203 total properties
Did you mean the neighborhood Winchester?
View 42 Mockingbird Valley Road Winchester, KY MLS# 26000113
$452,500
3

Beds

2.1

Baths

2,961

Sq.Ft.

42 Mockingbird Valley Road

Winchester, KY

Bluegrass
View 213 Orchid Court Winchester, KY MLS# 25502706
$325,000
4

Beds

3.0

Baths

1,776

Sq.Ft.

213 Orchid Court

Winchester, KY

Bluegrass
View 41 7th Street Winchester, KY MLS# 25506758
$188,900
3

Beds

2.0

Baths

1,116

Sq.Ft.

41 7th Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 446 Tremont Lane Winchester, KY MLS# 25508633
$367,000
4

Beds

2.1

Baths

2,811

Sq.Ft.

446 Tremont Lane

Winchester, KY

Bluegrass
View 137 East Broadway Street Winchester, KY MLS# 25508602
$379,000
1,536

Sq.Ft.

137 East Broadway Street

Winchester, KY

Bluegrass
View 20 Bon-Haven Avenue Winchester, KY MLS# 25500083
$275,000
4

Beds

3.0

Baths

1,850

Sq.Ft.

20 Bon-Haven Avenue

Winchester, KY

Bluegrass
View 417 Mt Vernon Drive Winchester, KY MLS# 25508464
$145,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

417 Mt Vernon Drive

Winchester, KY

Bluegrass
View 9 Linden Avenue Winchester, KY MLS# 25007762
$139,000
2

Beds

1.0

Baths

886

Sq.Ft.

9 Linden Avenue

Winchester, KY

Bluegrass
View 146 W Lexington Avenue Winchester, KY MLS# 25508389
$269,900
8

Beds

3.0

Baths

3,393

Sq.Ft.

146 W Lexington Avenue

Winchester, KY

Bluegrass
View 146 W Lexington Avenue Winchester, KY MLS# 25508390
$269,900
8

Beds

3.0

Baths

3,393

Sq.Ft.

146 W Lexington Avenue

Winchester, KY

Bluegrass
View 125 Casa Landa Way Winchester, KY MLS# 25508316
$530,000
4

Beds

3.1

Baths

3,848

Sq.Ft.

125 Casa Landa Way

Winchester, KY

Bluegrass
View 313 S Burns Avenue Winchester, KY MLS# 25508192
$230,000
3

Beds

2.0

Baths

1,518

Sq.Ft.

313 S Burns Avenue

Winchester, KY

Bluegrass
View 35 Cherokee Court Winchester, KY MLS# 25508113
$260,000
4

Beds

2.0

Baths

2,332

Sq.Ft.

35 Cherokee Court

Winchester, KY

Bluegrass
View 204 Jett Drive Winchester, KY MLS# 25507850
  • New Construction
1 of 6
$369,900
3

Beds

2.0

Baths

1,558

Sq.Ft.

204 Jett Drive

Winchester, KY

Bluegrass
View 217 S Highland Street Winchester, KY MLS# 25507680
$249,900
4

Beds

2.0

Baths

2,683

Sq.Ft.

217 S Highland Street

Winchester, KY

Bluegrass
View 233 Cunningham Lane Winchester, KY MLS# 25507450
$429,900
3

Beds

2.1

Baths

2,258

Sq.Ft.

233 Cunningham Lane

Winchester, KY

Bluegrass
View 3600 Crowe Ridge Road Winchester, KY MLS# 25507522
  • New Construction
1 of 38
$359,900
4

Beds

4.1

Baths

3600 Crowe Ridge Road

Winchester, KY

Bluegrass
View 24 N Burns Avenue Winchester, KY MLS# 25507536
$298,900
3

Beds

3.1

Baths

2,526

Sq.Ft.

24 N Burns Avenue

Winchester, KY

Bluegrass
View 314 E Broadway Street Winchester, KY MLS# 25507471
$219,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

314 E Broadway Street

Winchester, KY

Bluegrass
View 595 Earlymeade Drive Winchester, KY MLS# 25506943
$499,000
5

Beds

3.1

Baths

3,823

Sq.Ft.

595 Earlymeade Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

264

Estimated median home price

$270,000
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 - 100K30
$100K - 200K57
$200K - 300K64
$300K - 400K35
$400K - 500K16
$500K - 600K12
$600K - 700K10
$700K - 800K10
$800K - 900K7
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family141
Townhouse7
Condo0
Commercial13
Rental17
Lots and Land81
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home0
Farms10

(Data as of 3/9/2026)

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 3/10/2026.