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 420 Willowbrook Road Winchester, KY MLS# 25508189
  • Recently Listed with Virtual Tour
1 of 31
$295,000
3

Beds

3.0

Baths

1,738

Sq.Ft.

420 Willowbrook Road

Winchester, KY

Bluegrass
View 424 Waycross Drive Winchester, KY MLS# 25508213
$289,900
4

Beds

3.0

Baths

1,944

Sq.Ft.

424 Waycross Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 35 Cherokee Court Winchester, KY MLS# 25508113
  • Recently Listed
1 of 22
$270,000
4

Beds

2.0

Baths

2,332

Sq.Ft.

35 Cherokee Court

Winchester, KY

Bluegrass
View 204 Jett Drive Winchester, KY MLS# 25507850
  • Recently Listed
1 of 2
$369,900
3

Beds

2.0

Baths

1,558

Sq.Ft.

204 Jett Drive

Winchester, KY

Bluegrass
View 24 N Burns Avenue Winchester, KY MLS# 25507536
  • Recently Listed
1 of 28
$309,900
3

Beds

3.1

Baths

2,526

Sq.Ft.

24 N Burns Avenue

Winchester, KY

Bluegrass
View 22 N Bloomfield Road Winchester, KY MLS# 25507403
$318,000
3

Beds

2.0

Baths

1,913

Sq.Ft.

22 N Bloomfield Road

Winchester, KY

Bluegrass
View 3622 Stamper Drive Winchester, KY MLS# 25507430
$349,900
3

Beds

3.0

Baths

2,821

Sq.Ft.

3622 Stamper Drive

Winchester, KY

Bluegrass
View 214 S Burns Avenue Winchester, KY MLS# 25506625
$318,500
4

Beds

1.1

Baths

2,170

Sq.Ft.

214 S Burns Avenue

Winchester, KY

Bluegrass
View 202 Dubuy Drive Winchester, KY MLS# 25506536
$305,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

202 Dubuy Drive

Winchester, KY

Bluegrass
View 8 Village Drive Winchester, KY MLS# 25506553
$295,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

8 Village Drive

Winchester, KY

Bluegrass
View 225 Plantations Drive Winchester, KY MLS# 25506523
$354,900
3

Beds

2.1

Baths

3,868

Sq.Ft.

225 Plantations Drive

Winchester, KY

Bluegrass
View 115 College Street Winchester, KY MLS# 25506123
$300,000
3

Beds

2.0

Baths

1,839

Sq.Ft.

115 College Street

Winchester, KY

Bluegrass
View 4074 Ironworks Road Winchester, KY MLS# 25505744
$309,000
3

Beds

1.1

Baths

1,356

Sq.Ft.

4074 Ironworks Road

Winchester, KY

Bluegrass
View 404 Wellington Way Winchester, KY MLS# 25505330
$279,700
3

Beds

2.0

Baths

1,682

Sq.Ft.

404 Wellington Way

Winchester, KY

Bluegrass
View 212 Woodbine Court Winchester, KY MLS# 25505033
$349,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

212 Woodbine Court

Winchester, KY

Bluegrass
View 410 Corinne Court Winchester, KY MLS# 25504472
$319,000
3

Beds

2.0

Baths

1,604

Sq.Ft.

410 Corinne Court

Winchester, KY

Bluegrass
View 121 Fitch Avenue Winchester, KY MLS# 25504324
  • Virtual Tour
1 of 35
$349,000
4

Beds

3.0

Baths

2,100

Sq.Ft.

121 Fitch Avenue

Winchester, KY

Bluegrass
View 729 Wayland Drive Winchester, KY MLS# 25504199
$284,000
3

Beds

2.0

Baths

1,966

Sq.Ft.

729 Wayland Drive

Winchester, KY

Bluegrass
View 407 Corinne Court Winchester, KY MLS# 25503382
$274,900
3

Beds

2.0

Baths

1,352

Sq.Ft.

407 Corinne Court

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

276

Estimated median home price

$274,950
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 - 100K38
$100K - 200K56
$200K - 300K56
$300K - 400K41
$400K - 500K24
$500K - 600K11
$600K - 700K11
$700K - 800K8
$800K - 900K8
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family142
Townhouse4
Condo0
Commercial12
Rental19
Lots and Land94
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home0
Farms14

(Data as of 12/27/2025)

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 12/27/2025.