184 total properties
Did you mean the neighborhood Winchester?
View 37 Ashland Avenue Winchester, KY MLS# 26006776
$139,000
2

Beds

1.0

Baths

904

Sq.Ft.

37 Ashland Avenue

Winchester, KY

Bluegrass
View 415 L E Junction Road Winchester, KY MLS# 26006620
$205,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

415 L E Junction Road

Winchester, KY

Bluegrass
View 117 4th Street Winchester, KY MLS# 25501219
$10,000
Studio

Beds

0.0

Baths

117 4th Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 201 Prescott Lane Winchester, KY MLS# 26006371
$259,900
3

Beds

2.0

Baths

1,304

Sq.Ft.

201 Prescott Lane

Winchester, KY

Bluegrass
View 174 Cook Avenue Winchester, KY MLS# 26006389
$139,900
2

Beds

1.0

Baths

986

Sq.Ft.

174 Cook Avenue

Winchester, KY

Bluegrass
View 3610 Stamper Drive Winchester, KY MLS# 26006288
$239,900
3

Beds

2.0

Baths

1,148

Sq.Ft.

3610 Stamper Drive

Winchester, KY

Bluegrass
View 4247 Basin Springs Road Winchester, KY MLS# 26006060
$170,000
Studio

Beds

0.0

Baths

4247 Basin Springs Road

Winchester, KY

Bluegrass
View 29 Euclid Avenue Winchester, KY MLS# 26006180
$190,000
3

Beds

2.0

Baths

1,498

Sq.Ft.

29 Euclid Avenue

Winchester, KY

Bluegrass
View 4700 Four Mile Road Winchester, KY MLS# 25501428
$54,900
Studio

Beds

0.0

Baths

4700 Four Mile Road

Winchester, KY

Bluegrass
View 471 Goose Creek Road Winchester, KY MLS# 26006002
$160,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

471 Goose Creek Road

Winchester, KY

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

Beds

1.0

Baths

1,254

Sq.Ft.

208 4th Street

Winchester, KY

Bluegrass
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 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 404 Mount Vernon Drive Winchester, KY MLS# 26005794
$139,000
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

About Winchester

Listings in Winchester, KY

303

Estimated median home price

$269,000
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 - 100K36
$100K - 200K70
$200K - 300K72
$300K - 400K39
$400K - 500K23
$500K - 600K12
$600K - 700K10
$700K - 800K15
$800K - 900K3
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family173
Townhouse4
Condo0
Commercial15
Rental18
Lots and Land95
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home0
Farms6

(Data as of 4/29/2026)

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 4/29/2026.