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$975,000
3 Days On Site

1002 OAKDALE STREET
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
3,516
SqFt
$277
/SqFt
1973
Built
Subdivision:
WINDERMERE TOWN
County:
Orange
Call Now: 858-692-8066
Is this the listing for you? We can help make it yours.
858-692-8066
1002 OAKDALE STREET1002 OAKDALE STREET1002 OAKDALE STREET1002 OAKDALE STREET
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Monthly Payment (Est.)

$4,448
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$975,000
Days On Site 
3 Days
Bedrooms 
4
Inside Area (SqFt) 
3,516 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.29 Acres
Year Built 
1973
MLS® Number 
TB8495717
Status 
Active
Property Tax 
$8,799
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
4 days agoListing first seen on site
General Features
Acres 
0.29
Attached Garage 
Yes
Direction Faces 
Southwest
Foundation 
Slab
Garage 
Yes
Garage Spaces 
4
Levels 
One
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
5720
Water Source 
Public
Zoning 
SFR
Interior Features
Appliances 
DishwasherMicrowaveRangeRefrigerator
Basement 
Finished
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family Room
Flooring 
CarpetHardwoodTile
Furnished 
Unfurnished
Heating 
Electric
Interior 
Walk-In Closet(s)
Laundry Features 
Inside
Bathroom 2 
Level - FirstDescription - Room10
Bathroom 3 
Level - BasementDescription - Room11
Bedroom 2 
Level - FirstDescription - Room6
Bedroom 3 
Level - FirstDescription - Room7
Bedroom 4 
Level - BasementDescription - Room8
Dining Room 
Level - FirstDescription - Room4
Family Room 
Level - BasementDescription - Room3
Kitchen 
Level - FirstDescription - Room1
Living Room 
Level - FirstDescription - Room2
Master Bathroom 
Level - FirstDescription - Room9
Master Bedroom 
Level - FirstDescription - Room5
Office 
Level - Basement
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Exterior Features
Construction Details 
Stucco
Exterior 
Balcony
Lot Features 
Corner Lot
Patio And Porch 
CoveredDeckFront Porch
Roof 
Shingle
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34786 - Windermere
Roads 
Dirt
Township 
23
Listing courtesy of KELLER WILLIAMS SUBURBAN TAMPA (401) 644-4762



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-04-18 11:21 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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