299 Winton Ave

Louisville, KY
$ 288,400 Beds 3 Baths 1 Sq 1,355
Monthly Estimate* How much can I afford?

Opportunity awaits! This charming home is ready for your vision and a little TLC to truly shine. A covered front porch welcomes you into a spacious living room featuring hardwood floors and a classic masonry fireplace. The eat-in kitchen offers Mexican-style tile flooring, a bright bay window dining area, and generous counter space. The first floor includes two large bedrooms and a distinctive black-and-white basket weave tiled bath. Upstairs, you'll find a spacious room with pine floors and ample closet space—perfect for a primary suite, office, or flex space. The lower level was finished years ago and, with some updates, has the potential to be a fantastic additional living area once again. It includes a wet bar and half bath in the laundry area. Large lot offers expansion potential!

Active

  • Price
  • $ 288,400
  • City
  • Louisville
  • Bedrooms
  • 3
  • Full Bathrooms
  • 1
  • County
  • Jefferson
  • Half Bathrooms
  • 0
  • Area
  • Clifton-Crescent Hill-St Matthews
  • Lot Size
  • Zip
  • 40206
  • Sqr Footage
  • 1,355
  • Year Built
  • 1942
  • Style
  • Cape Cod
  • MLS#
  • 1725863
Listed By: Weichert Realtors-ABG
Data Source: Metro Search, Inc.

Features

General

Heating Forced Air,Natural Gas
Cooling Wall/Window Unit(s),Central Air
Utilities Electricity Connected,Fuel:Natural
Roof Shingle
Architectural Style Cape Cod
Construction Materials Aluminum Siding
Year Built 1942
Stories Count 2
Property Subtype Single Family Residence
County Jefferson
Property Type Residential
HOA false
Attached Garage false
Subdivision Name CRESCENT HILL
Garage Y/N false
Total Rooms 5
Full Baths 1
Status Active
Directions Brownsboro Rd. to street, house one right.
City Louisville
High School District Jefferson
MLS Area 03-Clifton/Crescent Hill/St Matthews
Lot Size Units Acres
MLS Area Minor 03-Clifton/Crescent Hill/St Matthews
Standard Status Active
Tax Lot 0119

Interior Features

Basement Partially Finished
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 1355
Total Bedrooms 3
LivingAreaSource Other
Total Baths 1

Exterior Features

Fencing None
Parking Features Driveway
Lot Features Level
Water Source Public
Foundation Details Poured Concrete
Building Area Total 1355
Lot Dimensions 52 x 166

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Elizabethtown, KY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School
Middle School
High School Unknown High School

Price History

8/10/2026 Listed $289,900
8/24/2026 1% - $288,400

Property vs Zip Code Average in 40206

Price
AVG $410K
$290K
Year Built
AVG 1938
1942

Areas That We Cover

299 Winton Ave Louisville, KY is a Single Family Home for sale at $288400 with 1355 sqft and a lot size of Acre(s). 299 Winton Ave Louisville has 3 bedrooms, 1 baths and was built in 1942. The property's zip code is 40206 which is in Louisville, KY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.