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 228 Jackson Street Winchester, KY MLS# 25015194
$146,000
3

Beds

1.0

Baths

1,020

Sq.Ft.

228 Jackson Street

Winchester, KY

Bluegrass
View 357 Crescent Avenue Winchester, KY MLS# 25505142
$255,000
3

Beds

1.1

Baths

2,188

Sq.Ft.

357 Crescent Avenue

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 200 Madison Avenue Winchester, KY MLS# 25505150
$179,000
3

Beds

2.0

Baths

1,124

Sq.Ft.

200 Madison Avenue

Winchester, KY

Bluegrass
View 300 Calmes Boulevard Winchester, KY MLS# 25504889
$379,717
3

Beds

2.1

Baths

2,636

Sq.Ft.

300 Calmes Boulevard

Winchester, KY

Bluegrass
View 433 Wellington Way Winchester, KY MLS# 25505013
$262,500
3

Beds

2.0

Baths

1,234

Sq.Ft.

433 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 221 S Highland Street Winchester, KY MLS# 25504956
$257,500
5

Beds

3.0

Baths

3,007

Sq.Ft.

221 S Highland Street

Winchester, KY

Bluegrass
View 245 Ecton Road Winchester, KY MLS# 25504692
$209,900
3

Beds

1.0

Baths

1,074

Sq.Ft.

245 Ecton Road

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 204 Wigeon Court Winchester, KY MLS# 25005098
$49,500
Studio

Beds

0.0

Baths

204 Wigeon 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 174 Hidden Grove Lane Winchester, KY MLS# 25504354
$265,000
2

Beds

2.0

Baths

1,521

Sq.Ft.

174 Hidden Grove Lane

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 61 Melbourne Street Winchester, KY MLS# 25504076
$25,000
Studio

Beds

0.0

Baths

61 Melbourne Street

Winchester, KY

Bluegrass
View 7950 Four Mile Road Winchester, KY MLS# 25503896
$124,000
Studio

Beds

0.0

Baths

7950 Four Mile Road

Winchester, KY

Bluegrass
View 110 Knox Court Winchester, KY MLS# 25503832
$129,800
Studio

Beds

0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 111 Quail Ridge Road Winchester, KY MLS# 25503670
$197,500
2

Beds

2.1

Baths

1,197

Sq.Ft.

111 Quail Ridge Road

Winchester, KY

Bluegrass
View 109 Quail Ridge Road Winchester, KY MLS# 25503672
$195,500
2

Beds

2.1

Baths

1,197

Sq.Ft.

109 Quail Ridge Road

Winchester, KY

Bluegrass
View 175 Magnolia Street Winchester, KY MLS# 25503492
$199,000
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

281

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 - 100K38
$100K - 200K57
$200K - 300K56
$300K - 400K45
$400K - 500K24
$500K - 600K10
$600K - 700K11
$700K - 800K8
$800K - 900K7
$900K - 1M3
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family145
Townhouse5
Condo0
Commercial13
Rental19
Lots and Land94
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms15

(Data as of 12/15/2025)

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 12/16/2025.