Sell Your Home
Get a free home valuation
Contact
Tell us about your needs

950 S KENTUCKY AVENUE

House For Sale
$799,000

BTC: 12.34548826

ETH: 419.94281630

2 days
4 bds
3 ba
2,155 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Covered / Driveway / On Street / Parking Pad
Year Built:
1941
Lot:
0.18 Acres
Heating:
Central / Electric / Heat Pump
Price/sqft:
$371
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$776,000
$607K – $820K
Confidence Low
List vs. estimate
$23K above estimate
List $799,000 · +3.0%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$370
-11.6% vs. city median $419
Based on
5 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$6,939
2025
View
Park/Greenbelt, Water
Pets
Allowed
All facts and features
  • Flooring

    • Tile

    • Hardwood

    Heating

    • Central

    • Electric

    • Heat Pump

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Disposal

    • Dryer

    • Electric Water Heater

    • Microwave

    • Range

    • Refrigerator

    • Washer

    Other interior 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

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Full bathrooms: 3

  • Parking

    • Covered

    • Driveway

    • On Street

    • Parking Pad

    Property

    • Levels: One

    • Exterior Features: Awning(s) / French Doors / Private Entrance / Private Mailbox / Private Yard / Sidewalk

    Lot

    • Lot: 0.18 Acres

    Other Property Information

    • Parcel Number: 122229255604050

    • Zoning: R-2

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Electricity Connected

    • Natural Gas Available

    • Public

    • Sewer Connected

    • Street Lights

    • Underground Utilities

    • Water Connected

  • Other financial information

    • Annual tax amount: $6,940

  • Source details

    • MLS ID: O6432779

    Other facts

    • Construction Materials: Block / Metal Siding

    • Foundation Details: Block / Crawlspace

    • Laundry Features: Electric Dryer Hookup / Inside / Laundry Closet / Washer Hookup

    • Lot Features: City Lot / Sidewalk

    • Patio And Porch Features: Covered / Front Porch / Patio / Side Porch

    • Direction Faces: North

    • Other Structures: Guest House

    • Architectural Style: Cottage

    • Water Body Name: LAKE MIDGET

    • Living Area: 2155

    • Water Source: Public

    • Lot Size Dimensions: 75 x 105

    • Subdivision Name: FAIRBANKS PARK

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

For Sale
$739,000
Condo/Co-op
2 bds · 2 ba · 1,311 sqft
PARK WEST CONDO, WINTER PARK
250 CAROLINA AVENUE UNIT 205
New
For Sale
$669,000
House
2 bds · 1 ba · 1,107 sqft
LAKE KNOWLES TERRACE, WINTER PARK
1409 SUNSET DRIVE
New
For Sale
$745,000
Multi-family
4 bds · 2,586 sqft
PINECREST ADD, ORLANDO
1509 WOODWARD STREET
New
For Sale
$615,000
Townhouse
3 bds · 2 ba · 1,486 sqft
PRINCETON STREET LOFTS, ORLANDO
523 W PRINCETON STREET
New
For Sale
$850,000
House
2 bds · 2 ba · 1,540 sqft
LAKE KNOWLES TERRACE ADD 02, WINTER PARK
1431 PALM AVENUE
New
For Sale
$699,000
House
4 bds · 2 ba · 1,478 sqft
AUDUBON PARK TANAGER SEC, ORLANDO
3510 CHELSEA STREET
New
For Sale
$997,500
Lots/Land
0.55 acres
COLONIAL PARK, ORLANDO
1707 WELTIN STREET
New
For Sale
$800,000
House
4 bds · 4 ba · 2,096 sqft
H H DICKSON SUB, ORLANDO
1512 OREGON STREET

Market around this address

Live counts in the same area.
View all

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: COLDWELL BANKER REALTY