OFF MARKET

Off Market Sep 2021 for $235K

$376,319

•

3,168

sq ft

5431 Winding Rd, Louisville, KY 40214

About this home

Public Remarks: HUGE Price Drop! This 4 Bed 3 1/2 Bath on a tranquil 2.2 acre wooded lot is a one of a kind property in Jefferson county! Positioned close to Iroquois Park and offering a 4 car garage with 4 parking spaces plus a wonderful in-ground pool with patio & deck surround, this is truly a find. Formal Living Room and Formal Dining Rooms both feature light colors and plenty of natural light. Eat in Kitchen is spacious with lovely views of the surrounding woods & inviting fireplace in the dining area. All four bedrooms are nicely sized, one with its own access to the back of the property. Three full bathrooms on the upper level. On the lower level you'll find a large Family Room with another fireplace with brick elevated hearth and built in bookshelves. There is also a kitchenette with laundry and half bath. The back of the home is an outdoor enthusiast's dream with lush foliage for privacy and the huge pool with pool liner that is just 2 years old, new filters, and solar cover, winter cover, and all chemicals to remain. The fencing makes it easy to contain small pets and children, but the property line extends far beyond. The windows were all replaced 10 years ago and the roof 2 years ago. Spacious & ready for your custom finishes. Hurry and schedule your showing today.

Single-familyProperty Type

1960Year Built

2.12 acresLot Size

$119Est. Price/Sq.Ft.

4 car garageParking

Listed by Jason Switzer • Keller Williams Louisville

Bought with Tracy French - Real Estate Consultant French • RE/MAX Premier Properties

Bought with Jim Hill • RE/MAX Premier Properties

Redfin checked: 2 minutes ago

•Source:Metro Search MLS #1590830

Redfin Estimate

$376,319

$141K since sold in September 2021$11K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.9% higher than the average sale price ($275K) of 6 comparable homes.

SOLD MAY 12, 2026
$370,000
A
4 beds4 baths3,539 sq ft
333 Kenwood Hill Rd, Louisville, KY 40214
Homepage Realty
SOLD MAY 13, 2026
$329,900
B
3 beds2.5 baths2,412 sq ft
609 Wilderness Rd, Louisville, KY 40214
Segrest Flaherty Realtors LLC
SOLD JUN 12, 2026
$150,000
C
3 beds2 baths2,334 sq ft
5337 Lost Trl, Louisville, KY 40214
simpler.realestate
SOLD MAY 15, 2026
$185,000
D
3 beds2 baths3,168 sq ft
5331 Lost Trl, Louisville, KY 40214
Jewell REALTORS
SOLD APR 14, 2026
$329,000
E
3 beds3 baths3,935 sq ft
322 Kenwood Hill Rd, Louisville, KY 40214
Local Realty LLC
SOLD OCT 10, 2025
$285,000
F
3 beds2.5 baths2,396 sq ft
6814 Homestead Dr, Louisville, KY 40214
Key Point Realty

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Earn from this home

Sell

$182,634

Est. take-home

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Rent

$1,297/mo

Redfin rental estimate

List your home for rent

Market trends in 40214, KY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.3%

+0.1% MoM

Median sale price

$243K

$3K MoM

Avg. days on market

39d

1 days MoM

Recently sold homes

161

15 MoM

New listings for sale

NEW 27 HRS AGO
$219,999
3 beds1 bath1,253 sq ft
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Trueblood Real Estate
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$350,000
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Reserve Realty Group
$195,000
2 beds2 baths1,308 sq ft
603 Brookline Ave, Louisville, KY 40214
simpler.realestate
$280,000
4 beds1.5 baths1,617 sq ft
1121 Hennepin Dr, Louisville, KY 40214
New Era Real Estate
3D WALKTHROUGH
$260,000
3 beds1 bath1,050 sq ft
2300 Parkwood Rd, Louisville, KY 40214
Weichert Realtors - ABG
$330,000
4 beds3 baths2,359 sq ft
2304 Stephan Ln, Louisville, KY 40214
EXP Realty LLC
$200,000
2 beds2 baths1,614 sq ft
508 Kingston Ave, Louisville, KY 40214
RE Solutions LLC
$170,000
2 beds1 bath708 sq ft
625 Gheens Ave, Louisville, KY 40214
Semonin Realtors
$124,900
2 beds1 bath921 sq ft
3008 Treeview Ct, Louisville, KY 40214
Schuler Bauer Real Estate Services ERA Powered
$175,000
3 beds1 bath1,582 sq ft
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RE/MAX Real Estate Champions
See all

Provided by Redfin

Sale history for 5431 Winding Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,241 (+43.6%)

$72,050 + $264,520

$336,570

2024

$2,953 (−4.3%)

$72,050 + $264,520

$336,570

2023

$3,087 (−1.3%)

$44,750 + $185,250

$230,000

2022

$3,128 (−5.1%)

$44,750 + $185,250

$230,000

2021

$3,294 (+32.3%)

$44,750 + $185,250

$230,000

2020

$2,489 (+2.4%)

$44,750 + $224,710

$269,460

2019

$2,430 (+0.4%)

$39,000 + $181,450

$220,450

2018

$2,421 (+1.6%)

$39,000 + $181,450

$220,450

2017

$2,383 (+3.0%)

$39,000 + $181,450

$220,450

2016

$2,313 (−0.3%)

$39,300 + $174,470

$213,770

2015

$2,319 (−1.4%)

$39,300 + $174,470

$213,770

2014

$2,353

$39,300 + $174,470

$213,770

2013

$2,354

$39,300 + $174,470

$213,770

Tax history for 5431 Winding Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,241 (+43.6%)

$72,050 + $264,520

$336,570

2024

$2,953 (−4.3%)

$72,050 + $264,520

$336,570

2023

$3,087 (−1.3%)

$44,750 + $185,250

$230,000

2022

$3,128 (−5.1%)

$44,750 + $185,250

$230,000

2021

$3,294 (+32.3%)

$44,750 + $185,250

$230,000

2020

$2,489 (+2.4%)

$44,750 + $224,710

$269,460

2019

$2,430 (+0.4%)

$39,000 + $181,450

$220,450

2018

$2,421 (+1.6%)

$39,000 + $181,450

$220,450

2017

$2,383 (+3.0%)

$39,000 + $181,450

$220,450

2016

$2,313 (−0.3%)

$39,300 + $174,470

$213,770

2015

$2,319 (−1.4%)

$39,300 + $174,470

$213,770

2014

$2,353

$39,300 + $174,470

$213,770

2013

$2,354

$39,300 + $174,470

$213,770

*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

—

Lot depth

—

Lot size

2.11 Acres

Year renovated

1960

Sq. Ft.

—

Year built

1960

Style

Single Family Residential

County

Jefferson County

APN

13062J01160000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 8, 2026.

Property details

Parking

Parking Information
Garage Spaces: 4.0
Parking Features: Attached

Interior

Bedroom Information
Bedrooms Total: 4
First Floor PBR: No
# Upper Floor Bedrooms: 0.0
# 2nd Floor Bedrooms: 4.0
# 1st Floor Bedrooms: 0.0
# Basement Bedrooms: 0.0

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

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

Interior Features
# of Rooms: 10
# of Closets: 11
# of Fireplaces: 2
Fireplaces Total: 2
Fireplaces: Level 1: 1
Fireplaces: Level 2: 1
Fireplace: Yes

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

Other Room Information
# of Rooms: 10
Rooms Total: 10
Basement Y/N: Yes
Basement: Finished
Bedroom: Yes
Bedroom Level: Second
Dining Room: Yes
Dining Room Level: Second
Fireplaces Total: 2
Kitchen: Yes
Kitchen Level: Second
Laundry: Yes
Laundry Level: First
First Floor Laundry: No
Other: Yes
Other Level: First

Room 1 Information
Room 1 Length: 13.20
Room 1 Level: Second
Room 1 Type: Bedroom
Room 1 Width: 14.90

Room 2 Information
Room 2 Length: 15.30
Room 2 Level: Second
Room 2 Type: Bedroom
Room 2 Width: 11.00

Room 3 Information
Room 3 Length: 11.40
Room 3 Level: Second
Room 3 Type: Bedroom
Room 3 Width: 12.60

Room 4 Information
Room 4 Length: 10.60
Room 4 Level: Second
Room 4 Type: Bedroom
Room 4 Width: 13.20

Room 5 Information
Room 5 Description: Formal
Room 5 Level: Second
Room 5 Type: Dining Room

Room 6 Information
Room 6 Description: Formal
Room 6 Level: Second
Room 6 Type: Living Room

Room 7 Information
Room 7 Description: Eat in Kitchen
Room 7 Level: Second
Room 7 Type: Kitchen

Room 8 Information
Room 8 Level: First
Room 8 Type: Family Room

Room 9 Information
Room 9 Description: Kitchenette
Room 9 Level: First
Room 9 Type: Other

Room 10 Information
Room 10 Level: First
Room 10 Type: Laundry

Exterior

Land Information
Fencing: Chain Link
Fencing: Chain Link: Yes

Lot Description
Lot Features: Wooded
Lot Size Acres: 2.12
Lot Size Area: 2.12
Lot Size Units: Acres
Wooded: Yes

Property Information
Property Sub Type: Single Family Residence
Residential
Architectural Style: Bi-Level

Subdivision / Condo Amenities
Subdivision Name: KENWOOD HEIGHTS

Building Information
Building Area Source: Appraiser
Building Area Total: 2068.0
Stories: 2
Year Built: 1960
Roof: Shingle
Foundation Details: Poured Concrete
Construction Materials: Wood Frame, Brick
Above Grade Finished: 2,068
Below Grade Finished: 1,100
Below Grade Unfin: 213
Living Area: 3168.0

Financial

Tax Information
Tax Block: 062J
Tax Lot: 0116

Utilities

Utility Information
Utilities: Electricity Connected

Heating
Heating Y/N: Yes
Heating: Natural Gas

Cooling
Cooling Y/N: Yes
Cooling: Central Air

Location

Neighborhood Information
Subdivision Name: KENWOOD HEIGHTS

School Information
High School District: Jefferson
School District: Jefferson

Location Information
Directions: I-65 South to 264 West, Take Exit 8 Right on National Turnpike, Left on Southside Dr., Right on Woodmore Ave,, Right onto Winding Rd., House is on Left

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2.11 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: 1960
County: Jefferson County
APN: 13062J01160000

Home facts updated by county records on Sep 8, 2026

Around this home

Schools

Kenwood Elementary School

Public K-5 • Assigned • 1.0mi

3/10

Frederick Law Olmsted Academy South

Public 6-8 • Assigned • 1.4mi

3/10

Iroquois High School

Public 9-12 • Assigned • 1.6mi

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

4/10 Heat Factor

5 days above 105° expected this year, 14 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Louisville, KY • 40214

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 9.5 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

9.5 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$358,000 – $433,000

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Home values near 5431 Winding Rd

Data from public records.

Address	Redfin Estimate
5427 Winding Rd, Louisville, KY - Beds \| - Baths \| - Sq. Ft.	$522,304
5404 Winding Rd, Louisville, KY 2 Beds \| 2 Baths \| 2894 Sq. Ft.	$282,460

Address	Redfin Estimate
5425 Winding Rd, Louisville, KY 4 Beds \| 2 Baths \| 2924 Sq. Ft.	$329,911
5406 Winding Rd, Louisville, KY 3 Beds \| 2 Baths \| 1900 Sq. Ft.	$279,209

Address	Redfin Estimate
5416 Winding Rd, Louisville, KY 4 Beds \| 3 Baths \| 3500 Sq. Ft.	$361,626
5420 Winding Rd, Louisville, KY 5 Beds \| 2 Baths \| 2559 Sq. Ft.	$315,131

Property information provided by Metro Search MLS when last listed in 2021. 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 40214, KY

Sale history for 5431 Winding Rd

Tax history for 5431 Winding Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 40214

Home values near 5431 Winding Rd

More real estate resources