View 26 Holiday Road Winchester, KY MLS# 26028523
  • Recently Listed
1 of 60
$255,000
3

Beds

1.0

Baths

1,135

Sq.Ft.

26 Holiday Road

Winchester, KY

Bluegrass
View 13 Euclid Avenue Winchester, KY MLS# 26028494
  • Recently Listed
1 of 54
$250,000
3

Beds

2.0

Baths

1,893

Sq.Ft.

13 Euclid Avenue

Winchester, KY

Bluegrass
View 317 Vanover Way Winchester, KY MLS# 26025070
$249,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

317 Vanover Way

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 506-513 N Main Street Winchester, KY MLS# 26027255
$249,900
550

Sq.Ft.

506-513 N Main Street

Winchester, KY

Bluegrass
View 59 Hillcrest Drive Winchester, KY MLS# 26020680
$249,000
4

Beds

2.0

Baths

1,996

Sq.Ft.

59 Hillcrest Drive

Winchester, KY

Bluegrass
View 127 Bay Hill Drive Winchester, KY MLS# 26022409
$249,000
3

Beds

2.1

Baths

1,664

Sq.Ft.

127 Bay Hill Drive

Winchester, KY

Bluegrass
View 48 Bon-Haven Avenue Winchester, KY MLS# 26029418
  • Recently Listed
1 of 34
$249,000
3

Beds

2.0

Baths

1,512

Sq.Ft.

48 Bon-Haven Avenue

Winchester, KY

Bluegrass
View 54 Locust Drive Winchester, KY MLS# 26023633
$244,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

54 Locust Drive

Winchester, KY

Bluegrass
View 1128-1130 Dale Drive Winchester, KY MLS# 26000922
$239,000
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 102 Quail Ridge Road Winchester, KY MLS# 26025942
$239,000
3

Beds

2.1

Baths

1,856

Sq.Ft.

102 Quail Ridge Road

Winchester, KY

Bluegrass
View 9999 Kiddville Road Winchester, KY MLS# 26027224
$229,900
0.0

Baths

9999 Kiddville Road

Winchester, KY

Bluegrass
View 30 Virginia Avenue Winchester, KY MLS# 26013434
$229,000
3

Beds

1.0

Baths

1,050

Sq.Ft.

30 Virginia Avenue

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 1 N Main Street Winchester, KY MLS# 26019968
$225,000
1,900

Sq.Ft.

1 N Main Street

Winchester, KY

Bluegrass
View 115 Quail Ridge Road Winchester, KY MLS# 26025201
$225,000
3

Beds

2.1

Baths

1,522

Sq.Ft.

115 Quail Ridge Road

Winchester, KY

Bluegrass
View 106 Quail Ridge Road Winchester, KY MLS# 26028482
  • Recently Listed
1 of 29
$221,000
3

Beds

2.0

Baths

1,665

Sq.Ft.

106 Quail Ridge Road

Winchester, KY

Bluegrass
View 119 Tower Lane Winchester, KY MLS# 26023896
$220,000
3

Beds

1.0

Baths

1,272

Sq.Ft.

119 Tower Lane

Winchester, KY

Bluegrass
View 15 Maryland Avenue Winchester, KY MLS# 26027559
$220,000
3

Beds

1.0

Baths

1,140

Sq.Ft.

15 Maryland Avenue

Winchester, KY

Bluegrass
View 3686 Crowe Ridge Road Winchester, KY MLS# 26016689
$219,900
0.0

Baths

3686 Crowe Ridge Road

Winchester, KY

Bluegrass
View 528 Estes Drive Winchester, KY MLS# 26018492
$219,900
3

Beds

2.0

Baths

1,904

Sq.Ft.

528 Estes Drive

Winchester, KY

Bluegrass
View 106 McClure Road Winchester, KY MLS# 26020972
$219,900

106 McClure Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

209

Estimated median home price

$289,900
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 - 200K36
$200K - 300K46
$300K - 400K27
$400K - 500K17
$500K - 600K12
$600K - 700K13
$700K - 800K6
$800K - 900K4
$900K - 1M1
$1M - Max17

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family115
Townhouse3
Condo0
Commercial14
Rental20
Lots and Land67
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms7

(Data as of 11/1/2026)

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 11/2/2026.

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 11/2/2026.