View 108 Spruce Court Winchester, KY MLS# 26009399
  • Recently Listed
1 of 22
$230,000
4

Beds

2.0

Baths

2,106

Sq.Ft.

108 Spruce Court

Winchester, KY

Bluegrass
View 38 N Burns Avenue Winchester, KY MLS# 26009835
  • Recently Listed
1 of 27
$350,000
4

Beds

2.1

Baths

2,310

Sq.Ft.

38 N Burns Avenue

Winchester, KY

Bluegrass
View 3622 Stamper Drive Winchester, KY MLS# 26009877
  • Recently Listed
1 of 43
$319,900
3

Beds

3.0

Baths

2,821

Sq.Ft.

3622 Stamper Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 2247 Muddy Creek Road Winchester, KY MLS# 26009782
  • Recently Listed
1 of 26
$89,000
3

Beds

1.0

Baths

1,145

Sq.Ft.

2247 Muddy Creek Road

Winchester, KY

Bluegrass
View 22 Magnolia Street Winchester, KY MLS# 26009730
  • Recently Listed
1 of 19
$162,900
2

Beds

1.0

Baths

842

Sq.Ft.

22 Magnolia Street

Winchester, KY

Bluegrass
View 162 French Avenue Winchester, KY MLS# 26009734
  • Recently Listed
1 of 38
$329,900
4

Beds

1.0

Baths

2,327

Sq.Ft.

162 French Avenue

Winchester, KY

Bluegrass
View 17 Holiday Road Winchester, KY MLS# 26009671
$259,900
3

Beds

1.1

Baths

1,161

Sq.Ft.

17 Holiday Road

Winchester, KY

Bluegrass
View 123 Sunset Heights Winchester, KY MLS# 26009360
  • Recently Listed
1 of 31
$255,900
3

Beds

2.0

Baths

1,446

Sq.Ft.

123 Sunset Heights

Winchester, KY

Bluegrass
View 618 Westmeade Drive Winchester, KY MLS# 26009371
  • Recently Listed
1 of 38
$296,900
4

Beds

2.0

Baths

2,116

Sq.Ft.

618 Westmeade Drive

Winchester, KY

Bluegrass
View 164 Buckingham Lane Winchester, KY MLS# 26009383
  • Recently Listed
1 of 25
$270,000
3

Beds

2.0

Baths

1,190

Sq.Ft.

164 Buckingham Lane

Winchester, KY

Bluegrass
View 935 Stoner-Ephesus Road Winchester, KY MLS# 26009385
$525,000
3

Beds

2.0

Baths

2,563

Sq.Ft.

935 Stoner-Ephesus Road

Winchester, KY

Bluegrass
View 86 Bon-Haven Avenue Winchester, KY MLS# 26009398
$269,000
4

Beds

2.0

Baths

2,295

Sq.Ft.

86 Bon-Haven Avenue

Winchester, KY

Bluegrass
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
  • Recently Listed
1 of 19
$209,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
View 54 Locust Drive Winchester, KY MLS# 26007779
  • Recently Listed
1 of 40
$299,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

54 Locust Drive

Winchester, KY

Bluegrass
View 219 Bartram Court Winchester, KY MLS# 26009207
$310,000
3

Beds

2.1

Baths

1,696

Sq.Ft.

219 Bartram Court

Winchester, KY

Bluegrass
View 363 S Main Street Winchester, KY MLS# 26009123
$250,000
3

Beds

2.0

Baths

2,142

Sq.Ft.

363 S Main Street

Winchester, KY

Bluegrass
View 720 Terry Drive Winchester, KY MLS# 26009068
  • Recently Listed
1 of 57
$275,000
3

Beds

2.0

Baths

1,779

Sq.Ft.

720 Terry Drive

Winchester, KY

Bluegrass
View 382 S Main Street Winchester, KY MLS# 26008931
  • Recently Listed
1 of 60
$415,000
4

Beds

3.0

Baths

3,310

Sq.Ft.

382 S Main Street

Winchester, KY

Bluegrass
View 414 Pueblo Court Winchester, KY MLS# 26008330
  • Recently Listed
1 of 32
$329,999
3

Beds

2.1

Baths

2,648

Sq.Ft.

414 Pueblo Court

Winchester, KY

Bluegrass
View 11 Taylor Avenue Winchester, KY MLS# 26008944
  • Recently Listed
1 of 18
$149,900
3

Beds

1.0

Baths

1,938

Sq.Ft.

11 Taylor Avenue

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

300

Estimated median home price

$269,500
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 - 100K37
$100K - 200K68
$200K - 300K68
$300K - 400K39
$400K - 500K22
$500K - 600K13
$600K - 700K10
$700K - 800K16
$800K - 900K4
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family172
Townhouse3
Condo0
Commercial14
Rental17
Lots and Land95
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home0
Farms6

(Data as of 5/4/2026)

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 5/4/2026.