Active Open Sunday 08/16 12 PM-3 PM

950 S Kentucky Avenue

WINTER PARK, FL 32789
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Bed 4

Bed

Bath 3

Bath

SqFt2,155

Sqft

Acres0.18

Acre(Lot)

Rare Winter Park Opportunity | City-Approved 4,338 SF Buildable Area | R-2 Zoning | Detached Guest House Just a very short walk to Park Avenue, with restaurants, cafés, wine bars and boutiques within steps in virtually every direction, 950 S. Kentucky Avenue offers an exceptional combination of location, land, flexibility and future potential. Set on a 7,875-square-foot R-2 lot overlooking little Lake Midget and Park, the property allows for 4,338 square feet of buildable area, as approved by the City of Winter Park. The existing property is a charming mid-century residence on a brick-paved, tree-lined street. The block is distinguished by a mix of mature homes and beautiful new custom residences, including several striking modern homes that complement the neighborhood’s established char acter. The existing 2,155-square-foot home offers four bedrooms and three baths, including a detached one-bedroom, one-bath guest house with cabinetry already in place to complete a kitchenette. The detached guest house adds an unusual degree of versatility, whether used for guests, extended family, a private office or potential rental income. The current home can be enjoyed with some updating and improvements, allowing a new owner to take the time needed to create their ultimate vision. It features hardwood floors and distinctive historic crown molding salvaged from a Winter Park renovation. The kitchen overlooks the backyard and features a granite island and newer stainless appliances. A side entry from the tandem two-car carport leads into a practical mudroom with a tucked-away laundry closet. The spacious yard offers room for gardens, recreation, outdoor living and potentially a future pool. Recent improvements include a new roof in 2024, updated A/C in 2018, newer appliances and a transferable termite bond. Natural gas is available on-site. The location is truly special. Park Avenue and Central Park are a quick stroll away, while favorites including Croissant Gourmet, Ravenous Pig, Sushi Saint, Fiddler’s Green and Winter Park Playhouse are all within an easy walk. Rollins College, the Saturday Farmers Market, Hannibal Square and the many shops and restaurants of downtown Winter Park are also nearby. Families will also appreciate access to highly regarded Winter Park schools, including Audubon Park School (K–8) and Winter Park High School. Whether you choose to update and enjoy the existing home, use the guest house for additional flexibility or income, or ultimately create a new custom residence, 950 S. Kentucky Avenue offers a wonderful opportunity to live in the heart of Winter Park.

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Detail Ic Property Details

Property Type : Residential

Price : $799,000

AD Id : 89518442

MLS Id : MFRO6432779

Beds : 4

Lot Size : 0.18 Acre

Living Area Size : 2,155

Year Built : 1941

County : Orange

Subdivision: Fairbanks Park

Open House Open House

  • 08/16 12 PM-3 PM
  • Map Map

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Interior Features

    Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters Roof: Shingle Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer Laundry Features: Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup

    Roofing Information

    Shingle
  • Flooring Information

    Flooring: Tile, Wood Construction Materials: Block, Metal Siding
  • Heating & Cooling

    Heating: Central, Electric, Heat Pump Cooling: Central Air WaterSource: Public

  • Building Information

    Year Built: 1941
  • Exterior Features

    Awning(s), French Doors, Private Entrance, Private Mailbox, Private Yard, Sidewalk Construction Materials: Block, Metal Siding Foundation Details: Block, Crawlspace

  • Lot Information

    Lot Dimensions: 75x105 Lot Description: City Limits, Sidewalk, Street Brick Lot Square Feet: 7890 Lot Acres: 0.18 Lot Size (SqMt): 733

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Cottage

  • Listing Price Information

    Original List Price:$799000

  • Tax Information

    Tax Block: D Tax Book Number: O-46 Tax Lot: 5 Tax Legal Description: FAIRBANKS PARK O/46 LOT 5 & W 15 FT LOT4 BLK D Annual Tax: $6939.71 Tax Year: 2025 Parcel Number: 12-22-29-2556-04-050

  • Parking Information

    Covered, Driveway, On Street, Parking Pad

  • School Information

    Elementary School: Audubon Park K8 Junior High School: Glenridge Middle Senior High School: Winter Park High
  • Utility Information

    Cable Available, Electricity Connected, Natural Gas Available, Public, Sewer Connected, Underground Utilities, Water Connected Sewer: Public Sewer Water Source: Public
  • Location Information

    Subdivision: FAIRBANKS PARK City: WINTER PARK Direction: From I-4 take Fairbanks Ave exit #87. Head east on W. Fairbanks Ave. (SR-426 E). In 1 mile turn right on Ward Ave. Continue 900 ft. on S Kentucky Ave. Home is on the right - 950 S Kentucky Ave. From Park Ave. Winter Park, turn right on W Fairbanks Ave/426. In 0.3 miles turn left on S. Denning Dr. In 500 ft. turn right on S Kentucky Ave. The home will be on the left - 950 S Kentucky Ave.
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Nearby Home Value

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708 Balmoral Road, Winter Park, FL, 32789 $1,590,000 4 3 2,786 2,786 SqFt
1841 Lake Spier Drive, Winter Park, FL, 32789 $1,498,000 3 4 2,467 2,467 SqFt
1836 Grinnell Terrace, Winter Park, FL, 32789 $999,000 3 2 1,907 1,907 SqFt
1870 Walker Avenue, Winter Park, FL, 32789 $1,199,000 3 3 2,046 2,046 SqFt
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ByOwner last updated this listing 08/15/2026 @ 18:20

MLS: MFRMLS #O6432779 LISTED BY: Gwen Flynn, COLDWELL BANKER REALTY 407-647-1211 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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