297 total properties
Did you mean the neighborhood Winchester?
View 104 Jackson Ferry Road Winchester, KY MLS# 26005196
$275,000
4

Beds

2.0

Baths

2,417

Sq.Ft.

104 Jackson Ferry Road

Winchester, KY

Bluegrass
View 168 Buckingham Lane Winchester, KY MLS# 26006049
$339,900
4

Beds

2.1

Baths

2,358

Sq.Ft.

168 Buckingham Lane

Winchester, KY

Bluegrass
View 208 4th Street Winchester, KY MLS# 25501100
$130,000
2

Beds

1.0

Baths

1,254

Sq.Ft.

208 4th Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 250 Spencer Lane Winchester, KY MLS# 26005958
$67,500
Studio

Beds

0.0

Baths

250 Spencer Lane

Winchester, KY

Bluegrass
View 32 Hays Street Winchester, KY MLS# 26005996
$89,900
3

Beds

2.0

Baths

32 Hays Street

Winchester, KY

Bluegrass
View 4590 Four Mile Road Winchester, KY MLS# 25501424
$129,900
Studio

Beds

0.0

Baths

4590 Four Mile Road

Winchester, KY

Bluegrass
View 504 Harvard Drive Winchester, KY MLS# 26005860
$250,000
4

Beds

2.0

Baths

1,739

Sq.Ft.

504 Harvard Drive

Winchester, KY

Bluegrass
View 13 Arlington Road Winchester, KY MLS# 26005875
$235,000
4

Beds

2.0

Baths

1,431

Sq.Ft.

13 Arlington Road

Winchester, KY

Bluegrass
View 160 Rector Lane Winchester, KY MLS# 26005903
$84,900
Studio

Beds

0.0

Baths

160 Rector Lane

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 1911 Trapp-Goffs Cor Road Winchester, KY MLS# 26005750
$460,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

1911 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 404 Mount Vernon Drive Winchester, KY MLS# 26005794
$149,000
2

Beds

2.0

Baths

1,360

Sq.Ft.

404 Mount Vernon Drive

Winchester, KY

Bluegrass
View 2225 Old Boonesboro Road Winchester, KY MLS# 26004523
$289,900
3

Beds

2.0

Baths

1,995

Sq.Ft.

2225 Old Boonesboro Road

Winchester, KY

Bluegrass
View 6595 Mt Sterling Road Winchester, KY MLS# 26005579
$609,900
5

Beds

4.0

Baths

4,515

Sq.Ft.

6595 Mt Sterling Road

Winchester, KY

Bluegrass
View 345 Providence Lane Winchester, KY MLS# 26005598
$1,115,000
Studio

Beds

0.0

Baths

345 Providence Lane

Winchester, KY

Bluegrass
View 190 Privacy Lane Winchester, KY MLS# 25501332
$249,000
Studio

Beds

0.0

Baths

190 Privacy Lane

Winchester, KY

Bluegrass
View 1025 Colby Road Winchester, KY MLS# 26005455
$575,000
Studio

Beds

0.0

Baths

1025 Colby Road

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 514 Hidden Hills Way Winchester, KY MLS# 26005461
$229,900
3

Beds

2.0

Baths

1,120

Sq.Ft.

514 Hidden Hills Way

Winchester, KY

Bluegrass
View 2366 Ironworks Road Winchester, KY MLS# 26005485
$220,000
3

Beds

2.0

Baths

1,530

Sq.Ft.

2366 Ironworks Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

298

Estimated median home price

$269,500
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 - 200K68
$200K - 300K67
$300K - 400K39
$400K - 500K20
$500K - 600K14
$600K - 700K12
$700K - 800K15
$800K - 900K4
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family164
Townhouse5
Condo0
Commercial14
Rental15
Lots and Land96
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home0
Farms7

(Data as of 4/20/2026)

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 4/21/2026.