950 S KENTUCKY AVENUE
Winter Park, FL 32789
$730,000
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 7,890-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 ...
Listing Courtesy of: COLDWELL BANKER REALTY
407-647-1211
Buyer Represented by: NOVA REAL ESTATE SERVICES INC
| Listing Id: | O6432779 |
|---|---|
| List Price: | $799,000 |
| Close Price: | $730,000 |
| Close Date: | 2026-09-01 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Closed |
| Bedrooms Total: | 4 |
| Bathrooms Full: | 3 |
| Living Area: | 2,155 |
| Tax Annual Amount: | $6,940 |
| Lot Size Square Feet: | 7,890 |
| Lot Size Acres: | 0.18 |
| Architectural Style: | Cottage |
| Waterfront?: | No |
| City: | Winter Park |
| County Or Parish: | Orange |
| Subdivision Name: | Fairbanks Park |
| Postal Code: | 32789 |
| Year Built: | 1941 |
| Appliances: | Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer |
| Bathrooms Total Integer: | 3 |
| Building Area Source: | Public Records |
| Building Area Total: | 2215 |
| Building Area Units: | Square Feet |
| Carport Spaces: | 2 |
| Carport?: | Yes |
| Direction Faces: | North |
| Foundation Details: | Block, Crawlspace |
| Construction Materials: | Block, Metal Siding |
| Cooling: | Central Air |
| 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. |
| Elementary School: | Audubon Park K8 |
| Exterior Features: | Awning(s), Private Entrance, Private Mailbox, Private Yard, Sidewalk |
| Fencing: | Chain Link |
| Flooring: | Tile, Wood |
| Furnished: | Unfurnished |
| Community Features: | Park, Sidewalks, Street Lights |
| Heating: | Central, Electric, Heat Pump |
| High School: | Winter Park High |
| 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 |
| Laundry Features: | Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup |
| Levels: | One |
| Ownership: | Fee Simple |
| Living Area Source: | Owner |
| Living Area Units: | Square Feet |
| Lot Features: | City Limits, Sidewalk, Street Brick |
| Lot Size Acres: | 0.18 |
| Lot Size Dimensions: | 75x105 |
| Postal Code Plus4: | 4751 |
| Middle Or Junior School: | Glenridge Middle |
| MLS Area Major: | 32789 - Winter Park |
| MLS Area Major: | 32789 - Winter Park |
| Other Structures: | Guest House |
| Original List Price: | $799,000 |
| Other Equipment: | Private Entrance, Private Yard |
| Parcel Number: | 12-22-29-2556-04-050 |
| Parking Features: | Covered, Driveway, On Street, Parking Pad |
| Patio And Porch Features: | Covered, Front Porch, Patio, Side Porch |
| Pets Allowed: | Yes |
| Stories Total: | 1 |
| Township: | 22 |
| Road Surface Type: | Brick |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional |
| Tax Year: | 2025 |
| Security Features: | Touchless Entry |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| Water Body Name: | LAKE MIDGET |
| State Or Province: | FL |
| Utilities: | Cable Available, Electricity Connected, Natural Gas Available, Public, Sewer Connected, Underground Utilities, Water Connected |
| View: | Park/Greenbelt, Water |
| Water Source: | Public |
| Public Survey Range: | 29 |
| Public Survey Section: | 12 |
| Zoning: | R-2 |
| Possession: | Close Of Escrow |
| Vegetation: | Mature Landscaping, Trees/Landscaped |
| Additional Lease Restrictions: | See city/county lease restrictions and short-term rental requirements. |
| Additional Rooms: | Breakfast Room Separate, Florida Room, Inside Utility |
| Alternate Key Folio Num: | 292212255604050 |
| Association Approval Required Yn: | No |
| Available For Lease Yn: | Yes |
| Backups Requested Yn: | No |
| Building Area Total Srch Sq M: | 205.78 |
| Calculated List Price By Calcula: | 370.77 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6432779?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6432779?w=Customer |
| Dpryn: | Yes |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X* |
| Flood Zone Date: | 2009-09-25 |
| Flood Zone Panel: | 12095C0255F |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | No |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 200.21 |
| Lot Size Square Meters: | 733 |
| Minimum Lease: | 8-12 Months |
| Num Of Own Years Prior To Lse: | 0 |
| Pet Restrictions: | See city/county pet restrictions. |
| Realtor Info: | As-Is, Sign, Termite Bond/Warranty |
| Room Count: | 10 |
| Sdeo yn: | No |
| Total Acreage: | 0 to less than 1/4 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | Yes |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-647-1211 |
| Originating System Name : | Stellar MLS |
| Dock Yn: | No |
| In Law Suite Description: | 1 Bathroom, Detached (ADU), Private Entrance, Studio |
| In Law Suite Total Sq Ft: | 396.00 |
| In Law Suite Under Air Sq Ft: | 396.00 |
| In Law Suite Yn: | Yes |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-08-10 |
Mortgage Calculator
Copyright 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of My Florida Regional MLS DBA Stellar MLS. Real estate listings held by brokerage firms other than the owner of this page include the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on October 21, 2026 10:00 AM - ET
Based on information submitted to the MLS GRID as of October 21, 2026 10:00 AM - ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.
IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.
Property Last Updated: October 21, 2026 10:00 AM - ET
