233 total properties
Did you mean the neighborhood Winchester?
View 240 Athens Boonesboro Road Winchester, KY MLS# 26004512
$429,900
4

Beds

2.1

Baths

1,500

Sq.Ft.

240 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 1661 Waterworks Road Winchester, KY MLS# 26015130
$429,000
4

Beds

2.1

Baths

2,793

Sq.Ft.

1661 Waterworks Road

Winchester, KY

Bluegrass
View 20 Edgewood Drive Winchester, KY MLS# 26009517
  • Virtual Tour
1 of 47
$427,000
3

Beds

2.1

Baths

2,288

Sq.Ft.

20 Edgewood Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 2996/3056 Irvine Road Winchester, KY MLS# 26007128
$425,000
Studio

Beds

0.0

Baths

2996/3056 Irvine Road

Winchester, KY

Bluegrass
View 19 Fontaine Boulevard Winchester, KY MLS# 26014243
  • Recently Listed
1 of 42
$420,000
3

Beds

2.1

Baths

2,235

Sq.Ft.

19 Fontaine Boulevard

Winchester, KY

Bluegrass
View 187 Hawthorne Drive Winchester, KY MLS# 26015824
$420,000
3

Beds

2.0

Baths

2,027

Sq.Ft.

187 Hawthorne Drive

Winchester, KY

Bluegrass
View 107 Hibiscus Lane Winchester, KY MLS# 26015608
  • Recently Listed
1 of 64
$419,500
4

Beds

2.1

Baths

1,978

Sq.Ft.

107 Hibiscus Lane

Winchester, KY

Bluegrass
View 608 Colby Road Winchester, KY MLS# 26015128
  • Recently Listed
1 of 29
$414,800
3

Beds

2.1

Baths

1,803

Sq.Ft.

608 Colby Road

Winchester, KY

Bluegrass
View 145 Codella Drive Winchester, KY MLS# 22007107
$400,000
Studio

Beds

0.0

Baths

145 Codella 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 4095 Basin Springs Road Winchester, KY MLS# 26014375
$400,000
Studio

Beds

0.0

Baths

4095 Basin Springs Road

Winchester, KY

Bluegrass
View 1503 Schollsville Road Winchester, KY MLS# 25505942
$399,900
5

Beds

3.0

Baths

3,718

Sq.Ft.

1503 Schollsville Road

Winchester, KY

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

Beds

0.0

Baths

0 Fairholme Way

Winchester, KY

Bluegrass
View 104 Colby Hills Drive Winchester, KY MLS# 25004009
$398,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

104 Colby Hills Drive

Winchester, KY

Bluegrass
View 205 Evergreen Drive Winchester, KY MLS# 25009077
  • New Construction
1 of 3
$395,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

205 Evergreen Drive

Winchester, KY

Bluegrass
View 18 Casa Landa Way Winchester, KY MLS# 26011118
$395,000
3

Beds

2.0

Baths

1,883

Sq.Ft.

18 Casa Landa Way

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 23 Wheeler Avenue Winchester, KY MLS# 26011905
$389,900
8

Beds

5.0

Baths

4,687

Sq.Ft.

23 Wheeler Avenue

Winchester, KY

Bluegrass
View 17 W Lexington Avenue Winchester, KY MLS# 26007617
$388,000
8

Beds

8.0

Baths

4,000

Sq.Ft.

17 W Lexington Avenue

Winchester, KY

Bluegrass
View 309 Gallahadion Court Winchester, KY MLS# 26013780
  • Recently Listed
1 of 30
$385,000
3

Beds

2.1

Baths

1,945

Sq.Ft.

309 Gallahadion Court

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

285

Estimated median home price

$280,000
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 - 100K29
$100K - 200K61
$200K - 300K66
$300K - 400K49
$400K - 500K20
$500K - 600K15
$600K - 700K11
$700K - 800K8
$800K - 900K4
$900K - 1M2
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family170
Townhouse4
Condo0
Commercial11
Rental18
Lots and Land85
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms7

(Data as of 7/3/2026)

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 7/3/2026.