288 total properties
Did you mean the neighborhood Winchester?
View 106 Bella Shae Way Winchester, KY MLS# 24025577
  • New Construction
1 of 3
$645,000
4

Beds

2.1

Baths

2,526

Sq.Ft.

106 Bella Shae Way

Winchester, KY

Bluegrass
View 107 Bella Shae Way Winchester, KY MLS# 24025578
  • New Construction
1 of 10
$550,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

107 Bella Shae Way

Winchester, KY

Bluegrass
View 111 Bella Shae Way Winchester, KY MLS# 24025579
  • New Construction
1 of 3
$825,000
3

Beds

2.1

Baths

2,995

Sq.Ft.

111 Bella Shae Way

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 113 Bella Shae Way Winchester, KY MLS# 24025580
  • New Construction
1 of 3
$670,000
3

Beds

2.0

Baths

2,261

Sq.Ft.

113 Bella Shae Way

Winchester, KY

Bluegrass
View 414 Alexis Way Winchester, KY MLS# 24025581
  • New Construction
1 of 22
$665,000
3

Beds

2.1

Baths

2,643

Sq.Ft.

414 Alexis Way

Winchester, KY

Bluegrass
View 415 Alexis Way Winchester, KY MLS# 24025582
  • New Construction
1 of 3
$700,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

415 Alexis Way

Winchester, KY

Bluegrass
View 422 Alexis Way Winchester, KY MLS# 24025583
  • New Construction
1 of 4
$635,000
4

Beds

2.1

Baths

2,537

Sq.Ft.

422 Alexis Way

Winchester, KY

Bluegrass
View 424 Alexis Way Winchester, KY MLS# 24025584
  • New Construction
1 of 4
$625,000
3

Beds

2.1

Baths

2,405

Sq.Ft.

424 Alexis Way

Winchester, KY

Bluegrass
View 425 Alexis Way Winchester, KY MLS# 25000149
  • New Construction
1 of 9
$785,000
4

Beds

2.1

Baths

2,476

Sq.Ft.

425 Alexis Way

Winchester, KY

Bluegrass
View 178 Hawthorne Drive Winchester, KY MLS# 26012931
$390,000
3

Beds

2.1

Baths

2,156

Sq.Ft.

178 Hawthorne Drive

Winchester, KY

Bluegrass
View 14 Cook Avenue Winchester, KY MLS# 26011961
  • Recently Listed
1 of 37
$233,000
3

Beds

2.0

Baths

1,261

Sq.Ft.

14 Cook Avenue

Winchester, KY

Bluegrass
View 13 Long Avenue Winchester, KY MLS# 26013004
  • Recently Listed
1 of 31
$240,000
3

Beds

2.0

Baths

1,297

Sq.Ft.

13 Long 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 200 Old Log Lick Road Winchester, KY MLS# 26013036
  • Recently Listed
1 of 89
$939,000
3

Beds

2.0

Baths

4,019

Sq.Ft.

200 Old Log Lick Road

Winchester, KY

Bluegrass
View 310 W Hickman Street Winchester, KY MLS# 26012783
  • Recently Listed
1 of 13
$109,900
4

Beds

2.1

Baths

1,391

Sq.Ft.

310 W Hickman Street

Winchester, KY

Bluegrass
View 4100 Crowe Ridge Road Winchester, KY MLS# 26012816
$320,000
3

Beds

2.1

Baths

2,100

Sq.Ft.

4100 Crowe Ridge Road

Winchester, KY

Bluegrass
View 20 Jackson Street Winchester, KY MLS# 26012820
  • Recently Listed
1 of 36
$290,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

20 Jackson Street

Winchester, KY

Bluegrass
View 563 Constitution Drive Winchester, KY MLS# 26012893
$104,900
2

Beds

2.0

Baths

924

Sq.Ft.

563 Constitution Drive

Winchester, KY

Bluegrass
View 233 Schollsville Road Winchester, KY MLS# 26012231
$400,000
3

Beds

2.0

Baths

1,347

Sq.Ft.

233 Schollsville Road

Winchester, KY

Bluegrass
View 305 Abbeywood Drive Winchester, KY MLS# 26012645
$315,000
3

Beds

2.1

Baths

1,899

Sq.Ft.

305 Abbeywood Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

280

Estimated median home price

$269,950
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 - 100K29
$100K - 200K62
$200K - 300K74
$300K - 400K42
$400K - 500K17
$500K - 600K14
$600K - 700K5
$700K - 800K10
$800K - 900K1
$900K - 1M3
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family160
Townhouse4
Condo0
Commercial13
Rental18
Lots and Land89
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home0
Farms4

(Data as of 6/7/2026)

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 6/8/2026.