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$792,500
New Listing

825 OAKDALE STREET
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,664
SqFt
$476
/SqFt
1935
Built
Subdivision:
WINDERMERE TOWN
County:
Orange

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825 OAKDALE STREET825 OAKDALE STREET825 OAKDALE STREET825 OAKDALE STREET
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Mortgage Calculator

Monthly Payment (Est.)

$3,616
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

THE ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.

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Listing Snapshot
Price 
$792,500
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
1,664 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.38 Acres
Year Built 
1935
MLS® Number 
O6396351
Status 
Active
Property Tax 
$9,799
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
23 hours agoListing first seen on site
General Features
Acres 
0.38
Carport 
1
Direction Faces 
West
Levels 
One
Pets 
Cats OKDogs OKYes
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
2848
Style 
CottageTraditional
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedWater Connected
Water Source 
PrivateWell
Zoning 
SFR
Interior Features
Appliances 
DishwasherDisposalDryerGas Water HeaterRangeRefrigeratorWasher
Basement 
Crawl Space
Cooling 
Central Air
Flooring 
CarpetLaminateTileWood
Furnished 
Unfurnished
Heating 
CentralElectricHeat Pump
Interior 
Built-in FeaturesVaulted Ceiling(s)
Laundry Features 
Inside
Window Features 
Window CoveringsSkylight(s)BlindsShuttersWindow Treatments
Balcony/Porch/Lanai 
Dimensions - 12x18Level - First
Bathroom 1 
Dimensions - 5x7Level - First
Bedroom 1 
Dimensions - 10.5x10.5Level - FirstFeatures - Ceiling Fan(s)
Bedroom 2 
Dimensions - 10x12.5Level - FirstFeatures - Ceiling Fan(s)
Dinette 
Dimensions - 6.5x10.5Level - First
Dining Room 
Dimensions - 10x16Level - First
Great Room 
Dimensions - 11.5x19.5Level - FirstFeatures - Ceiling Fan(s)
Kitchen 
Dimensions - 11x13Level - FirstFeatures - Breakfast Bar, Pantry, Tile Counters
Living Room 
Dimensions - 10x10Level - FirstFeatures - Ceiling Fan(s)
Master Bathroom 
Dimensions - 12x12Level - FirstFeatures - Double Vanity
Master Bedroom 
Dimensions - 12x18Level - FirstFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
FrameWood Siding
Exterior 
LightingRain GuttersStorage
Fencing 
Wood
Lot Features 
LandscapedLevel
Other Structures 
Storage
Patio And Porch 
CoveredEnclosedRear PorchScreened
Roof 
Shingle
Waterfront Features 
Lake Privileges
Windows/Doors 
Window CoveringsSkylight(s)BlindsShuttersWindow Treatments
Community Features
Community Features 
ParkPlaygroundTennis Court(s)
Financing Terms Available 
CashConventional
MLS Area 
34786 - Windermere
Roads 
Dirt
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Gotha Middle
High School
Olympia High
Listing courtesy of EXP REALTY LLC (407) 758-5263



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: 2026-04-08 09:27 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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