178 total properties
Did you mean the neighborhood Winchester?
View 30 Hughes Avenue Winchester, KY MLS# 26019005
  • Recently Listed
1 of 23
$209,900
3

Beds

1.0

Baths

1,200

Sq.Ft.

30 Hughes Avenue

Winchester, KY

Bluegrass
View 32 Jackson Street Winchester, KY MLS# 26020135
  • Recently Listed
1 of 32
$209,000
3

Beds

1.0

Baths

1,152

Sq.Ft.

32 Jackson Street

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
The time to sell is now! THE TIME TO SELL IS NOW!
View 500 Hidden Hills Way Winchester, KY MLS# 26004000
$204,900
3

Beds

2.0

Baths

1,120

Sq.Ft.

500 Hidden Hills Way

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

Sq.Ft.

18 N Main Street

Winchester, KY

Bluegrass
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$199,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

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 6699 Boonesboro Road Winchester, KY MLS# 25000480
$195,000
Studio

Beds

0.0

Baths

6699 Boonesboro Road

Winchester, KY

Bluegrass
View 1045 Gay Evans Road Winchester, KY MLS# 25002803
$189,900
Studio

Beds

0.0

Baths

1045 Gay Evans Road

Winchester, KY

Bluegrass
View 605 College Street Winchester, KY MLS# 25506124
$189,900
2

Beds

1.0

Baths

1,484

Sq.Ft.

605 College Street

Winchester, KY

Bluegrass
View 155 Spring Ridge Way Winchester, KY MLS# 26005457
$188,500
Studio

Beds

0.0

Baths

155 Spring Ridge Way

Winchester, KY

Bluegrass
View 41 Hiawatha Trail Winchester, KY MLS# 26006789
$188,500
3

Beds

1.0

Baths

950

Sq.Ft.

41 Hiawatha Trail

Winchester, KY

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

Beds

0.0

Baths

2191 McClure Road

Winchester, KY

Bluegrass
View 76 Clay Street Winchester, KY MLS# 26017853
  • Recently Listed
1 of 26
$179,900
3

Beds

2.0

Baths

1,176

Sq.Ft.

76 Clay Street

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 990 Craig Crossing Road Winchester, KY MLS# 22004991
$175,000
Studio

Beds

0.0

Baths

990 Craig Crossing Road

Winchester, KY

Bluegrass
View 2996 Irvine Road Winchester, KY MLS# 26007067
$175,000
Studio

Beds

0.0

Baths

2996 Irvine Road

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 12 Apache Trail Winchester, KY MLS# 25500706
$168,500
3

Beds

2.0

Baths

1,026

Sq.Ft.

12 Apache Trail

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

297

Estimated median home price

$277,000
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 - 100K39
$100K - 200K56
$200K - 300K67
$300K - 400K48
$400K - 500K21
$500K - 600K17
$600K - 700K11
$700K - 800K12
$800K - 900K5
$900K - 1M2
$1M - Max19

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family163
Townhouse4
Condo0
Commercial15
Rental20
Lots and Land97
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms9

(Data as of 7/28/2026)

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 7/28/2026.