244 total properties
Did you mean the neighborhood Winchester?
View 107 Gibson Way Winchester, KY MLS# 26013361
  • New Construction
1 of 20
$354,900
3

Beds

2.1

Baths

2,266

Sq.Ft.

107 Gibson Way

Winchester, KY

Bluegrass
View 600 Boone Avenue Winchester, KY MLS# 26013378
  • Recently Listed
1 of 36
$549,900
4

Beds

3.2

Baths

4,173

Sq.Ft.

600 Boone Avenue

Winchester, KY

Bluegrass
View 122 Callaway Street SE Callaway Street Winchester, KY MLS# 26000228
$124,500
2

Beds

1.0

Baths

876

Sq.Ft.

122 Callaway Street SE Callaway Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 182 Chardonnay Court Winchester, KY MLS# 26013305
$499,000
5

Beds

2.1

Baths

3,097

Sq.Ft.

182 Chardonnay Court

Winchester, KY

Bluegrass
View 107 Bella Shae Way Winchester, KY MLS# 24025578
  • New Construction
1 of 10
$550,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

107 Bella Shae Way

Winchester, KY

Bluegrass
View 107 Patio Street Winchester, KY MLS# 26013181
$160,000
2

Beds

1.0

Baths

864

Sq.Ft.

107 Patio Street

Winchester, KY

Bluegrass
View 955 Right Angle Road Winchester, KY MLS# 26013194
$274,900
2

Beds

1.0

Baths

849

Sq.Ft.

955 Right Angle Road

Winchester, KY

Bluegrass
View 207 Hibiscus Lane Winchester, KY MLS# 26013195
$449,900
4

Beds

3.0

Baths

3,126

Sq.Ft.

207 Hibiscus Lane

Winchester, KY

Bluegrass
View 178 Hawthorne Drive Winchester, KY MLS# 26012931
$390,000
3

Beds

2.1

Baths

2,156

Sq.Ft.

178 Hawthorne Drive

Winchester, KY

Bluegrass
View 14 Cook Avenue Winchester, KY MLS# 26011961
$233,000
3

Beds

2.0

Baths

1,261

Sq.Ft.

14 Cook Avenue

Winchester, KY

Bluegrass
View 13 Long Avenue Winchester, KY MLS# 26013004
$235,000
3

Beds

2.0

Baths

1,297

Sq.Ft.

13 Long Avenue

Winchester, KY

Bluegrass
View 23 Windridge Drive Winchester, KY MLS# 26013010
$339,900
3

Beds

2.0

Baths

1,858

Sq.Ft.

23 Windridge Drive

Winchester, KY

Bluegrass
View 310 W Hickman Street Winchester, KY MLS# 26012783
$109,900
4

Beds

2.1

Baths

1,391

Sq.Ft.

310 W Hickman Street

Winchester, KY

Bluegrass
View 4100 Crowe Ridge Road Winchester, KY MLS# 26012816
$320,000
3

Beds

2.1

Baths

2,100

Sq.Ft.

4100 Crowe Ridge Road

Winchester, KY

Bluegrass
View 20 Jackson Street Winchester, KY MLS# 26012820
$275,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

20 Jackson Street

Winchester, KY

Bluegrass
View 563 Constitution Drive Winchester, KY MLS# 26012893
$99,500
2

Beds

2.0

Baths

924

Sq.Ft.

563 Constitution Drive

Winchester, KY

Bluegrass
View 233 Schollsville Road Winchester, KY MLS# 26012231
$400,000
3

Beds

2.0

Baths

1,347

Sq.Ft.

233 Schollsville Road

Winchester, KY

Bluegrass
View 305 Abbeywood Drive Winchester, KY MLS# 26012645
$315,000
3

Beds

2.1

Baths

1,899

Sq.Ft.

305 Abbeywood Drive

Winchester, KY

Bluegrass
View 162 French Avenue Winchester, KY MLS# 26012319
$273,900
4

Beds

1.0

Baths

2,327

Sq.Ft.

162 French Avenue

Winchester, KY

Bluegrass
View 3359 Trapp-Goffs Corner Road Winchester, KY MLS# 26012322
$360,000
1

Beds

2.0

Baths

2,179

Sq.Ft.

3359 Trapp-Goffs Corner Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

290

Estimated median home price

$279,950
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 - 100K29
$100K - 200K63
$200K - 300K68
$300K - 400K48
$400K - 500K18
$500K - 600K17
$600K - 700K10
$700K - 800K9
$800K - 900K4
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family173
Townhouse4
Condo0
Commercial12
Rental19
Lots and Land86
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms7

(Data as of 7/1/2026)

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 7/1/2026.