OFF MARKET

Off Market Sep 2025 for $465K

$470,679

Est. refi paymentEst. refi $2,845/mo

•

2,120

sq ft

4008 Winchester Rd, Saint Matthews, KY 40207

About this home

Public Remarks: 8/2 Under Contract - Will consider backup offers - Welcome to 4008 Winchester Rd in St Matthews! Don't miss your chance to see this beautiful, move-in-ready 4 Bedroom, 3 Full Bath bungalow with a 1st floor Primary Suite and a partially finished Basement! You enter the large Living Room from the front porch offering a big bay window offering tons of natural light, a wood-burning fireplace and built-in shelving. The updated Kitchen in the rear has an eat-in area and gives you access to the rear-facing deck. The Primary suite has a private, ensuite Full Bath and an awesome walk-in closet area that includes a laundry closet and built-ins. There is a 2nd Bedroom on the 1st floor that currently being used as the formal Dining Room. And don't forget the guest Full Bath. Upstairs there are two large Bedrooms with plenty of closet space and the 3rd Full Bath. The basement has a nice Family Room space and enough room for an office or gaming area. There is also a Workout Room that could be a 5th Bedroom (non-conforming; no egress window). The backyard is fully fenced, has plenty of privacy, and has a concrete pad big enough for a one-car garage to go with the concrete driveway. There is also a supplemental parking pad in the front yard. Don't miss your chance to own this wonderful home! It won't last long!!

Single-familyProperty Type

1940Year Built

6,203 sq ftLot Size

$222Est. Price/Sq.Ft.

1 spaceParking

Listed by Phil Moffett • Edelen & Edelen REALTORS

Bought with Whitney Bianchi • Kentucky Select Properties

Redfin checked: 2 minutes ago

•Source:Metro Search MLS #1694244

Redfin Estimate

$470,679

$5,679 since sold in September 2025$21K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.9% higher than the average sale price ($421K) of 6 comparable homes.

SOLD SEP 4, 2026
$413,000
A
4 beds2 baths1,462 sq ft
4015 Springhill Rd, Saint Matthews, KY 40207
simpler.realestate
SOLD AUG 28, 2026
$370,000
B
4 beds2 baths1,618 sq ft
4031 Springhill Rd, Saint Matthews, KY 40207
RE/MAX Premier Properties
SOLD JUN 3, 2026
$492,500
C
3 beds2 baths2,190 sq ft
4025 Springhill Rd, Saint Matthews, KY 40207
Homepage Realty
SOLD MAY 4, 2026
$485,000
D
3 beds3 baths2,474 sq ft
4011 Winchester Rd, Saint Matthews, KY 40207
White Picket Real Estate
SOLD MAY 8, 2026
$385,000
E
3 beds2 baths2,132 sq ft
215 Monohan Dr, Saint Matthews, KY 40207
Lenihan Sotheby's Int'l Realty
SOLD JUL 22, 2026
$378,000
F
3 beds2 baths2,320 sq ft
503 Wallace Ave, Saint Matthews, KY 40207
Kentucky Select Properties

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$76,577

Est. take-home

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Refinance

Est. cash available

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Rent

$1,639/mo

Redfin rental estimate

List your home for rent

Market trends in 40207, KY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.1%

0.0% MoM

Median sale price

$425K

$18K MoM

Avg. days on market

30d

2 days MoM

Recently sold homes

170

0 MoM

New listings for sale

NEW 8 HRS AGO
$499,900
3 beds3 baths2,148 sq ft
3915 Alton Rd, Saint Matthews, KY 40207
RE/MAX Premier Properties
NEW 10 HRS AGO
$329,900
3 beds1 bath1,354 sq ft
313 Iola Rd, Saint Matthews, KY 40207
White Picket Real Estate
NEW 13 HRS AGO
$295,000
3 beds1 bath1,560 sq ft
3535 Warner Ave, Saint Matthews, KY 40207
Schuler Bauer Real Estate Services ERA Powered
OPEN SUN, 2PM TO 4PM
$579,900
4 beds2.5 baths3,203 sq ft
115 Don Allen Rd, Richlawn, KY 40207
White Picket Real Estate
NEW 15 HRS AGO
$425,000
4 beds2 baths2,300 sq ft
4428 Blenheim Rd, Louisville, KY 40207
Semonin Realtors
NEW 15 HRS AGO
$389,000
3 beds2.5 baths1,800 sq ft
609 Wallace Ave, Saint Matthews, KY 40207
Julie Pogue Properties
NEW 15 HRS AGO
$674,840
4 beds3 baths4,810 sq ft
5407 Navajo Rd, Indian Hills, KY 40207
Edelen & Edelen REALTORS
OPEN SUN, 2PM TO 4PM
$359,900
2 beds2 baths1,638 sq ft
210 Cornell Pl, Saint Matthews, KY 40207
simpler.realestate
NEW 1 DAY AGO
$325,000
2 beds2 baths2,189 sq ft
4311 Briarwood Rd, Saint Matthews, KY 40207
Parker & Klein Real Estate
OPEN SUN, 12PM TO 2PM
$565,000
4 beds2.5 baths2,559 sq ft
3909 Gilman Ave, Saint Matthews, KY 40207
Louisville Realty Group
See all

Provided by Redfin

Sale history for 4008 Winchester Rd

Date

Event

Price

Metro Search MLS #1694244

Sep 10, 2025

Sold

$465,000

$219/sq ft

Aug 11, 2025

Pending

—

Aug 2, 2025

Contingent

—

Aug 1, 2025

Listed

$450,000

$212/sq ft

Metro Search MLS #1433987

Dec 24, 2015

Sold

$289,000

$136/sq ft

Nov 11, 2015

Pending

—

Nov 5, 2015

Listed

$289,000

$136/sq ft

+29

Public Remarks

Recently featured as Courier Journal home of the week! Professional decorator advised on the total renovation. Two first floor bedrooms and 2 full bath, exceptional master closet with laundry, gorgeous kitchen, & hardwoods throughout. Two upstairs bedrooms and one full bath, finished lower level has been treated to be dry. Don't miss this house as it backs up to privately owned green space. OPEN SUNDAY 11-8-15 2-4

Metro Search MLS #1265597

May 5, 2010

Sold

$195,900

$92/sq ft

Mar 19, 2010

Listed

$199,900

$94/sq ft

Public Remarks

This is a charming cape cod in St Matthews. The living room has a fireplace with gas logs and a built in book case. The dining room has corner china cabinets and a well lit bay. The first floor has a master suite that includes a sitting room with a laundry closet and full bath. An additional bedroom and bath are on the first floor. French doors from the living room leads to the second floor. This could be a second master suite that includes a sitting room with built ins, a full bath with a soaking tub and a walk in closet. The second floor has charming pine floors while the first floor has traditional oak floors. Updates are numerous that include replacement windows and 92.5% efficient furnace and a/c this month. Owner is a licensed real estate agent.

Public Records

Dec 22, 2009

Sold

$120,000

$57/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$3,784 (+1.0%)

$75,000 + $261,090

$336,090

2024

$3,747 (+10.7%)

$75,000 + $261,090

$336,090

2023

$3,386 (−0.3%)

$75,000 + $261,090

$336,090

2022

$3,398 (−7.4%)

$60,000 + $234,930

$294,930

2021

$3,669 (+9.7%)

$60,000 + $234,930

$294,930

2020

$3,344 (+2.0%)

$60,000 + $234,930

$294,930

2019

$3,277 (+1.2%)

$45,000 + $244,000

$289,000

2018

$3,238 (+1.9%)

$45,000 + $244,000

$289,000

2017

$3,178 (+53.4%)

$45,000 + $244,000

$289,000

2015

$2,071

$45,000 + $244,000

$289,000

2014

$2,071

$37,000 + $158,900

$195,900

Tax history for 4008 Winchester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,784 (+1.0%)

$75,000 + $261,090

$336,090

2024

$3,747 (+10.7%)

$75,000 + $261,090

$336,090

2023

$3,386 (−0.3%)

$75,000 + $261,090

$336,090

2022

$3,398 (−7.4%)

$60,000 + $234,930

$294,930

2021

$3,669 (+9.7%)

$60,000 + $234,930

$294,930

2020

$3,344 (+2.0%)

$60,000 + $234,930

$294,930

2019

$3,277 (+1.2%)

$45,000 + $244,000

$289,000

2018

$3,238 (+1.9%)

$45,000 + $244,000

$289,000

2017

$3,178 (+53.4%)

$45,000 + $244,000

$289,000

2015

$2,071

$45,000 + $244,000

$289,000

2014

$2,071

$37,000 + $158,900

$195,900

*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

—

Lot depth

—

Lot size

6,159 Sq. Ft.

Year renovated

1940

Sq. Ft.

—

Year built

1940

Style

Single Family Residential

County

Jefferson County

APN

22052100430041

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 8, 2026.

Property details

Parking

Parking Information
Parking Features: Driveway, None

Interior

Bedroom Information
Bedrooms Total: 4
First Floor PBR: Yes
Primary Bedroom Level: First
# Upper Floor Bedrooms: 0.0
# 2nd Floor Bedrooms: 2.0
# 1st Floor Bedrooms: 2
# Basement Bedrooms: 0.0
Primary Bedroom: Yes

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 0
Primary Bathroom Level: First
Full Bathroom: Yes
Full Bathroom Level: First
Primary Bathroom: Yes

Kitchen & Dining Information
Kitchen: Yes
Kitchen Level: First

Interior Features
# of Rooms: 9
# of Closets: 9
# of Fireplaces: 1
Fireplaces Total: 1
Fireplaces: Level 1: 1
Fireplace: Yes

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

Den & Office Information
Office: Yes
Office Level: Basement

Other Room Information
# of Rooms: 9
Rooms Total: 12
Basement Y/N: Yes
Basement: Partially Finished
Bedroom: Yes
Bedroom Level: First
Closets: Basement: 1
Fireplaces Total: 1
Full Bathroom: Yes
Full Bathroom Level: First
Kitchen: Yes
Kitchen Level: First
First Floor Laundry: Yes
Other: Yes
Other Level: Basement
Primary Bathroom: Yes
Primary Bathroom Level: First
Primary Bedroom: Yes
Primary Bedroom Level: First

Room 1 Information
Room 1 Description: Big Bay Window, Fireplace, Built-ins
Room 1 Length: 14.00
Room 1 Level: First
Room 1 Type: Living Room
Room 1 Width: 18.00

Room 2 Information
Room 2 Description: Eat-in Area; Opens to Rear Deck
Room 2 Length: 12.00
Room 2 Level: First
Room 2 Type: Kitchen
Room 2 Width: 19.00

Room 3 Information
Room 3 Length: 12.00
Room 3 Level: First
Room 3 Type: Primary Bedroom
Room 3 Width: 13.00

Room 4 Information
Room 4 Description: Big Walk-in Closet; Laundry Closet
Room 4 Length: 11.00
Room 4 Level: First
Room 4 Type: Primary Bathroom
Room 4 Width: 17.00

Room 5 Information
Room 5 Description: Closet
Room 5 Length: 10.00
Room 5 Level: First
Room 5 Type: Bedroom
Room 5 Width: 14.00

Room 6 Information
Room 6 Length: 6.00
Room 6 Level: First
Room 6 Type: Full Bathroom
Room 6 Width: 7.00

Room 7 Information
Room 7 Description: Closet; Closet Cubby
Room 7 Length: 11.00
Room 7 Level: Second
Room 7 Type: Bedroom
Room 7 Width: 12.00

Room 8 Information
Room 8 Description: Linen Closet
Room 8 Length: 4.00
Room 8 Level: Second
Room 8 Type: Full Bathroom
Room 8 Width: 8.00

Room 9 Information
Room 9 Description: 2 Clsets; Built-in Drawers
Room 9 Length: 9.00
Room 9 Level: Second
Room 9 Type: Bedroom
Room 9 Width: 20.00

Room 10 Information
Room 10 Length: 13.00
Room 10 Level: Basement
Room 10 Type: Family Room
Room 10 Width: 15.00

Room 11 Information
Room 11 Length: 9.00
Room 11 Level: Basement
Room 11 Type: Office
Room 11 Width: 11.00

Room 12 Information
Room 12 Description: Closet; Non-conforming 5th Bedroom?
Room 12 Length: 9.00
Room 12 Level: Basement
Room 12 Type: Other
Room 12 Width: 14.00

Exterior

Land Information
Fencing: Full, Chain Link
Fencing: Chain Link: Yes
Fencing: Full: Yes

Lot Description
Lot Features: Cleared, Level
Lot Size Acres: 0.14
Lot Size Area: 0.14
Lot Size Units: Acres
Lot Size Dimensions: 56 x 110
Cleared: Yes
Level: Yes

Property Information
Property Sub Type: Single Family Residence
Residential
Architectural Style: Cape Cod

Subdivision / Condo Amenities
Subdivision Name: WINCHESTER PLACE

Building Information
Building Area Source: List Agent
Building Area Total: 1520.0
Stories: 2
Year Built: 1940
Roof: Shingle
Foundation Details: Poured Concrete
Construction Materials: Aluminum Siding
Above Grade Finished: 1,520
Below Grade Finished: 600
Below Grade Unfin: 300
Living Area: 2120.0

Financial

Tax Information
Tax Block: 0
Tax Lot: 41

Financial Information
Seller Concessions Description: In lieu of repairs
Yes
Closing Costs and Prepaids: 3600

Utilities

Utility Information
# of HVAC Units: 1
# of HVAC Units: 1
Utilities: Electricity Connected, Fuel:Natural

Heating
Heating Y/N: Yes
Heating: Forced Air, Natural Gas

Cooling
Cooling Y/N: Yes
Cooling: Wall/Window Unit(s), Central Air

Location

HOA Information
Association Fee: 0.0

Neighborhood Information
Subdivision Name: WINCHESTER PLACE

School Information
High School District: Jefferson
School District: Jefferson

Location Information
Directions: Breckinridge Lane to Winchester Rd

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 6,159 square feet
Style: Single Family Residential
Year Built: 1940
Year Renovated: 1940
County: Jefferson County
APN: 22052100430041

Home facts updated by county records on Sep 8, 2026

Other

Listing Date Information
Documents Change Timestamp: 2025-10-11T05:17:51Z

Around this home

Schools

St Matthews Elementary School

Public K-5 • Assigned • 0.3mi

7/10

Westport Middle School

Public 6-8 • Assigned • 3.2mi

4/10

Waggener High School

Public 9-12 • Assigned • 0.4mi

1/10

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 105° expected this year, 20 days in 30 years

2/10 Wind Factor

3% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Saint Matthews, 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

$448,000 – $542,000

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New listings for sale in 40207

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Home values near 4008 Winchester Rd

Data from public records.

Address	Redfin Estimate
4019 Winchester Rd, Saint Matthews, KY 4 Beds \| 2 Baths \| 2118 Sq. Ft.	$434,757
4018 Winchester Rd, Saint Matthews, KY 2 Beds \| 1 Baths \| 863 Sq. Ft.	$279,421

Address	Redfin Estimate
4005 Winchester Rd, Saint Matthews, KY 3 Beds \| 2 Baths \| 2070 Sq. Ft.	$395,828
4012 Winchester Rd, Saint Matthews, KY 3 Beds \| 1 Baths \| 1059 Sq. Ft.	$310,450

Address	Redfin Estimate
4017 Winchester Rd, Saint Matthews, KY 2 Beds \| 2 Baths \| 1189 Sq. Ft.	$323,977
4013 Winchester Rd, Saint Matthews, KY 3 Beds \| 2 Baths \| 1476 Sq. Ft.	$361,104

Property information provided by Metro Search MLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 40207, KY

Sale history for 4008 Winchester Rd

Tax history for 4008 Winchester 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 4008 Winchester Rd

More real estate resources