950skentuckyavenuewinterparkfl32789
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4 Beds
3 Full baths
2,155SqFt
Active
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 character. 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.
Property Details | ||
|---|---|---|
| Price | $799,000 | |
| Bedrooms | 4 | |
| Full Baths | 3 | |
| Half Baths | 0 | |
| Property Style | Cottage | |
| Lot Size | 75 x 105 | |
| Lot Size Area | 7890 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.18 | |
| Property Type | Residential | |
| Sub type | SingleFamilyResidence | |
| MLS Sub type | Single Family Residence | |
| Features | Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters | |
| Exterior Features | Awning(s), French Doors, Private Entrance, Private Mailbox, Private Yard, Sidewalk | |
| Year Built | 1941 | |
| Subdivision | FAIRBANKS PARK | |
| View | Park/Greenbelt, Water | |
| Roof | Shingle | |
| Waterfront | LAKE MIDGET | |
| Heating | Central, Electric, Heat Pump | |
| Foundation | Block, Crawlspace | |
| Lot Description | City Lot, Sidewalk | |
| Laundry Features | Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup | |
| Parking Description | Covered, Driveway, On Street, Parking Pad | |
Geographic Data | ||
| Directions | 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. | |
| County | Orange | |
| Latitude | 28.591418 | |
| Longitude | -81.361814 | |
| Market Area | 32789 - Winter Park | |
Address Information | ||
| Address | 950 S KENTUCKY AVENUE, WINTER PARK, FL 32789 | |
| Postal Code | 32789 | |
| City | WINTER PARK | |
| State | FL | |
| Country | United States | |
Listing Information | ||
| Listing Office | COLDWELL BANKER REALTY | |
| Listing Agent | Gwen Flynn | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional | |
School Information | ||
| Elementary School | Audubon Park K8 | |
| Middle School | Glenridge Middle | |
| High School | Winter Park High | |
MLS Information | ||
| Days on market | 0 | |
| MLS Status | Active | |
| Listing Date | Aug 13, 2026 | |
| Listing Last Modified | Aug 13, 2026 | |
| Tax ID | 122229255604050 | |
| Tax Year | 2025 | |
| Tax Annual Amount | 6939 | |
| MLS Area | 32789 - Winter Park | |
| MLS # | O6432779 | |
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