67 total properties
Did you mean the neighborhood Winchester?
View 308 Duclair Drive Winchester, KY MLS# 25018185
$50,000
Studio

Beds

0.0

Baths

308 Duclair Drive

Winchester, KY

Bluegrass
View 117 4th Street Winchester, KY MLS# 25501219
$10,000
Studio

Beds

0.0

Baths

117 4th Street

Winchester, KY

Bluegrass
View 174 Cook Avenue Winchester, KY MLS# 26006389
$139,900
2

Beds

1.0

Baths

986

Sq.Ft.

174 Cook Avenue

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 4700 Four Mile Road Winchester, KY MLS# 25501428
$52,000
Studio

Beds

0.0

Baths

4700 Four Mile Road

Winchester, KY

Bluegrass
View 471 Goose Creek Road Winchester, KY MLS# 26006002
$129,999
3

Beds

2.0

Baths

1,248

Sq.Ft.

471 Goose Creek Road

Winchester, KY

Bluegrass
View 208 4th Street Winchester, KY MLS# 25501100
$130,000
2

Beds

1.0

Baths

1,254

Sq.Ft.

208 4th Street

Winchester, KY

Bluegrass
View 250 Spencer Lane Winchester, KY MLS# 26005958
$67,500
Studio

Beds

0.0

Baths

250 Spencer Lane

Winchester, KY

Bluegrass
View 4590 Four Mile Road Winchester, KY MLS# 25501424
$108,500
Studio

Beds

0.0

Baths

4590 Four Mile Road

Winchester, KY

Bluegrass
View 160 Rector Lane Winchester, KY MLS# 26005903
$84,900
Studio

Beds

0.0

Baths

160 Rector Lane

Winchester, KY

Bluegrass
View 404 Mount Vernon Drive Winchester, KY MLS# 26005794
$139,000
2

Beds

2.0

Baths

1,360

Sq.Ft.

404 Mount Vernon Drive

Winchester, KY

Bluegrass
View 113 Mayfair Court Winchester, KY MLS# 26005413
$42,500
Studio

Beds

0.0

Baths

113 Mayfair Court

Winchester, KY

Bluegrass
View 105 Bella Court Winchester, KY MLS# 26005419
$42,500
Studio

Beds

0.0

Baths

105 Bella Court

Winchester, KY

Bluegrass
View 108 Dorset Lane Winchester, KY MLS# 26005320
$42,500
Studio

Beds

0.0

Baths

108 Dorset Lane

Winchester, KY

Bluegrass
View 1860 Ford Road Winchester, KY MLS# 26004497
$74,950
2

Beds

1.0

Baths

825

Sq.Ft.

1860 Ford Road

Winchester, KY

Bluegrass
View 120 Duclair Drive Winchester, KY MLS# 22024065
$110,000
Studio

Beds

0.0

Baths

120 Duclair Drive

Winchester, KY

Bluegrass
View 150 Duclair Drive Winchester, KY MLS# 22024072
$110,000
Studio

Beds

0.0

Baths

150 Duclair Drive

Winchester, KY

Bluegrass
View 160 Duclair Drive Winchester, KY MLS# 22024074
$110,000
Studio

Beds

0.0

Baths

160 Duclair Drive

Winchester, KY

Bluegrass
View 200 Duclair Drive Winchester, KY MLS# 22024092
$110,000
Studio

Beds

0.0

Baths

200 Duclair Drive

Winchester, KY

Bluegrass
View 270 Duclair Drive Winchester, KY MLS# 22024100
$100,000
Studio

Beds

0.0

Baths

270 Duclair Drive

Winchester, KY

Bluegrass
View 255 Duclair Drive Winchester, KY MLS# 22024102
$110,000
Studio

Beds

0.0

Baths

255 Duclair Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

293

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 - 200K64
$200K - 300K74
$300K - 400K42
$400K - 500K18
$500K - 600K16
$600K - 700K11
$700K - 800K11
$800K - 900K2
$900K - 1M4
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family176
Townhouse4
Condo0
Commercial12
Rental18
Lots and Land88
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/13/2026)

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 6/14/2026.