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825 OAKDALE STREET
WINDERMERE FL 34786 US

$792,500

Active Listing ID O6396351
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3 bed
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2.00 Bath (2 Full)
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Lot: 0.38 Acres
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Single Family Residence

$792,500

Active Listing ID O6396351
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825 OAKDALE STREET 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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Property Features

  • Facts
  • Lot Size: 0.38 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Level, Unpaved, Fencing, French Doors, Lighting, Rain Gutters, Storage
  • Floor Covering: Carpet, Laminate, Tile, Wood
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating), Heat Pump (Heating)

School Information

  • School
  • Windermere Elem(Elementary)
  • Gotha Middle(MiddleSchool)
  • Olympia High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 792500
  • unparsedaddress: 825 OAKDALE STREET
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.38
  • lotsizeunits: Acres
  • lotsizearea: 0.38
  • livingarea: 1664
  • livingareaunits: Square Feet
  • latitude: 28.491752
  • longitude: -81.531901
  • listagentfullname: Mildred Hershiser
  • listagentemail: dakjones@me.com
  • listagentkey: 3yd-MFRMLSFL-261200545
  • listagentmlsid: 261200545
  • listagentpreferredphone: 4077585263
  • listagentofficephone: 8888838509
  • listofficekey: 3yd-MFRMLSFL-261015010
  • listagentstatelicense: 3208754
  • listofficemlsid: 261015010
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1935
  • listingcontractdate: 2026-04-07
  • listagenturl: http://www.orlandopowersearch.com
  • countyorparish: Orange
  • parcelnumber: 17-23-28-9336-01-040
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Frame, Wood Siding
  • flooring: Carpet, Laminate, Tile, Wood
  • heating: Central, Electric (Heating), Heat Pump (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Carport
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Thermostat, Vaulted Ceiling(s), Window Treatments
  • exteriorfeatures: Level, Unpaved, Fencing, French Doors, Lighting, Rain Gutters, Storage
  • architecturalstyle: Cottage
  • rooms: Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Bedroom 3, Dining Room, Great Room, Kitchen, Living Room
  • securityfeatures: Smoke Detector(s)
  • otherstructures: Storage
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.5319, 28.491753
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"eXp Realty LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"dakjones@me.com", "ListBrokerageCity":"Jacksonville", "ListBrokerageCountry":"US", "ListBrokerageEmail":"adminfl@exprealty.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/c6fdd871eb7511dfbe2300219b994c72/20101108160457523.png", "ListBrokerageName":"eXp Realty LLC", "ListBrokeragePhone":"(888) 883-8509", "ListBrokeragePostalCode":"32256", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"10752 DEERWOOD PARK BLVD. SUITE 100", "ListBrokerageWebsiteUrl":"http://www.orlandopowersearch.com", "ListOfficeAddress1":"422 Main St #1", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Windermere", "ListOfficeCountry":"US", "ListOfficeEmail":"A.Shahin.broker@exprealty.net", "ListOfficePostalCode":"34786", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Cottage, Traditional - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/825-Oakdale-St_Windermere_FL_34786_M66108-09854?f=listhub&s=MFRMLSFL&m=O6396351&c=rexren", "MLSModificationTimestamp":"2026-04-07T11:02:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9799, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/7/2026 5:08:18 PM GMT
Source Updated Date: 4/12/2026 6:49:20 AM GMT

Courtesy of: Mildred Hershiser, EXP REALTY LLC, dakjones@me.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.