View 240 Athens Boonesboro Road Winchester, KY MLS# 26004512
$419,900
4

Beds

2.1

Baths

1,500

Sq.Ft.

240 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 1024 Flanagan Station Road Winchester, KY MLS# 26018911
$419,000
3

Beds

2.0

Baths

2,942

Sq.Ft.

1024 Flanagan Station Road

Winchester, KY

Bluegrass
View 187 Hawthorne Drive Winchester, KY MLS# 26015824
$415,000
3

Beds

2.0

Baths

2,027

Sq.Ft.

187 Hawthorne Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 145 Codella Drive Winchester, KY MLS# 22007107
$400,000
0.0

Baths

145 Codella Drive

Winchester, KY

Bluegrass
View 0 Fairholme Way Winchester, KY MLS# 26011689
$399,000
0.0

Baths

0 Fairholme Way

Winchester, KY

Bluegrass
View 7353 Ironworks Road Winchester, KY MLS# 26025300
$390,000
4

Beds

1.0

Baths

2,063

Sq.Ft.

7353 Ironworks Road

Winchester, KY

Bluegrass
View 2725 Goshen Road Winchester, KY MLS# 26020495
$385,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

2725 Goshen Road

Winchester, KY

Bluegrass
View 203 Steve Circle Winchester, KY MLS# 26030140
  • Recently Listed
1 of 3
$384,900
3

Beds

2.1

Baths

2,030

Sq.Ft.

203 Steve Circle

Winchester, KY

Bluegrass
View 270 Evergreen Drive Winchester, KY MLS# 25009085
  • New Construction
1 of 3
$380,000
3

Beds

2.0

Baths

1,677

Sq.Ft.

270 Evergreen Drive

Winchester, KY

Bluegrass
View 31 Casa Landa Way Winchester, KY MLS# 26030008
  • Recently Listed
1 of 50
$380,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

31 Casa Landa Way

Winchester, KY

Bluegrass
View 351 Boone Avenue Winchester, KY MLS# 26017258
$379,000
4

Beds

2.0

Baths

3,306

Sq.Ft.

351 Boone Avenue

Winchester, KY

Bluegrass
View 322 Calmes Boulevard Winchester, KY MLS# 26019133
$379,000
3

Beds

2.1

Baths

2,204

Sq.Ft.

322 Calmes Boulevard

Winchester, KY

Bluegrass
View 609 W Barlow Drive Winchester, KY MLS# 26026446
$375,000
4

Beds

2.0

Baths

1,828

Sq.Ft.

609 W Barlow Drive

Winchester, KY

Bluegrass
View 107 Hibiscus Lane Winchester, KY MLS# 26015608
$369,900
4

Beds

2.1

Baths

1,978

Sq.Ft.

107 Hibiscus Lane

Winchester, KY

Bluegrass
View 206 Jett Drive Winchester, KY MLS# 26022825
  • New Construction
1 of 24
$365,900
3

Beds

2.0

Baths

1,635

Sq.Ft.

206 Jett Drive

Winchester, KY

Bluegrass
View 204 Jett Drive Winchester, KY MLS# 26022830
  • New Construction
1 of 28
$365,900
3

Beds

2.0

Baths

1,558

Sq.Ft.

204 Jett Drive

Winchester, KY

Bluegrass
View 15 Moundale Avenue Winchester, KY MLS# 26023052
$359,900
3

Beds

2.0

Baths

2,269

Sq.Ft.

15 Moundale Avenue

Winchester, KY

Bluegrass
View 107 S Burns Avenue Winchester, KY MLS# 26027372
$359,900
4

Beds

2.0

Baths

2,352

Sq.Ft.

107 S Burns Avenue

Winchester, KY

Bluegrass
View 4095 Basin Springs Road Winchester, KY MLS# 26014375
$350,000
0.0

Baths

4095 Basin Springs Road

Winchester, KY

Bluegrass
View 135 E Broadway Street Winchester, KY MLS# 26024167
$350,000
3

Beds

3.0

Baths

2,592

Sq.Ft.

135 E Broadway Street

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

209

Estimated median home price

$289,900
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 - 100K30
$100K - 200K36
$200K - 300K46
$300K - 400K27
$400K - 500K17
$500K - 600K12
$600K - 700K13
$700K - 800K6
$800K - 900K4
$900K - 1M1
$1M - Max17

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family115
Townhouse3
Condo0
Commercial14
Rental20
Lots and Land67
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms7

(Data as of 11/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search Multiple Listing Service. Real Estate listings held by IDX brokers (licensees) other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the name of the IDX 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.

© 2026 Metro Search Multiple Listing Service, Inc. All rights reserved.

Data is updated as of 11/2/2026.

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 11/2/2026.