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950 S KENTUCKY AVE Winter Park, FL 32789

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$ 799,000
950 S KENTUCKY AVE Winter Park, FL 32789
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950 S KENTUCKY AVE, Winter Park, FL 32789
950 S KENTUCKY AVE, Winter Park, FL 32789,Video Tour
950 S KENTUCKY AVE, Winter Park, FL 32789
950 S KENTUCKY AVE, Winter Park, FL 32789
950 S KENTUCKY AVE, Winter Park, FL 32789
950 S KENTUCKY AVE, Winter Park, FL 32789
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Rich Henderson

Rich Henderson

rich@myrealtorrich.com +1(630) 338-3792
$ 799,000
Est. payment | /mo

4 Beds

3 Baths

2,155 SqFt


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$ 799,000
Est. payment | /mo
Save Virtual Tour

4 Beds

3 Baths

2,155 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 2,155 sqft

Price per Sqft $370

Subdivision Fairbanks Park

MLS Listing ID O6432779

Bedrooms 4

Full Baths 3

HOA Y/N No

Year Built 1941

Annual Tax Amount $6,939

Lot Size 7,840 Sqft

Acres 0.18

Lot Dimensions 75x105

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

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

State FL

County Orange

Community Fairbanks Park

Area 32789 - Winter Park

Zoning R-2

Rooms

Other Rooms Breakfast Room Separate, Florida Room, Inside Utility

Interior

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

Heating Central, Electric, Heat Pump

Cooling Central Air

Flooring Tile, Wood

Furnishings Unfurnished

Fireplace false

Appliance Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer

Laundry Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup

Exterior

Exterior Feature Awning(s), French Doors, Private Entrance, Private Mailbox, Private Yard, Sidewalk

Parking Features Covered, Driveway, On Street, Parking Pad

Fence Chain Link

Community Features Park, Sidewalks, Street Lights

Utilities Available Cable Available, Electricity Connected, Natural Gas Available, Public, Sewer Connected, Underground Utilities, Water Connected

View Y/N Yes

Water Access No

View Park/Greenbelt, Water

Roof Type Shingle

Porch Covered, Front Porch, Patio, Side Porch

Exposure North

Garage false

Private Pool No

Building

Lot Description City Limits, Sidewalk, Street Brick

Story 1

Entry Level One

Foundation Block, Crawlspace

Lot Size Range 0 to less than 1/4

Sewer Public Sewer

Water Public

Architectural Style Cottage

Structure Type Block,Metal Siding

New Construction false

Schools

Elementary Schools Audubon Park K8

Middle Schools Glenridge Middle

High Schools Winter Park High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Special Listing Condition None

Virtual Tour https://my.matterport.com/show/?m=ckA5Khgnkiw

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Gwen Flynn COLDWELL BANKER REALTY
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Rich Henderson
Rich Henderson

Sales Executive | License ID: SL3522272

rich@myrealtorrich.com

+1(630) 338-3792

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950 S KENTUCKY AVE

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Rich Henderson License ID: SL3522272

+1(630) 338-3792 rich@myrealtorrich.com

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