −2.6%−$25,000
Listed for saleMLS #TB8495717$975,000
History may be incomplete.
Explore nearby sales

Location

Recent sales nearby

Property for sale at 1002 OAKDALE STREET, WINDERMERE, FL, 34786
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.