297 total properties
Did you mean the neighborhood Winchester?
View 13 Arlington Road Winchester, KY MLS# 26005875
$235,000
4

Beds

2.0

Baths

1,431

Sq.Ft.

13 Arlington Road

Winchester, KY

Bluegrass
View 5127 Combs Ferry Road Winchester, KY MLS# 26011064
$235,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 120 Windsor Drive Winchester, KY MLS# 26013563
  • Recently Listed
1 of 41
$235,000
4

Beds

1.0

Baths

1,609

Sq.Ft.

120 Windsor Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 528 Estes Drive Winchester, KY MLS# 26012351
$234,900
3

Beds

2.0

Baths

1,904

Sq.Ft.

528 Estes Drive

Winchester, KY

Bluegrass
View 14 Cook Avenue Winchester, KY MLS# 26011961
  • Recently Listed
1 of 37
$233,000
3

Beds

2.0

Baths

1,261

Sq.Ft.

14 Cook Avenue

Winchester, KY

Bluegrass
View 108 Spruce Court Winchester, KY MLS# 26009399
$230,000
4

Beds

2.0

Baths

2,106

Sq.Ft.

108 Spruce Court

Winchester, KY

Bluegrass
View 217 Short Street Winchester, KY MLS# 26012199
$229,900
3

Beds

1.0

Baths

1,042

Sq.Ft.

217 Short Street

Winchester, KY

Bluegrass
View 2 Western Avenue Winchester, KY MLS# 26013551
  • Recently Listed
1 of 22
$229,500
2

Beds

1.0

Baths

1,454

Sq.Ft.

2 Western Avenue

Winchester, KY

Bluegrass
View 2110 Athens Boonesboro Road Winchester, KY MLS# 25500014
$225,000
Studio

Beds

0.0

Baths

2110 Athens Boonesboro Road

Winchester, KY

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

Beds

1.0

Baths

1,273

Sq.Ft.

119 Tower Lane

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
$225,000
4

Beds

2.0

Baths

1,458

Sq.Ft.

450 Jameson Way

Winchester, KY

Bluegrass
View 516 Hidden Hills Way Winchester, KY MLS# 26011540
$225,000
3

Beds

2.0

Baths

1,134

Sq.Ft.

516 Hidden Hills Way

Winchester, KY

Bluegrass
View 86 Brink Avenue Winchester, KY MLS# 26011897
$225,000
3

Beds

2.0

Baths

1,136

Sq.Ft.

86 Brink Avenue

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 339 S Main Street Winchester, KY MLS# 26010684
$219,900
4

Beds

1.1

Baths

1,848

Sq.Ft.

339 S Main Street

Winchester, KY

Bluegrass
View 525 Colby Ridge Boulevard Winchester, KY MLS# 26011873
$219,500
3

Beds

2.0

Baths

1,197

Sq.Ft.

525 Colby Ridge Boulevard

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 104 Bay Hill Drive Winchester, KY MLS# 26012179
  • Recently Listed
1 of 14
$215,000
2

Beds

2.0

Baths

1,200

Sq.Ft.

104 Bay Hill Drive

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

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 - 500K17
$500K - 600K16
$600K - 700K11
$700K - 800K11
$800K - 900K2
$900K - 1M4
$1M - Max23

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 6/15/2026)

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 6/15/2026.