152 total properties
Did you mean the neighborhood Winchester?
View 55 Hillcrest Drive Winchester, KY MLS# 26004166
$305,000
5

Beds

2.0

Baths

2,214

Sq.Ft.

55 Hillcrest Drive

Winchester, KY

Bluegrass
View 1045 Early Drive Winchester, KY MLS# 20111875
$300,000
1,675

Sq.Ft.

1045 Early Drive

Winchester, KY

Bluegrass
View 1508 Ford Hampton Road Winchester, KY MLS# 25503339
$300,000
2

Beds

1.0

Baths

1,531

Sq.Ft.

1508 Ford Hampton Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 6261 Ironworks Rd Winchester, KY MLS# 1707493
$300,000
Studio

Beds

0.0

Baths

6261 Ironworks Rd

Winchester, KY

GreaterLouisville
View 18 N Main Street Winchester, KY MLS# 25004978
$299,900

18 N Main Street

Winchester, KY

Bluegrass
View 211 Lindsey Court Winchester, KY MLS# 26003170
  • Recently Listed
1 of 33
$299,500
3

Beds

2.0

Baths

1,790

Sq.Ft.

211 Lindsey Court

Winchester, KY

Bluegrass
View 3056 Irvine Road Winchester, KY MLS# 25017326
$299,000
Studio

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 550 E Broadway Street Winchester, KY MLS# 25018505
$299,000
Studio

Beds

0.0

Baths

550 E Broadway Street

Winchester, KY

Bluegrass
View 3056 Irvine Road Winchester, KY MLS# 25500166
$299,000
Studio

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 119 Tower Lane Winchester, KY MLS# 26003652
  • Recently Listed with Virtual Tour
1 of 59
$299,000
3

Beds

1.0

Baths

1,273

Sq.Ft.

119 Tower Lane

Winchester, KY

Bluegrass
View 24 N Burns Avenue Winchester, KY MLS# 25507536
$298,900
3

Beds

3.1

Baths

2,526

Sq.Ft.

24 N Burns Avenue

Winchester, KY

Bluegrass
View 398 Pine Ridge Road Winchester, KY MLS# 26000601
$295,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

398 Pine Ridge Road

Winchester, KY

Bluegrass
View 398 Pine Ridge Road Winchester, KY MLS# 26000610
$295,000
Studio

Beds

0.0

Baths

398 Pine Ridge Road

Winchester, KY

Bluegrass
View 543 Cunningham Lane Winchester, KY MLS# 26004071
  • Recently Listed
1 of 39
$289,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

543 Cunningham Lane

Winchester, KY

Bluegrass
View 214 S Burns Avenue Winchester, KY MLS# 25506625
$287,000
4

Beds

1.1

Baths

2,116

Sq.Ft.

214 S Burns Avenue

Winchester, KY

Bluegrass
View 149 Winn Ave Winchester, KY MLS# 26000197
$286,000
12

Beds

4.0

Baths

4,010

Sq.Ft.

149 Winn Ave

Winchester, KY

Bluegrass
View 115 Watercrest Circle Winchester, KY MLS# 26002338
$279,950
4

Beds

3.0

Baths

2,112

Sq.Ft.

115 Watercrest Circle

Winchester, KY

Bluegrass
View 404 Wellington Way Winchester, KY MLS# 25505330
$275,700
3

Beds

2.0

Baths

1,682

Sq.Ft.

404 Wellington Way

Winchester, KY

Bluegrass
View 20 Bon-Haven Avenue Winchester, KY MLS# 25500083
$275,000
4

Beds

3.0

Baths

1,850

Sq.Ft.

20 Bon-Haven Avenue

Winchester, KY

Bluegrass
View 800 Interstate Drive Winchester, KY MLS# 20111867
$270,000
Studio

Beds

0.0

Baths

800 Interstate Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

262

Estimated median home price

$270,000
Winchester KY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Kentucky real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, KY.

Homes for Sale by Price in Winchester, KY

PriceCount
$0 - 100K30
$100K - 200K57
$200K - 300K63
$300K - 400K35
$400K - 500K15
$500K - 600K12
$600K - 700K10
$700K - 800K10
$800K - 900K7
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family140
Townhouse7
Condo0
Commercial13
Rental17
Lots and Land81
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms10

(Data as of 3/7/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search Multiple Listing Service. Real Estate listings held by IDX brokers (licensees) other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the name of the IDX brokers.

The information being provided is 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.

© 2026 Metro Search Multiple Listing Service, Inc. All rights reserved.

Data is updated as of 3/8/2026.

Listing data provided courtesy of the Internet Data Exchange Program of Bluegrass REALTORS.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Bluegrass REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is 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.

Data is updated as of 3/8/2026.