825 OAKDALE STREET WINDERMERE FL 34786 MLS #O6396351

825 OAKDALE STREET
WINDERMERE, FL, 34786
$792,500
3 Beds
2 Baths
1,664 SqFt
0.38 Acres
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MLS #O6396351 image #0
Under contract-accepting backup offers. Back on the market no fault of the home! 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.

Property Details

Price:
$792,500
MLS #:
O6396351
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786windermere
Listed Date:
Apr 7, 2026
Finished Sq Ft:
1,664
Total Sq Ft:
2,848
Lot Size:
16,749 sqft / 0.38 acres (approx)
Year Built:
1935
WaterfrontLakefrontTennisPrimary Bedroom Main Floor34786 – Windermere34786windermereWindermere TownWindermere ElemGotha MiddleOlympia HighButler Chain Of LakesSee Orange County For Lease Restrictions7 MonthsPets Allowed

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Schools

Elementary School:
Windermere Elem
Middle School:
Gotha Middle
High School:
Olympia High

Interior

Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Refrigerator, Washer, Water Filtration System
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate, Tile, Hardwood
Heating
Central, Electric, Heat Pump
Interior Features
Built-in Features, Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Skylight(s), Thermostat, Vaulted Ceiling(s), Window Treatments
Laundry Features
Inside
Levels
One

Exterior

Architectural Style
Cottage, Traditional
Community Features
Dock, Lake, Water Access, Golf Carts OK, Park, Playground, Tennis Court(s)
Construction Materials
Wood Frame, Wood Siding
Covered Spaces
1
Direction Faces
West
Exterior Features
French Doors, Irrigation System, Lighting, Rain Gutters, Storage
Fencing
Wood
Lot Features
Landscaped, Level
Other Structures
Storage
Patio And Porch Features
Covered, Enclosed, Rear Porch, Screened
Roof
Shingle
Security Features
Smoke Detector(s)
Waterfront Features
Lake
Window Features
Blinds, Shutters, Window Treatments

Financial

Tax Year
2025
Taxes
$9,799

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Apr 29, 2026
290
Single Family Listed
97
Avg DOM
461
Avg $ / SqFt
$2,249,900
Avg List Price

Property Summary

    Located in the WINDERMERE TOWN subdivision, 825 OAKDALE STREET WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $792,500 and features 3 beds, 2 baths, and has approximately 1,664 square feet of living space, and was originally constructed in 1935. The current price per square foot is $476. The average price per square foot for Single Family listings in WINDERMERE is $461. The average listing price for Single Family in WINDERMERE is $2,249,900. To schedule a showing of MLS#o6396351 at 825 OAKDALE STREET in WINDERMERE, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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