Home in 950 S Kentucky Ave Winter Park for sale with MLS# O6432779
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.
950 S Kentucky Ave, Winter Park, FL 32789
- Price:
- $799,000.00
- Original List Price:
- $799,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $370.77
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6432779
- Bedrooms:
- 4
- Bathrooms Total:
- 3
- Full Bath:
- 3
- Additional Rooms:
- Inside Utility, Florida Room, Breakfast Room Separate
- Living Area:
- 2,155 Sqft
- Built-Up Area:
- 2,215 Sqft
- Lot Area:
- 7,890 Sqft
- Lot Size Dimensions and Info:
- 75x105
- Building Area Source:
- Public Records
- Living Area Source:
- Owner
- Lot Features:
- City Limits, Sidewalk, Street Brick
- Lot Size Acres:
- 0.18
- View from the Property:
- Water, Park/greenbelt
- Waterfront:
- No
- Security:
- Touchless Entry
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Electric Water Heater, Range
- Interior:
- Eat-in Kitchen, Ceiling Fans(s), Living Room/dining Room Combo, Open Floorplan, Stone Counters, Solid Wood Cabinets, Crown Molding, Dry Bar, Primary Bedroom Main Floor
- Exterior:
- Awning(s), Private Mailbox, Sidewalk, French Doors, Private Yard, Private Entrance
- Patio and Porch:
- Patio, Covered, Front Porch, Side Porch
- Other Structures:
- Guest House
- Laundry:
- Washer Hookup, Inside, Laundry Closet, Electric Dryer Hookup
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric, Heat Pump
- Fence:
- Chain Link
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping
- Property Entrance Faces:
- North
- Other Equipment:
- Private Entrance, Private Yard
- Water View
- Water View Details:
- Lake
- Year Built:
- 1941
- Roof:
- Shingle
- Architectural Style:
- Cottage
- Levels:
- One
- Construction Materials:
- Block, Metal Siding
- Flooring:
- Tile, Wood
- Number of stories:
- 1
- Foundation Details:
- Crawlspace, Block
- Flood Zone Code:
- X*
- Tax Annual Amount:
- $6,939.71
- Tax Year:
- 2025
- Carport Spaces:
- 2
- Parking Features:
- Driveway, Covered, On Street, Parking Pad
- Carport
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Natural Gas Available, Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Public
- Water Source:
- Public
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?
- Subdivision Name:
- FAIRBANKS PARK
- Community Features:
- Sidewalks, Street Lights, Park
- Senior Community:
- No
- Number of Ownership Years Prior To Lease:
- 0
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Vacant
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- FAIRBANKS PARK O/46 LOT 5 & W 15 FT LOT4 BLK D
- Real Estate Folio Number (Parcel Number):
- 12-22-29-2556-04-050
- Zoning:
- R-2
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Audubon Park K8
- High School:
- Winter Park High
- Middle Or Junior School:
- Glenridge Middle
- Originally published on:
- August 13, 2026 10:26 pm
- Active on the market since:
- August 13, 2026
- Listing Agreement executed on:
- August 10, 2026
- Listing Status Last Changed On:
- August 13, 2026 10:26 pm
- Photos updated on:
- August 13, 2026 10:28 pm
- Last Modified:
- August 13, 2026 10:46 pm
- Courtesy of:
- COLDWELL BANKER REALTY
- Attribution:
- 407-647-1211
- Road Surface Type:
- Brick
- Street Name:
- KENTUCKY
- Street Number:
- 950
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32789
- County:
- Orange
- Latitude:
- N28° 35' 29.1''
- Longitude:
- W82° 38' 17.5''
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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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