View 108 Spruce Court Winchester, KY MLS# 26009399
  • Recently Listed
1 of 22
$230,000
4

Beds

2.0

Baths

2,106

Sq.Ft.

108 Spruce Court

Winchester, KY

Bluegrass
View 86 Brink Avenue Winchester, KY MLS# 26010543
$230,000
3

Beds

2.0

Baths

1,136

Sq.Ft.

86 Brink Avenue

Winchester, KY

Bluegrass
View 213 Short Street Winchester, KY MLS# 26008598
$229,000
3

Beds

2.0

Baths

1,068

Sq.Ft.

213 Short Street

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 2110 Athens Boonesboro Road Winchester, KY MLS# 25500014
$225,000
Studio

Beds

0.0

Baths

2110 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 3934 Trapp-Goffs Corner Road Winchester, KY MLS# 26005737
$225,000
Studio

Beds

0.0

Baths

3934 Trapp-Goffs Corner Road

Winchester, KY

Bluegrass
View 450 Jameson Way Winchester, KY MLS# 26011041
  • Recently Listed
1 of 24
$225,000
4

Beds

2.0

Baths

1,458

Sq.Ft.

450 Jameson Way

Winchester, KY

Bluegrass
View 314 Snowden Drive Winchester, KY MLS# 26010943
$224,900
3

Beds

1.0

Baths

1,196

Sq.Ft.

314 Snowden Drive

Winchester, KY

Bluegrass
View 21 Kentucky Street Winchester, KY MLS# 26007124
$219,900
3

Beds

2.0

Baths

1,340

Sq.Ft.

21 Kentucky Street

Winchester, KY

Bluegrass
View 339 S Main Street Winchester, KY MLS# 26010684
  • Recently Listed
1 of 34
$219,900
4

Beds

1.1

Baths

1,848

Sq.Ft.

339 S Main Street

Winchester, KY

Bluegrass
View 7 Hiawatha Trail Winchester, KY MLS# 26008410
$217,500
3

Beds

1.0

Baths

1,190

Sq.Ft.

7 Hiawatha Trail

Winchester, KY

Bluegrass
View 271 April Way Winchester, KY MLS# 25016184
$215,000
2

Beds

1.1

Baths

1,120

Sq.Ft.

271 April Way

Winchester, KY

Bluegrass
View 34 Hays Street Winchester, KY MLS# 26007612
$210,000
4

Beds

1.1

Baths

2,450

Sq.Ft.

34 Hays Street

Winchester, KY

Bluegrass
View 301 Snowden Drive Winchester, KY MLS# 26010643
  • Recently Listed
1 of 20
$210,000
3

Beds

1.0

Baths

1,386

Sq.Ft.

301 Snowden Drive

Winchester, KY

Bluegrass
View 59 Holiday Road Winchester, KY MLS# 26004165
$209,900
3

Beds

1.0

Baths

1,050

Sq.Ft.

59 Holiday Road

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26004556
$209,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 217 S Highland Street Winchester, KY MLS# 25507680
$209,000
4

Beds

2.0

Baths

2,683

Sq.Ft.

217 S Highland Street

Winchester, KY

Bluegrass
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$209,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
View 415 L E Junction Road Winchester, KY MLS# 26006620
$205,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

415 L E Junction Road

Winchester, KY

Bluegrass
View 500 Hidden Hills Way Winchester, KY MLS# 26004000
$204,900
3

Beds

2.0

Baths

1,120

Sq.Ft.

500 Hidden Hills Way

Winchester, KY

Bluegrass
View 60 Hiawatha Trail Winchester, KY MLS# 26006850
$204,900
3

Beds

1.0

Baths

1,290

Sq.Ft.

60 Hiawatha Trail

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

309

Estimated median home price

$275,000
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 - 100K35
$100K - 200K65
$200K - 300K72
$300K - 400K44
$400K - 500K24
$500K - 600K17
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family179
Townhouse2
Condo0
Commercial16
Rental17
Lots and Land95
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms6

(Data as of 5/18/2026)

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 5/18/2026.