158 total properties
Did you mean the neighborhood Winchester?
View 113 Mayfair Court Winchester, KY MLS# 26005413
$42,500
Studio

Beds

0.0

Baths

113 Mayfair Court

Winchester, KY

Bluegrass
View 105 Bella Court Winchester, KY MLS# 26005419
$42,500
Studio

Beds

0.0

Baths

105 Bella Court

Winchester, KY

Bluegrass
View 108 Dorset Lane Winchester, KY MLS# 26005320
$42,500
Studio

Beds

0.0

Baths

108 Dorset Lane

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 128 Bay Hill Drive Winchester, KY MLS# 26005243
$200,000
3

Beds

2.0

Baths

1,289

Sq.Ft.

128 Bay Hill Drive

Winchester, KY

Bluegrass
View 23 Kittison Drive Winchester, KY MLS# 25503252
$235,000
3

Beds

2.0

Baths

1,346

Sq.Ft.

23 Kittison Drive

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26004556
$209,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 1450 Ford Road Winchester, KY MLS# 26004572
$69,900
Studio

Beds

0.0

Baths

1450 Ford Road

Winchester, KY

Bluegrass
View 1407 Ironworks Road Winchester, KY MLS# 26004591
$249,900
3

Beds

2.0

Baths

1,530

Sq.Ft.

1407 Ironworks Road

Winchester, KY

Bluegrass
View 1860 Ford Road Winchester, KY MLS# 26004497
$79,950
2

Beds

1.0

Baths

825

Sq.Ft.

1860 Ford Road

Winchester, KY

Bluegrass
View 130 E Broadway Street Winchester, KY MLS# 26004331
$265,000
4

Beds

3.0

Baths

2,445

Sq.Ft.

130 E Broadway Street

Winchester, KY

Bluegrass
View 52 Judy Ann Court Winchester, KY MLS# 26004202
$165,000
3

Beds

1.1

Baths

1,312

Sq.Ft.

52 Judy Ann Court

Winchester, KY

Bluegrass
View 280 Pine Ridge Road Winchester, KY MLS# 26004070
$260,000
3

Beds

1.0

Baths

1,296

Sq.Ft.

280 Pine Ridge Road

Winchester, KY

Bluegrass
View 59 Holiday Road Winchester, KY MLS# 26004165
$209,900
3

Beds

1.0

Baths

1,050

Sq.Ft.

59 Holiday Road

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
View 730 Byrd Avenue Winchester, KY MLS# 26004038
$145,000
3

Beds

1.0

Baths

1,160

Sq.Ft.

730 Byrd Avenue

Winchester, KY

Bluegrass
View 120 Duclair Drive Winchester, KY MLS# 22024065
$110,000
Studio

Beds

0.0

Baths

120 Duclair Drive

Winchester, KY

Bluegrass
View 150 Duclair Drive Winchester, KY MLS# 22024072
$110,000
Studio

Beds

0.0

Baths

150 Duclair Drive

Winchester, KY

Bluegrass
View 160 Duclair Drive Winchester, KY MLS# 22024074
$110,000
Studio

Beds

0.0

Baths

160 Duclair Drive

Winchester, KY

Bluegrass
View 200 Duclair Drive Winchester, KY MLS# 22024092
$110,000
Studio

Beds

0.0

Baths

200 Duclair Drive

Winchester, KY

Bluegrass
View 270 Duclair Drive Winchester, KY MLS# 22024100
$100,000
Studio

Beds

0.0

Baths

270 Duclair Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

298

Estimated median home price

$264,950
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 - 100K36
$100K - 200K72
$200K - 300K66
$300K - 400K38
$400K - 500K20
$500K - 600K13
$600K - 700K12
$700K - 800K15
$800K - 900K4
$900K - 1M2
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family163
Townhouse5
Condo0
Commercial14
Rental14
Lots and Land97
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home0
Farms7

(Data as of 4/23/2026)

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 4/23/2026.