244 total properties
Did you mean the neighborhood Winchester?
View 169 Duclair Drive Winchester, KY MLS# 22024124
$100,000
Studio

Beds

0.0

Baths

169 Duclair Drive

Winchester, KY

Bluegrass
View 165 Duclair Drive Winchester, KY MLS# 22024126
$100,000
Studio

Beds

0.0

Baths

165 Duclair Drive

Winchester, KY

Bluegrass
View 155 Duclair Drive Winchester, KY MLS# 22024128
$100,000
Studio

Beds

0.0

Baths

155 Duclair Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 141 Duclair Drive Winchester, KY MLS# 22024130
$100,000
Studio

Beds

0.0

Baths

141 Duclair Drive

Winchester, KY

Bluegrass
View 129 Duclair Drive Winchester, KY MLS# 22024133
$100,000
Studio

Beds

0.0

Baths

129 Duclair Drive

Winchester, KY

Bluegrass
View 115 Duclair Drive Winchester, KY MLS# 22024134
$100,000
Studio

Beds

0.0

Baths

115 Duclair Drive

Winchester, KY

Bluegrass
View 225 Plantations Drive Winchester, KY MLS# 25506523
$324,900
3

Beds

2.1

Baths

3,868

Sq.Ft.

225 Plantations Drive

Winchester, KY

Bluegrass
View 3614 Stamper Drive Winchester, KY MLS# 25017189
$259,500
3

Beds

2.0

Baths

1,247

Sq.Ft.

3614 Stamper Drive

Winchester, KY

Bluegrass
View 230 Duclair Drive Winchester, KY MLS# 22024095
$110,000
Studio

Beds

0.0

Baths

230 Duclair Drive

Winchester, KY

Bluegrass
View 119 Tower Lane Winchester, KY MLS# 26003652
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1 of 60
$225,000
3

Beds

1.0

Baths

1,273

Sq.Ft.

119 Tower Lane

Winchester, KY

Bluegrass
View 357 Silverton Way Winchester, KY MLS# 26003487
$235,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

357 Silverton Way

Winchester, KY

Bluegrass
View 334 S Burns Avenue Winchester, KY MLS# 26003334
$179,000
3

Beds

1.1

Baths

1,636

Sq.Ft.

334 S Burns Avenue

Winchester, KY

Bluegrass
View 220 E Washington Street Winchester, KY MLS# 26002506
$160,000
3

Beds

1.0

Baths

1,097

Sq.Ft.

220 E Washington Street

Winchester, KY

Bluegrass
View 35-37 Hays Street Winchester, KY MLS# 26002170
$515,000
1,440

Sq.Ft.

35-37 Hays Street

Winchester, KY

Bluegrass
View 115 Watercrest Circle Winchester, KY MLS# 26002338
$249,990
4

Beds

3.0

Baths

2,112

Sq.Ft.

115 Watercrest Circle

Winchester, KY

Bluegrass
View 58 hughes Avenue Winchester, KY MLS# 26002214
$199,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

58 hughes Avenue

Winchester, KY

Bluegrass
View 220 Athens Boonsboro Road Winchester, KY MLS# 25012986
$531,000
5,012

Sq.Ft.

220 Athens Boonsboro Road

Winchester, KY

Bluegrass
View 1494 Amster Grove Rd. Road Winchester, KY MLS# 26001738
$175,000
2

Beds

1.1

Baths

1,202

Sq.Ft.

1494 Amster Grove Rd. Road

Winchester, KY

Bluegrass
View 564 Trapp-Goffs Cor Road Winchester, KY MLS# 26000897
$259,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

564 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 1128-1130 Dale Drive Winchester, KY MLS# 26000922
$249,900
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

295

Estimated median home price

$274,900
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 - 100K29
$100K - 200K66
$200K - 300K74
$300K - 400K42
$400K - 500K18
$500K - 600K15
$600K - 700K11
$700K - 800K11
$800K - 900K2
$900K - 1M4
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family175
Townhouse4
Condo0
Commercial13
Rental19
Lots and Land90
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/11/2026)

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 6/12/2026.