40391 Homes for Sale

297 total properties
View 22 Apache Trail Winchester, KY MLS# 26018986
  • Recently Listed
1 of 31
$239,995
3

Beds

2.0

Baths

1,228

Sq.Ft.

22 Apache Trail

Winchester, KY

Bluegrass
View 30 Hughes Avenue Winchester, KY MLS# 26019005
  • Recently Listed
1 of 24
OPEN HOUSE: Sunday 7/19 1:00 PM - 3:00 PM
$209,900
3

Beds

1.0

Baths

1,200

Sq.Ft.

30 Hughes Avenue

Winchester, KY

Bluegrass
View 17 Waveland Avenue Winchester, KY MLS# 26019033
  • Recently Listed
1 of 22
$178,000
2

Beds

1.0

Baths

1,061

Sq.Ft.

17 Waveland Avenue

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 510 - 612 Quisenberry Lane Winchester, KY MLS# 26018838
  • Recently Listed with Virtual Tour
1 of 127
$3,450,000
2

Beds

2.1

Baths

2,725

Sq.Ft.

510 - 612 Quisenberry Lane

Winchester, KY

Bluegrass
View 1024 Flanagan Station Road Winchester, KY MLS# 26018911
  • Recently Listed
1 of 52
OPEN HOUSE: Saturday 7/18 1:00 PM - 3:00 PM
$465,000
3

Beds

2.0

Baths

2,942

Sq.Ft.

1024 Flanagan Station Road

Winchester, KY

Bluegrass
View 102 Royal Oak Drive Winchester, KY MLS# 26018949
  • Recently Listed
1 of 4
$64,900
Studio

Beds

0.0

Baths

102 Royal Oak Drive

Winchester, KY

Bluegrass
View 137 East Broadway Street Winchester, KY MLS# 25508602
$374,000
1,536

Sq.Ft.

137 East Broadway Street

Winchester, KY

Bluegrass
View 235 Plantations Drive # LOT 4 Winchester, KY MLS# 26018695
$78,500
Studio

Beds

0.0

Baths

235 Plantations Drive # LOT 4

Winchester, KY

Bluegrass
View 229 Plantations Drive # LOT 1 Winchester, KY MLS# 26018697
$78,500
Studio

Beds

0.0

Baths

229 Plantations Drive # LOT 1

Winchester, KY

Bluegrass
View 231 Plantations Drive # LOT 2 Winchester, KY MLS# 26018705
$78,500
Studio

Beds

0.0

Baths

231 Plantations Drive # LOT 2

Winchester, KY

Bluegrass
View 233 Plantations Drive # LOT 3 Winchester, KY MLS# 26018706
$78,500
Studio

Beds

0.0

Baths

233 Plantations Drive # LOT 3

Winchester, KY

Bluegrass
View 237 Plantations Drive # LOT 5 Winchester, KY MLS# 26018710
$78,500
Studio

Beds

0.0

Baths

237 Plantations Drive # LOT 5

Winchester, KY

Bluegrass
View 239 Plantations Drive # LOT 6 Winchester, KY MLS# 26018711
$78,500
Studio

Beds

0.0

Baths

239 Plantations Drive # LOT 6

Winchester, KY

Bluegrass
View 241 Plantations Drive # LOT 7 Winchester, KY MLS# 26018712
$78,500
Studio

Beds

0.0

Baths

241 Plantations Drive # LOT 7

Winchester, KY

Bluegrass
View 76 Clay Street Winchester, KY MLS# 26017853
  • Recently Listed
1 of 26
$185,000
3

Beds

2.0

Baths

1,176

Sq.Ft.

76 Clay Street

Winchester, KY

Bluegrass
View 6500 Mount Sterling Road Winchester, KY MLS# 26018078
$789,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

6500 Mount Sterling Road

Winchester, KY

Bluegrass
View 1128-1130 Dale Drive Winchester, KY MLS# 26000922
$249,900
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 275 Runnymeade Drive Winchester, KY MLS# 26018460
  • Recently Listed with Virtual Tour
1 of 66
$524,900
3

Beds

2.1

Baths

2,514

Sq.Ft.

275 Runnymeade Drive

Winchester, KY

Bluegrass
View 528 Estes Drive Winchester, KY MLS# 26018492
  • Recently Listed
1 of 26
$234,900
3

Beds

2.0

Baths

1,904

Sq.Ft.

528 Estes Drive

Winchester, KY

Bluegrass
View 118 Park Avenue Winchester, KY MLS# 26017859
  • Recently Listed
1 of 26
$147,900
3

Beds

1.0

Baths

1,150

Sq.Ft.

118 Park Avenue

Winchester, KY

Bluegrass

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 7/18/2026.