297 total properties
Did you mean the neighborhood Winchester?
View 335 Newcastle Lane Winchester, KY MLS# 26014026
  • Recently Listed
1 of 62
$329,900
3

Beds

2.1

Baths

1,904

Sq.Ft.

335 Newcastle Lane

Winchester, KY

Bluegrass
View 8 Monroe Avenue Winchester, KY MLS# 26014053
  • Recently Listed
1 of 35
$329,900
3

Beds

2.0

Baths

1,444

Sq.Ft.

8 Monroe Avenue

Winchester, KY

Bluegrass
View 750 Providence Lane Winchester, KY MLS# 26006323
$339,900
Studio

Beds

0.0

Baths

750 Providence Lane

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 740 Pilot Ridge Lane Winchester, KY MLS# 26006680
$339,900
3

Beds

2.1

Baths

1,608

Sq.Ft.

740 Pilot Ridge Lane

Winchester, KY

Bluegrass
View 410 W Lexington Avenue Winchester, KY MLS# 26012369
$339,900
5

Beds

4.0

Baths

4,456

Sq.Ft.

410 W Lexington Avenue

Winchester, KY

Bluegrass
View 23 Windridge Drive Winchester, KY MLS# 26013010
  • Recently Listed
1 of 41
$339,900
3

Beds

2.0

Baths

1,858

Sq.Ft.

23 Windridge Drive

Winchester, KY

Bluegrass
View 410 W Lexington Avenue Winchester, KY MLS# 26014051
$339,900
4,456

Sq.Ft.

410 W Lexington Avenue

Winchester, KY

Bluegrass
View 443 S Maple Street Winchester, KY MLS# 26008225
$340,000
4

Beds

2.0

Baths

3,261

Sq.Ft.

443 S Maple Street

Winchester, KY

Bluegrass
View 405 Tremont Lane Winchester, KY MLS# 26010040
$349,000
4

Beds

2.1

Baths

2,274

Sq.Ft.

405 Tremont Lane

Winchester, KY

Bluegrass
View 221 W Hickman Street Winchester, KY MLS# 26013573
$349,500
4

Beds

3.0

Baths

2,800

Sq.Ft.

221 W Hickman Street

Winchester, KY

Bluegrass
View 614 Colby Ridge Boulevard Winchester, KY MLS# 26007904
$349,900
4

Beds

2.1

Baths

2,100

Sq.Ft.

614 Colby Ridge Boulevard

Winchester, KY

Bluegrass
View 38 N Burns Avenue Winchester, KY MLS# 26009835
  • New Construction
1 of 31
$350,000
4

Beds

2.1

Baths

2,310

Sq.Ft.

38 N Burns Avenue

Winchester, KY

Bluegrass
View 27 Hampton Avenue Winchester, KY MLS# 26010286
$350,000
3

Beds

2.0

Baths

2,835

Sq.Ft.

27 Hampton Avenue

Winchester, KY

Bluegrass
View 502 W Lexington Avenue Winchester, KY MLS# 26010324
$350,000
4

Beds

2.3

Baths

4,798

Sq.Ft.

502 W Lexington Avenue

Winchester, KY

Bluegrass
View 274 Greenway Drive Winchester, KY MLS# 26010546
$350,000
4

Beds

2.0

Baths

2,208

Sq.Ft.

274 Greenway Drive

Winchester, KY

Bluegrass
View 6888 Bybee Road Winchester, KY MLS# 26014823
  • Recently Listed
1 of 62
$350,000
1

Beds

1.0

Baths

800

Sq.Ft.

6888 Bybee Road

Winchester, KY

Bluegrass
View 107 Gibson Way Winchester, KY MLS# 26013361
  • Recently Listed
1 of 20
OPEN HOUSE: Sunday 6/28 2:00 PM - 4:00 PM
$354,900
3

Beds

2.1

Baths

2,266

Sq.Ft.

107 Gibson Way

Winchester, KY

Bluegrass
View 119 Gibson Way Winchester, KY MLS# 26014834
  • Recently Listed
1 of 28
$355,000
4

Beds

2.1

Baths

2,325

Sq.Ft.

119 Gibson Way

Winchester, KY

Bluegrass
View 133 Shala-Mar Rue Winchester, KY MLS# 26005511
$359,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

133 Shala-Mar Rue

Winchester, KY

Bluegrass
View 3359 Trapp-Goffs Corner Road Winchester, KY MLS# 26012322
    1 of 38
    OPEN HOUSE: Sunday 6/28 1:00 PM - 3:00 PM
    $360,000
    1

    Beds

    2.0

    Baths

    2,179

    Sq.Ft.

    3359 Trapp-Goffs Corner Road

    Winchester, KY

    Bluegrass

    About Winchester

    Listings in Winchester, KY

    298

    Estimated median home price

    $276,200
    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 - 100K31
    $100K - 200K66
    $200K - 300K71
    $300K - 400K49
    $400K - 500K17
    $500K - 600K17
    $600K - 700K10
    $700K - 800K9
    $800K - 900K2
    $900K - 1M3
    $1M - Max23

    Homes for Sale by Type in Winchester, KY

    Property TypeCount
    Single Family174
    Townhouse4
    Condo0
    Commercial12
    Rental18
    Lots and Land92
    Condo/Town/CoOp0
    CoOp0
    Multi Family9
    Mobile Home0
    Farms7

    (Data as of 6/26/2026)

    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 6/26/2026.