Home in 825 Oakdale St Windermere for sale with MLS# O6396351
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.
825 Oakdale St, Windermere, FL 34786
- Price:
- $792,500.00
- Original List Price:
- $792,500.00
- List Price per Sq Ft (Calculated, Approx.):
- $476.26
- Listing Type:
- For Sale
- Status:
- Pending (An offer has been accepted)
- Contract Status:
- Financing, Inspections
- Previous Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6396351
- Bedrooms:
- 3
- Bathrooms Total:
- 2
- Full Bath:
- 2
- Additional Rooms:
- Inside Utility, Formal Dining Room Separate, Great Room
- Living Area:
- 1,664 Sqft
- Built-Up Area:
- 2,848 Sqft
- Lot Area:
- 16,749 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Level, Unpaved, Landscaped
- Lot Size Acres:
- 0.38
- Waterfront:
- No
- Security:
- Smoke Detector(s)
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Refrigerator, Washer, Gas Water Heater, Range, Water Filtration System
- Interior:
- Vaulted Ceiling(s), Built-in Features, Ceiling Fans(s), Kitchen/family Room Combo, Thermostat, Window Treatments, Primary Bedroom Main Floor
- Exterior:
- Lighting, Rain Gutters, French Doors, Storage
- Patio and Porch:
- Screened, Covered, Rear Porch, Enclosed
- Windows:
- Blinds, Skylight(s), Shutters, Window Treatments, Skylight(s)
- Other Structures:
- Storage
- Laundry:
- Inside
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric, Heat Pump
- Fence:
- Wood
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping, Oak Trees
- Property Entrance Faces:
- West
- Road Responsibility:
- Public Maintained Road
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake - Chain Of Lakes
- Water Extras
- Water Extra Details:
- Sailboat Water, Skiing Allowed
- Year Built:
- 1935
- Roof:
- Shingle
- Architectural Style:
- Traditional, Cottage
- Levels:
- One
- Construction Materials:
- Frame, Wood Siding, Wood Siding
- Flooring:
- Carpet, Tile, Wood, Laminate
- Foundation Details:
- Crawlspace
- Flood Zone Code:
- X
- Tax Annual Amount:
- $9,799.00
- Tax Year:
- 2025
- Carport Spaces:
- 1
- Carport
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Electricity Connected, Natural Gas Connected, Water Connected, Broadband/High Speed Internet Available, Sprinkler Well
- Water Source:
- Well, Private
- Minimum Lease Term:
- 7 Months
- Pets Allowed?:
- Yes, Dogs Ok, Cats Ok
- Subdivision Name:
- WINDERMERE TOWN
- Community Features:
- Park, Tennis Court(s), Playground, Golf Carts Ok
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Owner
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- PLAT OF WINDERMERE G/36 LOT 104
- Real Estate Folio Number (Parcel Number):
- 17-23-28-9336-01-040
- Zoning:
- SFR
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Lincoln Avenue Academy
- High School:
- Olympia High
- Middle Or Junior School:
- Gotha Middle
- Originally published on:
- April 7, 2026 3:00 pm
- Active on the market since:
- April 7, 2026
- Listing Agreement executed on:
- April 7, 2026
- Purchase Contract Date:
- April 11, 2026
- Listing Status Last Changed On:
- April 13, 2026 11:27 pm
- Photos updated on:
- April 7, 2026 3:02 pm
- Last Modified:
- April 13, 2026 11:28 pm
- Courtesy of:
- EXP REALTY LLC
- Attribution:
- 888-883-8509
- Road Surface Type:
- Dirt
- Street Name:
- OAKDALE
- Street Number:
- 825
- City:
- WINDERMERE
- State:
- Florida
- Zip Code:
- 34786
- County:
- Orange
- Latitude:
- N28° 29' 30.3''
- Longitude:
- W82° 28' 5.2''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
Air Quality
Source: AirNow.gov · Orlando
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