40391 Homes for Sale

287 total properties
View 41 Hiawatha Trail Winchester, KY MLS# 26022281
$168,000
3

Beds

1.0

Baths

950

Sq.Ft.

41 Hiawatha Trail

Winchester, KY

Bluegrass
View 48 Judy Ann Court Winchester, KY MLS# 26022172
$137,500
2

Beds

1.1

Baths

960

Sq.Ft.

48 Judy Ann Court

Winchester, KY

Bluegrass
View 1320 Fulton Road Winchester, KY MLS# 26022173
$450,000
2,530

Sq.Ft.

1320 Fulton Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 108 Franklin Avenue Winchester, KY MLS# 26022182
$140,000
2

Beds

1.0

Baths

630

Sq.Ft.

108 Franklin Avenue

Winchester, KY

Bluegrass
View 15 Kittison Drive Winchester, KY MLS# 26022208
  • Recently Listed
1 of 27
$265,000
3

Beds

2.0

Baths

1,776

Sq.Ft.

15 Kittison Drive

Winchester, KY

Bluegrass
View 405 Nick Lane Winchester, KY MLS# 26022030
  • Virtual Tour
1 of 19
$295,000
2

Beds

1.0

Baths

1,344

Sq.Ft.

405 Nick Lane

Winchester, KY

Bluegrass
View 158 Cabin Creek Heights Winchester, KY MLS# 26022065
$282,500
3

Beds

2.0

Baths

1,721

Sq.Ft.

158 Cabin Creek Heights

Winchester, KY

Bluegrass
View 527 Hidden Hills Way Winchester, KY MLS# 26022078
$234,500
3

Beds

2.0

Baths

1,130

Sq.Ft.

527 Hidden Hills Way

Winchester, KY

Bluegrass
View 132 Lana Lane Winchester, KY MLS# 26022150
$724,889
4

Beds

4.1

Baths

4,255

Sq.Ft.

132 Lana Lane

Winchester, KY

Bluegrass
View 137 East Broadway Street Winchester, KY MLS# 25508602
$350,000
1,536

Sq.Ft.

137 East Broadway Street

Winchester, KY

Bluegrass
View 224 W Hickman Street Winchester, KY MLS# 26021718
$300,000
4

Beds

2.0

Baths

2,479

Sq.Ft.

224 W Hickman Street

Winchester, KY

Bluegrass
View 143 Spruce Court Winchester, KY MLS# 26021903
$194,900
3

Beds

1.0

Baths

1,046

Sq.Ft.

143 Spruce Court

Winchester, KY

Bluegrass
View 406 Lynnway Drive Winchester, KY MLS# 26021961
$410,000
4

Beds

2.0

Baths

2,435

Sq.Ft.

406 Lynnway Drive

Winchester, KY

Bluegrass
View 265 S Highland Street Winchester, KY MLS# 26004961
$455,000
8

Beds

4.0

Baths

5,058

Sq.Ft.

265 S Highland Street

Winchester, KY

Bluegrass
View 38 MacKay Avenue Winchester, KY MLS# 26021864
$204,900
3

Beds

1.0

Baths

1,128

Sq.Ft.

38 MacKay Avenue

Winchester, KY

Bluegrass
View 209 Boone Avenue Winchester, KY MLS# 26011097
  • Virtual Tour
1 of 24
$280,000
3

Beds

2.1

Baths

2,260

Sq.Ft.

209 Boone Avenue

Winchester, KY

Bluegrass
View 106 Quail Ridge Road Winchester, KY MLS# 26021639
$239,900
3

Beds

2.0

Baths

1,665

Sq.Ft.

106 Quail Ridge Road

Winchester, KY

Bluegrass
View 130 Winterberry Circle Winchester, KY MLS# 26021642
$544,900
5

Beds

3.1

Baths

3,741

Sq.Ft.

130 Winterberry Circle

Winchester, KY

Bluegrass
View 606 College Street Winchester, KY MLS# 26021605
$205,400
2

Beds

1.0

Baths

1,154

Sq.Ft.

606 College Street

Winchester, KY

Bluegrass
View 227 Leslie Drive Winchester, KY MLS# 26021123
$234,900
3

Beds

2.0

Baths

1,108

Sq.Ft.

227 Leslie Drive

Winchester, KY

Bluegrass

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 9/5/2026.

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 9/5/2026.