45 total properties
Did you mean the neighborhood Winchester?
View 3150 Waterworks Road Winchester, KY MLS# 26013923
$250,000
2,591

Sq.Ft.

3150 Waterworks Road

Winchester, KY

Bluegrass
View 2 Western Avenue Winchester, KY MLS# 26013551
$221,500
2

Beds

1.0

Baths

1,454

Sq.Ft.

2 Western Avenue

Winchester, KY

Bluegrass
View 120 Windsor Drive Winchester, KY MLS# 26013563
$235,000
4

Beds

1.0

Baths

1,609

Sq.Ft.

120 Windsor Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 30 Virginia Avenue Winchester, KY MLS# 26013434
$239,000
3

Beds

1.0

Baths

1,050

Sq.Ft.

30 Virginia Avenue

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 377 Crescent Avenue Winchester, KY MLS# 26013350
$247,500
3

Beds

1.1

Baths

1,533

Sq.Ft.

377 Crescent Avenue

Winchester, KY

Bluegrass
View 14 Cook Avenue Winchester, KY MLS# 26011961
$225,000
3

Beds

2.0

Baths

1,261

Sq.Ft.

14 Cook Avenue

Winchester, KY

Bluegrass
View 104 Bay Hill Drive Winchester, KY MLS# 26012179
$199,000
2

Beds

2.0

Baths

1,200

Sq.Ft.

104 Bay Hill Drive

Winchester, KY

Bluegrass
View 86 Brink Avenue Winchester, KY MLS# 26011897
$225,000
3

Beds

2.0

Baths

1,136

Sq.Ft.

86 Brink Avenue

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26011564
$199,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 5127 Combs Ferry Road Winchester, KY MLS# 26011064
$225,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 301 Snowden Drive Winchester, KY MLS# 26010643
$210,000
3

Beds

1.0

Baths

1,386

Sq.Ft.

301 Snowden Drive

Winchester, KY

Bluegrass
View 123 Sunset Heights Winchester, KY MLS# 26009360
$249,900
3

Beds

2.0

Baths

1,446

Sq.Ft.

123 Sunset Heights

Winchester, KY

Bluegrass
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$199,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
View 3056 Irvine Road Winchester, KY MLS# 26007074
$250,000
Studio

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 41 Hiawatha Trail Winchester, KY MLS# 26006789
$188,500
3

Beds

1.0

Baths

950

Sq.Ft.

41 Hiawatha Trail

Winchester, KY

Bluegrass
View 3934 Trapp-Goffs Corner Road Winchester, KY MLS# 26005737
$225,000
Studio

Beds

0.0

Baths

3934 Trapp-Goffs Corner Road

Winchester, KY

Bluegrass
View 190 Privacy Lane Winchester, KY MLS# 25501332
$235,000
Studio

Beds

0.0

Baths

190 Privacy Lane

Winchester, KY

Bluegrass
View 155 Spring Ridge Way Winchester, KY MLS# 26005457
$188,500
Studio

Beds

0.0

Baths

155 Spring Ridge Way

Winchester, KY

Bluegrass
View 130 E Broadway Street Winchester, KY MLS# 26004331
$235,000
4

Beds

3.0

Baths

2,445

Sq.Ft.

130 E Broadway Street

Winchester, KY

Bluegrass
View 500 Hidden Hills Way Winchester, KY MLS# 26004000
$204,900
3

Beds

2.0

Baths

1,120

Sq.Ft.

500 Hidden Hills Way

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

296

Estimated median home price

$275,950
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 - 100K39
$100K - 200K56
$200K - 300K66
$300K - 400K48
$400K - 500K21
$500K - 600K17
$600K - 700K11
$700K - 800K12
$800K - 900K5
$900K - 1M2
$1M - Max19

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family163
Townhouse4
Condo0
Commercial14
Rental20
Lots and Land97
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms9

(Data as of 7/25/2026)

Information deemed reliable but not guaranteed.

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 7/25/2026.