1002 Oakdale Street, WINDERMERE, FL

$950,000

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4

Beds

3

Baths

3,516

Square feet

0.29

Acres

About 1002 Oakdale Street

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.

Features of 1002 Oakdale Street

MLS® # TB8495717
Price $950,000
Sold Price $890,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 3,516
Acres 0.29
Year Built 1973
Type Residential
Sub-Type Single Family Residence
Status Sold
Taxes $8,799
Sold Date 2026-08-11

Community Information

Address 1002 Oakdale Street
Area Windermere
Subdivision WINDERMERE TOWN
City WINDERMERE
County Orange
State FL
Zip Code 34786

Amenities

# of Garages 4
Is Waterfront No
Has Pool No

Interior

Interior Features Thermostat, Walk-In Closet(s)
Appliances Dishwasher, Microwave, Range, Refrigerator
Heating Electric
Cooling Central Air
Fireplace Yes
Fireplaces Family Room

Exterior

Exterior Features Balcony
Lot Description Corner Lot
Roof Shingle
Foundation Slab

Other Information

Date Listed April 14th, 2026
Days on Market 102
Zoning SFR
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeKELLER WILLIAMS SUBURBAN TAMPA

Listing Map

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