100 total properties
Did you mean the neighborhood Winchester?
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$189,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
View 229 S Highland Street Winchester, KY MLS# 26008701
$165,000
4

Beds

3.0

Baths

3,462

Sq.Ft.

229 S Highland Street

Winchester, KY

Bluegrass
View 175 Magnolia Street Winchester, KY MLS# 26008759
$169,000
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 110 Knox Court Winchester, KY MLS# 26008587
$128,800
Studio

Beds

0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 13 Maryland Avenue Winchester, KY MLS# 26008307
$159,000
2

Beds

1.0

Baths

1,472

Sq.Ft.

13 Maryland Avenue

Winchester, KY

Bluegrass
View 3385 Colby Road Winchester, KY MLS# 26008075
$150,000
Studio

Beds

0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass
View 19 3rd Street Winchester, KY MLS# 26007798
$139,900
3

Beds

1.0

Baths

864

Sq.Ft.

19 3rd Street

Winchester, KY

Bluegrass
View 101 Alabama Street Winchester, KY MLS# 26007407
$155,900
1

Beds

2.0

Baths

1,056

Sq.Ft.

101 Alabama Street

Winchester, KY

Bluegrass
View 2996 Irvine Road Winchester, KY MLS# 26007067
$175,000
Studio

Beds

0.0

Baths

2996 Irvine Road

Winchester, KY

Bluegrass
View 150 Spencer Lane Winchester, KY MLS# 26006848
$137,500
Studio

Beds

0.0

Baths

150 Spencer Lane

Winchester, KY

Bluegrass
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
$138,000
2

Beds

1.0

Baths

986

Sq.Ft.

174 Cook Avenue

Winchester, KY

Bluegrass
View 4700 Four Mile Road Winchester, KY MLS# 25501428
$52,000
Studio

Beds

0.0

Baths

4700 Four Mile 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
$134,900
2

Beds

2.0

Baths

1,360

Sq.Ft.

404 Mount Vernon Drive

Winchester, KY

Bluegrass
View 155 Spring Ridge Way Winchester, KY MLS# 26005457
$188,500
Studio

Beds

0.0

Baths

155 Spring Ridge Way

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

290

Estimated median home price

$271,450
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 - 200K58
$200K - 300K68
$300K - 400K40
$400K - 500K26
$500K - 600K17
$600K - 700K9
$700K - 800K9
$800K - 900K4
$900K - 1M2
$1M - Max19

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family159
Townhouse4
Condo0
Commercial15
Rental18
Lots and Land95
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms8

(Data as of 8/27/2026)

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 8/27/2026.