View 220 Athens Boonsboro Road Winchester, KY MLS# 25012986
$531,000
5,012

Sq.Ft.

220 Athens Boonsboro Road

Winchester, KY

Bluegrass
View 46 Judy Ann Court Winchester, KY MLS# 26002119
$135,000
2

Beds

1.1

Baths

960

Sq.Ft.

46 Judy Ann Court

Winchester, KY

Bluegrass
View 10 Pocahontas Winchester, KY MLS# 26002018
  • Recently Listed
1 of 26
$175,000
2

Beds

1.1

Baths

924

Sq.Ft.

10 Pocahontas

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 414 Wellington Way Winchester, KY MLS# 26002092
  • Recently Listed with Virtual Tour
1 of 32
$259,900
3

Beds

2.0

Baths

1,251

Sq.Ft.

414 Wellington Way

Winchester, KY

Bluegrass
View 7075 Ecton Road Winchester, KY MLS# 26001880
  • Recently Listed
1 of 44
$850,000
Studio

Beds

0.0

Baths

7075 Ecton Road

Winchester, KY

Bluegrass
View 1494 Amster Grove Rd. Road Winchester, KY MLS# 26001738
$175,000
2

Beds

1.1

Baths

1,202

Sq.Ft.

1494 Amster Grove Rd. Road

Winchester, KY

Bluegrass
View 4611 Colby Road Winchester, KY MLS# 26001656
$349,999
4

Beds

2.1

Baths

3,712

Sq.Ft.

4611 Colby Road

Winchester, KY

Bluegrass
View 108 Ashley Drive Winchester, KY MLS# 26001564
  • Recently Listed
1 of 23
$270,000
4

Beds

2.0

Baths

1,984

Sq.Ft.

108 Ashley Drive

Winchester, KY

Bluegrass
View 106 Gibson Way Winchester, KY MLS# 26001569
$339,000
3

Beds

2.1

Baths

2,064

Sq.Ft.

106 Gibson Way

Winchester, KY

Bluegrass
View 426 Paisley Court Winchester, KY MLS# 26001596
  • Virtual Tour
1 of 35
$244,900
3

Beds

2.1

Baths

1,641

Sq.Ft.

426 Paisley Court

Winchester, KY

Bluegrass
View 107 Woodduck Court Winchester, KY MLS# 26001532
  • Recently Listed
1 of 33
$429,900
3

Beds

2.1

Baths

2,652

Sq.Ft.

107 Woodduck Court

Winchester, KY

Bluegrass
View 6261 Ironworks Rd Winchester, KY MLS# 1707493
$300,000
Studio

Beds

0.0

Baths

6261 Ironworks Rd

Winchester, KY

GreaterLouisville
View 4755 Combs Ferry Road Winchester, KY MLS# 26001454
$849,000
3

Beds

2.1

Baths

2,768

Sq.Ft.

4755 Combs Ferry Road

Winchester, KY

Bluegrass
View 313 Carolina Avenue Winchester, KY MLS# 26001286
$260,000
4

Beds

1.2

Baths

1,855

Sq.Ft.

313 Carolina Avenue

Winchester, KY

Bluegrass
View 5434 Pine Ridge Road Winchester, KY MLS# 26001199
  • Recently Listed
1 of 31
$215,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

5434 Pine Ridge Road

Winchester, KY

Bluegrass
View 4180 Bybee Road Winchester, KY MLS# 26001069
$290,000
3

Beds

1.0

Baths

1,523

Sq.Ft.

4180 Bybee Road

Winchester, KY

Bluegrass
View 564 Trapp-Goffs Cor Road Winchester, KY MLS# 26000897
$269,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

564 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 2395 Becknerville Road Winchester, KY MLS# 26000132
$849,000
4

Beds

3.1

Baths

3,234

Sq.Ft.

2395 Becknerville Road

Winchester, KY

Bluegrass
View 1270 Sewell Shop Road Winchester, KY MLS# 26000914
$365,000
5

Beds

2.0

Baths

1,952

Sq.Ft.

1270 Sewell Shop Road

Winchester, KY

Bluegrass
View 17 Euclid Avenue Winchester, KY MLS# 26000917
$249,900
3

Beds

2.0

Baths

1,656

Sq.Ft.

17 Euclid Avenue

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

254

Estimated median home price

$299,000
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 - 100K21
$100K - 200K49
$200K - 300K62
$300K - 400K38
$400K - 500K23
$500K - 600K9
$600K - 700K10
$700K - 800K12
$800K - 900K9
$900K - 1M2
$1M - Max19

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family148
Townhouse5
Condo0
Commercial11
Rental18
Lots and Land68
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms14

(Data as of 2/5/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search Multiple Listing Service. Real Estate listings held by IDX brokers (licensees) other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the name of the IDX 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.

© 2026 Metro Search Multiple Listing Service, Inc. All rights reserved.

Data is updated as of 2/6/2026.

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 2/6/2026.