32 total properties
Did you mean the neighborhood Winchester?
View 60 Fitch Avenue Winchester, KY MLS# 26020511
  • Recently Listed
1 of 27
$149,900
3

Beds

1.0

Baths

1,775

Sq.Ft.

60 Fitch Avenue

Winchester, KY

Bluegrass
View 236 Buffalo Trace Winchester, KY MLS# 26019961
$205,000
3

Beds

2.1

Baths

1,769

Sq.Ft.

236 Buffalo Trace

Winchester, KY

Bluegrass
View 2191 McClure Road Winchester, KY MLS# 26019819
$185,000
Studio

Beds

0.0

Baths

2191 McClure Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 6699 Boonesboro Road Winchester, KY MLS# 25000480
$195,000
Studio

Beds

0.0

Baths

6699 Boonesboro Road

Winchester, KY

Bluegrass
View 30 Hughes Avenue Winchester, KY MLS# 26019005
  • Recently Listed
1 of 23
$205,000
3

Beds

1.0

Baths

1,200

Sq.Ft.

30 Hughes Avenue

Winchester, KY

Bluegrass
View 17 Waveland Avenue Winchester, KY MLS# 26019033
$178,000
2

Beds

1.0

Baths

1,061

Sq.Ft.

17 Waveland Avenue

Winchester, KY

Bluegrass
View 76 Clay Street Winchester, KY MLS# 26017853
$179,900
3

Beds

2.0

Baths

1,176

Sq.Ft.

76 Clay Street

Winchester, KY

Bluegrass
View 118 Park Avenue Winchester, KY MLS# 26017859
$147,900
3

Beds

1.0

Baths

1,150

Sq.Ft.

118 Park Avenue

Winchester, KY

Bluegrass
View 18 N Main Street Winchester, KY MLS# 26014568
$199,900
4,300

Sq.Ft.

18 N Main Street

Winchester, KY

Bluegrass
View 65 Fitch Avenue Winchester, KY MLS# 26013935
$149,900
3

Beds

1.1

Baths

1,680

Sq.Ft.

65 Fitch Avenue

Winchester, KY

Bluegrass
View 750 Craig Crossing # Lot #7 Winchester, KY MLS# 26013322
$154,900
Studio

Beds

0.0

Baths

750 Craig Crossing # Lot #7

Winchester, KY

Bluegrass
View 104 Bay Hill Drive Winchester, KY MLS# 26012179
$199,000
2

Beds

2.0

Baths

1,200

Sq.Ft.

104 Bay Hill Drive

Winchester, KY

Bluegrass
View 590 Craig Crossing Winchester, KY MLS# 25506729
$152,500
Studio

Beds

0.0

Baths

590 Craig Crossing

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26011564
$199,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$189,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
View 229 S Highland Street Winchester, KY MLS# 26008701
$165,000
4

Beds

3.0

Baths

3,462

Sq.Ft.

229 S Highland Street

Winchester, KY

Bluegrass
View 175 Magnolia Street Winchester, KY MLS# 26008759
$169,000
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass
View 13 Maryland Avenue Winchester, KY MLS# 26008307
$164,000
2

Beds

1.0

Baths

1,472

Sq.Ft.

13 Maryland Avenue

Winchester, KY

Bluegrass
View 3385 Colby Road Winchester, KY MLS# 26008075
$150,000
Studio

Beds

0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass
View 101 Alabama Street Winchester, KY MLS# 26007407
$164,900
1

Beds

2.0

Baths

1,056

Sq.Ft.

101 Alabama Street

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

294

Estimated median home price

$278,500
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 - 100K38
$100K - 200K57
$200K - 300K62
$300K - 400K50
$400K - 500K23
$500K - 600K16
$600K - 700K11
$700K - 800K12
$800K - 900K4
$900K - 1M2
$1M - Max19

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family159
Townhouse4
Condo0
Commercial14
Rental22
Lots and Land98
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home0
Farms9

(Data as of 8/1/2026)

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 8/4/2026.