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1960 WINTER PARK ROAD
WINTER PARK FL 32789 US

$899,000

Active Listing ID O6406091
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3 bed
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3.00 Bath (3 Full)
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Lot: 0.24 Acres
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Single Family Residence

$899,000

Active Listing ID O6406091
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1960 WINTER PARK ROAD Discover the perfect canvas for your dream home at 1960 Winter Park Road! With utilities and sewer connected, plus a complete roof replacement in 2019, newer gutters with gutter guards added in 2020, and various new appliances and thoughtful upgrades since, this ¼-acre lot presents the ideal opportunity to either build new, or remodel. Zoned for the highly esteemed Audubon K-8 School, this property offers an ideal location nestled in one of the most coveted pockets of Winter Park. Stroll down the brick-lined street and land at East End market, Kelly’s Homemade Ice Cream, and all the shops and restaurants along the vibrant Corrine Drive corridor; walk around the corner to Blue Jacket Park; or venture North just 2.5 miles to discover the cultural delights of Park Avenue in downtown Winter Park. The existing 1940's home is still bursting with charm and potential. From the moment you arrive, the circular paver driveway and inviting front porch set the tone for a home that balances warmth and functionality. The main residence offers 2 bedrooms and 2 bathrooms across 1, 500+ square feet, complemented by a detached 1-bedroom, 1-bath guest cottage. Ideal for extended stays, a private office, hobby space, or flexible living arrangements, the detached cottage presents endless possibilities, with enough space available for creative modifications to suit your needs. A paver 2-car parking pad off the circular drive allows room for temporary or long-term guests, with the added convenience of private entry to the detached dwelling via a paved walkway through the side gate. The main home is well-laid-out, with multiple living & dining spaces to make everyday living and entertaining a breeze, all anchored by hardwood flooring throughout. A spacious, paver side patio and large rear deck offer separate, gated outdoor living areas for versatility and enjoyment, while the rear deck overlooks a private, fenced-in backyard just waiting to be transformed into the perfect Florida oasis. If you are looking to land just a few minutes from downtown Orlando and downtown Winter Park, with easy Access to I-4…this is the location for you!

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Property Features

  • Facts
  • Lot Size: 0.24 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • Cooling System: Central Air
  • Exterior Finish: Fencing, French Doors, Rain Gutters, Sidewalk
  • Floor Covering: Tile, Tile - Ceramic, Wood
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating)

School Information

  • School
  • Audubon Park K-8(MiddleSchool)
  • Winter Park High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 899000
  • unparsedaddress: 1960 WINTER PARK ROAD
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32789
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.24
  • lotsizeunits: Acres
  • lotsizearea: 0.24
  • livingarea: 1864
  • livingareaunits: Square Feet
  • latitude: 28.579118
  • longitude: -81.345975
  • listagentfullname: MaryStuart Day
  • listagentemail: marystuart@dayresidential.com
  • listagentkey: 3yd-MFRMLSFL-261071696
  • listagentmlsid: 261071696
  • listagentpreferredphone: 4076208683
  • listagentofficephone: 4076441234
  • listofficekey: 3yd-MFRMLSFL-51588
  • listagentstatelicense: 3017236
  • listofficemlsid: 51588
  • 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: 1948
  • listingcontractdate: 2026-05-07
  • listagenturl: https://www.FannieHillman.com
  • countyorparish: Orange
  • parcelnumber: 07-22-30-1252-09-160
  • highschool: Winter Park High
  • appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Frame, Metal Siding
  • flooring: Tile, Tile - Ceramic, Wood
  • heating: Central, Electric (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-in Closet(s), Window Treatments
  • exteriorfeatures: Fencing, French Doors, Rain Gutters, Sidewalk
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
  • securityfeatures: Security System, Smoke Detector(s)
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.34598, 28.579119
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Fannie Hillman + Associates, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"marystuart@dayresidential.com", "ListBrokerageCity":"Winter Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Scott@fanniehillman.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/95/162135/20110510162737676.png", "ListBrokerageName":"Fannie Hillman + Associates, Inc.", "ListBrokeragePhone":"(407) 644-1234", "ListBrokeragePostalCode":"32789", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"205 W Fairbanks Ave.", "ListBrokerageWebsiteUrl":"https://www.FannieHillman.com", "ListOfficeAddress1":"205 W Fairbanks Ave", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Winter Park", "ListOfficeCountry":"US", "ListOfficeEmail":"scott@fanniehillman.com", "ListOfficePostalCode":"32789", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINTER PARK, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1960-Winter-Park-Rd_Winter-Park_FL_32789_M61717-28577?f=listhub&s=MFRMLSFL&m=O6406091&c=rexren", "MLSModificationTimestamp":"2026-05-08T22:26:09Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":7103.3, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/9/2026 6:07:01 PM GMT
Source Updated Date: 5/10/2026 12:36:50 PM GMT

Courtesy of: MaryStuart Day, FANNIE HILLMAN & ASSOCIATES, marystuart@dayresidential.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.