OFF MARKET

Off Market Jun 2019 for $265K

$351,650

Est. refi paymentEst. refi $1,781/mo

•

1,427

sq ft

420 Highfield Rd, Windy Hills, KY 40207

About this home

Public Remarks: LOCATION & LAND! This stunning and immaculately well taken care of home is waiting for you to call home, situated on a quiet street in St. Matthews. Don't let the number of bedrooms dissuade you from looking at this home, this traditional 2 bedroom/1 bath ranch home has additional living space on the back of the house to call a den, office, or even a spare bedroom if needed. There is plenty of storage space & living areas throughout this home, including an unfinished basement with shelving and built-ins throughout. Also, there are many updates to this home including the kitchen, new HVAC system (2016), new roof (2017), fixtures throughout, & updated windows. Elegant hardwood flooring abounds through this home, coupled with many windows and natural light. Finally, step out onto the over-sized deck as you enjoy your HUGE backyard and mature trees. This is the perfect place for hosting gatherings and celebrations. This home is priced to sell and won't last long, come check it out today!

Single-familyProperty Type

1951Year Built

0.74 acresLot Size

$246Est. Price/Sq.Ft.

1 spaceParking

Listed by Timothy Bowman • Woodstone Realty, Inc.

Bought with Debbie Forman, Principal Broker Forman • Forman, Jones & Associates REALTORS

Redfin checked: 2 minutes ago

•Source:Metro Search MLS #1534044

Redfin Estimate

$351,650

$87K since sold in June 2019$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.8% lower than the average sale price ($408K) of 6 comparable homes.

SOLD AUG 14, 2026
$507,000
A
3 beds2 baths2,053 sq ft
736 Wicklow Rd, Windy Hills, KY 40207
Caperton Realty
SOLD JUN 18, 2026
$344,000
B
2 beds2 baths1,360 sq ft
318 Primrose Dr, Saint Matthews, KY 40207
United Real Estate Louisville
SOLD MAY 19, 2026
$535,000
C
3 beds2 baths2,430 sq ft
501 Brookview Rd, Windy Hills, KY 40207
Real Broker, LLC
SOLD JUL 24, 2026
$315,000
D
3 beds1.5 baths1,642 sq ft
805 Stivers Rd, Woodlawn Park, KY 40207
Family Realty LLC
SOLD AUG 18, 2026
$300,000
E
2 beds1.5 baths1,746 sq ft
303 N Hubbards Ln, Saint Matthews, KY 40207
Trueblood Real Estate
SOLD OCT 1, 2025
$447,000
F
3 beds2 baths1,755 sq ft
613 Rudy Ln, Windy Hills, KY 40207
Semonin Realtors

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Earn from this home

Sell

$148,381

Est. take-home

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Refinance

Est. cash available

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Rent

$1,445/mo

Redfin rental estimate

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Market trends in 40207, KY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.1%

0.4% MoM

Median sale price

$450K

$5K MoM

Avg. days on market

29d

7 days MoM

Recently sold homes

149

18 MoM

New listings for sale

NEW 15 HRS AGO
$299,900
3 beds2 baths1,325 sq ft
615 Stivers Rd, Woodlawn Park, KY 40207
BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors
NEW 20 HRS AGO
$995,000
3 beds4.5 baths5,045 sq ft
1618 Two Springs Pl, Windy Hills, KY 40207
Kentucky Select Properties
NEW 20 HRS AGO
$399,900
3 beds2 baths2,349 sq ft
407 Macon Ave, Saint Matthews, KY 40207
BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors
NEW 21 HRS AGO
$395,000
3 beds2 baths1,954 sq ft
221 Ring Rd, Louisville, KY 40207
Family Realty LLC
$380,000
3 beds2.5 baths4,275 sq ft
5817 Prince William St, Saint Matthews, KY 40207
Buckner Real Estate Services, LLC
$325,000
4 beds2 baths1,922 sq ft
309 S Hubbards Ln, Saint Matthews, KY 40207
Buckner Real Estate Services, LLC
$279,000
2 beds2 baths1,540 sq ft
5800 Coach Gate Wynde Apt 295, Windy Hills, KY 40207
Cornerstone Group REALTORS
$272,000
2 beds2 baths1,540 sq ft
5800 Coach Gate Wynde Apt 273, Windy Hills, KY 40207
Cornerstone Group REALTORS
$800,000
5 beds3.5 baths4,455 sq ft
1112 Bentwood Place Ct, Windy Hills, KY 40207
simpler.realestate
$389,900
3 beds1.5 baths1,692 sq ft
3717 Hillsboro Rd, Saint Matthews, KY 40207
DREAM J P Pirtle REALTORS
See all

Provided by Redfin

Sale history for 420 Highfield Rd

Date

Event

Price

Metro Search MLS #1534044

Jun 27, 2019

Sold

$265,000

$186/sq ft

Jun 7, 2019

Pending

—

Jun 5, 2019

Listed

$249,900

$175/sq ft

Metro Search MLS #1232213

May 15, 2009

Sold

$155,000

$109/sq ft

Mar 16, 2009

Listed

$162,000

$114/sq ft

Public Remarks

Here is an opportunity to purchase a home in the much sought after area of Windy Hills at an affordable price. This one owner home is situated on an extra large lot with perennials and mature trees and large patio for outdoor entertaining. The living room has a fireplace and sliding glass doors leading to a large deck overlooking the huge backyard. A glassed-in front porch and a sunroom at the back of the home enlarges the living area. There are hardwood floors in the living room, dining room, bedrooms, and hall and bedroom closets are cedar lined. Replacement windows throughout. Partial unfinished basement. With some updating and cosmetics, this home will be a perfect place to live in a wonderful neighborhood. The seller has had an appraisal done and will be made available to anyone having an interest in the home.

Year

Property tax

Land + Additions

Assessment*

2025

$2,971

$97,200 + $215,720

$312,920

2024

$2,972 (+22.8%)

$97,200 + $215,720

$312,920

2023

$2,421 (−3.0%)

$97,200 + $215,720

$312,920

2022

$2,497 (−8.3%)

$63,000 + $194,270

$257,270

2021

$2,723 (−11.2%)

$63,000 + $194,270

$257,270

2020

$3,066 (+67.2%)

$63,000 + $194,270

$257,270

2019

$1,833 (+1.2%)

$63,000 + $202,000

$265,000

2018

$1,812 (+1.9%)

$23,400 + $138,300

$161,700

2017

$1,778 (+4.0%)

$23,400 + $138,300

$161,700

2015

$1,709 (+10.1%)

$23,400 + $138,300

$161,700

2014

$1,552

$41,000 + $105,770

$146,770

Tax history for 420 Highfield Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,971

$97,200 + $215,720

$312,920

2024

$2,972 (+22.8%)

$97,200 + $215,720

$312,920

2023

$2,421 (−3.0%)

$97,200 + $215,720

$312,920

2022

$2,497 (−8.3%)

$63,000 + $194,270

$257,270

2021

$2,723 (−11.2%)

$63,000 + $194,270

$257,270

2020

$3,066 (+67.2%)

$63,000 + $194,270

$257,270

2019

$1,833 (+1.2%)

$63,000 + $202,000

$265,000

2018

$1,812 (+1.9%)

$23,400 + $138,300

$161,700

2017

$1,778 (+4.0%)

$23,400 + $138,300

$161,700

2015

$1,709 (+10.1%)

$23,400 + $138,300

$161,700

2014

$1,552

$41,000 + $105,770

$146,770

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

100 ft.

Lot depth

267 ft.

Lot size

0.6 Acres

Year renovated

1951

Sq. Ft.

—

Year built

1951

Style

Single Family Residential

County

Jefferson County

APN

21015600190000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 24, 2026.

Property details

Interior

Bedroom Information
Bedrooms Total: 2
First Floor PBR: Yes
# Upper Floor Bedrooms: 0.0
# 2nd Floor Bedrooms: 0.0
# 1st Floor Bedrooms: 2
# Basement Bedrooms: 0.0

Bathroom Information
Bathrooms Full: 1
Bathrooms Half: 0

Kitchen & Dining Information
Dining Room: Yes
Dining Room Level: First
Kitchen: Yes
Kitchen Level: First

Interior Features
# of Rooms: 7

Living Areas
Family Room: Yes
Family Room Level: First
Living Room: Yes
Living Room Level: First

Other Room Information
# of Rooms: 7
Rooms Total: 7
Basement Y/N: Yes
Basement: Unfinished
Bedroom: Yes
Bedroom Level: First
Dining Room: Yes
Dining Room Level: First
Fireplaces Total: 0
Kitchen: Yes
Kitchen Level: First
First Floor Laundry: No
Sitting Room: Yes
Sitting Room Level: First

Room 1 Information
Room 1 Level: First
Room 1 Type: Bedroom

Room 2 Information
Room 2 Level: First
Room 2 Type: Bedroom

Room 3 Information
Room 3 Level: First
Room 3 Type: Kitchen

Room 4 Information
Room 4 Description: Formal
Room 4 Level: First
Room 4 Type: Dining Room

Room 5 Information
Room 5 Level: First
Room 5 Type: Family Room

Room 6 Information
Room 6 Level: First
Room 6 Type: Living Room

Room 7 Information
Room 7 Level: First
Room 7 Type: Sitting Room

Exterior

Lot Description
Lot Size Acres: 0.74
Lot Size Area: 0.74
Lot Size Units: Acres

Property Information
Property Sub Type: Single Family Residence
Residential
Architectural Style: Ranch

Subdivision / Condo Amenities
Subdivision Name: WINDY HILLS

Building Information
Building Area Source: Other
Building Area Total: 1427.0
Stories: 1
Year Built: 1951
Roof: Shingle
Construction Materials: Brick
Above Grade Finished: 1,427
Below Grade Unfin: 658
Living Area: 1427.0

Financial

Tax Information
Tax Block: 0000
Tax Lot: 14

Utilities

Utility Information
Utilities: Electricity Connected

Heating
Heating Y/N: Yes
Heating: Natural Gas

Cooling
Cooling Y/N: Yes
Cooling: Central Air

Location

HOA Information
Association Fee: 0.0

Neighborhood Information
Subdivision Name: WINDY HILLS

Location Information
Directions: Rudy Lane South, right on Highfield Rd.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.6 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: 1951
County: Jefferson County
APN: 21015600190000

Home facts updated by county records on Aug 24, 2026

Around this home

Schools

Dunn Elementary School

Public K-5 • Assigned • 1.0mi

8/10

Kammerer Middle School

Public 6-8 • Assigned • 1.2mi

4/10

Ballard High School

Public 9-12 • Assigned • 1.0mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 103° expected this year, 20 days in 30 years

2/10 Wind Factor

2% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Windy Hills, KY • 40207

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.3 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.

9.3 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$335,000 – $405,000

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simpler.realestate

Home values near 420 Highfield Rd

Data from public records.

Address	Redfin Estimate
425 Highfield Road, Windy Hills, KY - Beds \| - Baths \| - Sq. Ft.	$485,722
429 Highfield Road, Windy Hills, KY 4 Beds \| 2 Baths \| 1997 Sq. Ft.	$398,525

Address	Redfin Estimate
421 Highfield Road, Windy Hills, KY 2 Beds \| 2 Baths \| 2217 Sq. Ft.	$416,564
431 Highfield Road, Windy Hills, KY - Beds \| - Baths \| - Sq. Ft.	$432,026

Address	Redfin Estimate
413 Highfield Road, Windy Hills, KY 4 Beds \| 2 Baths \| 1861 Sq. Ft.	$399,029
417 Highfield Road, Windy Hills, KY 3 Beds \| 2 Baths \| 2580 Sq. Ft.	$450,785

Property information provided by Metro Search MLS when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 40207, KY

Sale history for 420 Highfield Rd

Tax history for 420 Highfield Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 40207

Home values near 420 Highfield Rd

More real estate resources