View 426 E Broadway Street Winchester, KY MLS# 26007906
$289,000
5

Beds

2.0

Baths

1,838

Sq.Ft.

426 E Broadway Street

Winchester, KY

Bluegrass
View 211 Lindsey Court Winchester, KY MLS# 26003170
$285,000
3

Beds

2.0

Baths

1,790

Sq.Ft.

211 Lindsey Court

Winchester, KY

Bluegrass
View 404 Wellington Way Winchester, KY MLS# 25505330
$275,700
3

Beds

2.0

Baths

1,682

Sq.Ft.

404 Wellington Way

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 104 Jackson Ferry Road Winchester, KY MLS# 26005196
$275,000
4

Beds

2.0

Baths

2,417

Sq.Ft.

104 Jackson Ferry Road

Winchester, KY

Bluegrass
View 402 Harney Drive Winchester, KY MLS# 26007559
$275,000
3

Beds

1.1

Baths

1,634

Sq.Ft.

402 Harney Drive

Winchester, KY

Bluegrass
View 110 Buckingham Lane Winchester, KY MLS# 26008814
$275,000
3

Beds

2.0

Baths

1,240

Sq.Ft.

110 Buckingham Lane

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 115 Watercrest Circle Winchester, KY MLS# 26002338
$274,950
4

Beds

3.0

Baths

2,112

Sq.Ft.

115 Watercrest Circle

Winchester, KY

Bluegrass
View 800 Interstate Drive Winchester, KY MLS# 20111867
$270,000
Studio

Beds

0.0

Baths

800 Interstate 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 1128-1130 Dale Drive Winchester, KY MLS# 26000922
$269,500
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 1128-1130 Dale Drive Winchester, KY MLS# 26005390
$269,500
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 564 Trapp-Goffs Cor Road Winchester, KY MLS# 26000897
$269,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

564 Trapp-Goffs Cor 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 130 E Broadway Street Winchester, KY MLS# 26004331
$265,000
4

Beds

3.0

Baths

2,445

Sq.Ft.

130 E Broadway Street

Winchester, KY

Bluegrass
View 280 Pine Ridge Road Winchester, KY MLS# 26004070
$260,000
3

Beds

1.0

Baths

1,296

Sq.Ft.

280 Pine Ridge Road

Winchester, KY

Bluegrass
View 120 Windsor Drive Winchester, KY MLS# 26002472
    1 of 21
    OPEN HOUSE: Sunday 5/3 3:00 PM - 6:00 PM
    $259,900
    4

    Beds

    1.0

    Baths

    1,610

    Sq.Ft.

    120 Windsor Drive

    Winchester, KY

    Bluegrass
    View 201 Prescott Lane Winchester, KY MLS# 26006371
    $259,900
    3

    Beds

    2.0

    Baths

    1,304

    Sq.Ft.

    201 Prescott Lane

    Winchester, KY

    Bluegrass
    View 17 Holiday Road Winchester, KY MLS# 26009671
    • Recently Listed
    1 of 64
    $259,900
    3

    Beds

    1.1

    Baths

    1,161

    Sq.Ft.

    17 Holiday Road

    Winchester, KY

    Bluegrass
    View 3614 Stamper Drive Winchester, KY MLS# 25017189
    $259,500
    3

    Beds

    2.0

    Baths

    1,247

    Sq.Ft.

    3614 Stamper Drive

    Winchester, KY

    Bluegrass

    About Winchester

    Listings in Winchester, KY

    299

    Estimated median home price

    $270,000
    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 - 100K36
    $100K - 200K67
    $200K - 300K68
    $300K - 400K38
    $400K - 500K23
    $500K - 600K13
    $600K - 700K10
    $700K - 800K16
    $800K - 900K4
    $900K - 1M2
    $1M - Max22

    Homes for Sale by Type in Winchester, KY

    Property TypeCount
    Single Family170
    Townhouse3
    Condo0
    Commercial15
    Rental18
    Lots and Land95
    Condo/Town/CoOp0
    CoOp0
    Multi Family10
    Mobile Home0
    Farms6

    (Data as of 5/2/2026)

    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 5/3/2026.