1002 OAKDALE STREET WINDERMERE FL 34786 MLS #TB8495717

1002 OAKDALE STREET
WINDERMERE, FL, 34786
$975,000
4 Beds
3 Baths
3,516 SqFt
0.29 Acres
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MLS #TB8495717 image #0
Under contract-accepting backup offers. 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.

Property Details

Price:
$975,000
MLS #:
TB8495717
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786windermere
Listed Date:
Apr 14, 2026
Finished Sq Ft:
3,516
Total Sq Ft:
5,720
Lot Size:
12,801 sqft / 0.29 acres (approx)
Year Built:
1973
34786 – Windermere34786windermereWindermere TownBuyer/buyer Agent Responsible To Verify With Orange County Rules And Regulations.No Minimum

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Schools

Interior

Appliances
Dishwasher, Microwave, Range, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Engineered Hardwood, Tile
Heating
Electric
Interior Features
Thermostat, Walk-In Closet(s)
Laundry Features
Inside
Levels
One

Exterior

Attached Garage YN
1
Construction Materials
Stucco
Covered Spaces
4
Direction Faces
Southwest
Exterior Features
Balcony
Garage Spaces
4
Lot Features
Corner Lot
Patio And Porch Features
Covered, Deck, Front Porch
Roof
Shingle

Financial

Tax Year
2025
Taxes
$8,799

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Apr 25, 2026
288
Single Family Listed
97
Avg DOM
457
Avg $ / SqFt
$2,227,156
Avg List Price

Property Summary

    Located in the WINDERMERE TOWN subdivision, 1002 OAKDALE STREET WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $975,000 and features 4 beds, 3 baths, and has approximately 3,516 square feet of living space, and was originally constructed in 1973. The current price per square foot is $277. The average price per square foot for Single Family listings in WINDERMERE is $457. The average listing price for Single Family in WINDERMERE is $2,227,156. To schedule a showing of MLS#tb8495717 at 1002 OAKDALE STREET in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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1002 OAKDALE STREET
WINDERMERE, FL