View 405 Nick Lane Winchester, KY MLS# 26022030
  • Virtual Tour
1 of 19
$280,000
2

Beds

1.0

Baths

1,344

Sq.Ft.

405 Nick Lane

Winchester, KY

Bluegrass
View 121 Bay Hill Drive Winchester, KY MLS# 26028464
  • Recently Listed
1 of 45
OPEN HOUSE: Sunday 11/8 2:00 PM - 4:00 PM
$279,900
3

Beds

2.1

Baths

2,779

Sq.Ft.

121 Bay Hill Drive

Winchester, KY

Bluegrass
View 4305 Old Boonesboro Road Winchester, KY MLS# 26019157
$275,000
3

Beds

2.0

Baths

1,512

Sq.Ft.

4305 Old Boonesboro Road

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
The time to sell is now! THE TIME TO SELL IS NOW!
View 800 Interstate Drive Winchester, KY MLS# 20111867
$270,000
0.0

Baths

800 Interstate Drive

Winchester, KY

Bluegrass
View 15 Kittison Drive Winchester, KY MLS# 26022208
$265,000
3

Beds

2.0

Baths

1,776

Sq.Ft.

15 Kittison Drive

Winchester, KY

Bluegrass
View 109 5th Street Winchester, KY MLS# 26027497
$265,000
5

Beds

3.1

Baths

1,714

Sq.Ft.

109 5th Street

Winchester, KY

Bluegrass
View 122 Sunset Heights Winchester, KY MLS# 26028125
$265,000
3

Beds

2.0

Baths

1,715

Sq.Ft.

122 Sunset Heights

Winchester, KY

Bluegrass
View 55 Hillcrest Drive Winchester, KY MLS# 26004166
$264,900
5

Beds

2.0

Baths

2,214

Sq.Ft.

55 Hillcrest Drive

Winchester, KY

Bluegrass
View 103 Southern Court Winchester, KY MLS# 26029550
  • Recently Listed
1 of 27
$260,000
3

Beds

1.1

Baths

1,500

Sq.Ft.

103 Southern Court

Winchester, KY

Bluegrass
View 955 Right Angle Road Winchester, KY MLS# 26013194
$258,900
2

Beds

1.0

Baths

849

Sq.Ft.

955 Right Angle Road

Winchester, KY

Bluegrass
View 209 Boone Avenue Winchester, KY MLS# 26011097
  • Virtual Tour
1 of 24
$255,000
3

Beds

2.1

Baths

2,260

Sq.Ft.

209 Boone Avenue

Winchester, KY

Bluegrass
View 26 Holiday Road Winchester, KY MLS# 26028523
  • Recently Listed
1 of 60
$255,000
3

Beds

1.0

Baths

1,135

Sq.Ft.

26 Holiday Road

Winchester, KY

Bluegrass
View 13 Euclid Avenue Winchester, KY MLS# 26028494
  • Recently Listed
1 of 54
$250,000
3

Beds

2.0

Baths

1,893

Sq.Ft.

13 Euclid Avenue

Winchester, KY

Bluegrass
View 317 Vanover Way Winchester, KY MLS# 26025070
$249,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

317 Vanover Way

Winchester, KY

Bluegrass
View 59 Hillcrest Drive Winchester, KY MLS# 26020680
$249,000
4

Beds

2.0

Baths

1,996

Sq.Ft.

59 Hillcrest Drive

Winchester, KY

Bluegrass
View 127 Bay Hill Drive Winchester, KY MLS# 26022409
$249,000
3

Beds

2.1

Baths

1,664

Sq.Ft.

127 Bay Hill Drive

Winchester, KY

Bluegrass
View 48 Bon-Haven Avenue Winchester, KY MLS# 26029418
  • Recently Listed
1 of 34
$249,000
3

Beds

2.0

Baths

1,512

Sq.Ft.

48 Bon-Haven Avenue

Winchester, KY

Bluegrass
View 54 Locust Drive Winchester, KY MLS# 26023633
$244,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

54 Locust Drive

Winchester, KY

Bluegrass
View 1128-1130 Dale Drive Winchester, KY MLS# 26000922
$239,000
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 102 Quail Ridge Road Winchester, KY MLS# 26025942
$239,000
3

Beds

2.1

Baths

1,856

Sq.Ft.

102 Quail Ridge Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

211

Estimated median home price

$285,000
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 - 100K30
$100K - 200K36
$200K - 300K48
$300K - 400K27
$400K - 500K17
$500K - 600K12
$600K - 700K13
$700K - 800K6
$800K - 900K4
$900K - 1M1
$1M - Max17

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family117
Townhouse3
Condo0
Commercial14
Rental20
Lots and Land67
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms7

(Data as of 11/2/2026)

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 11/3/2026.

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 11/3/2026.