264 total properties
Did you mean the neighborhood Winchester?
View 218 S Maple Street Winchester, KY MLS# 26004697
  • Recently Listed
1 of 25
$825,000
6,110

Sq.Ft.

218 S Maple Street

Winchester, KY

Bluegrass
View 1701 Gay Evans Road Winchester, KY MLS# 26003645
$819,000
4

Beds

3.1

Baths

4,345

Sq.Ft.

1701 Gay Evans Road

Winchester, KY

Bluegrass
View 1108 W Lexington Avenue Winchester, KY MLS# 25009775
$800,000
Studio

Beds

0.0

Baths

1108 W Lexington Avenue

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 1600 Ironworks Road Winchester, KY MLS# 25002637
$799,900
Studio

Beds

0.0

Baths

1600 Ironworks Road

Winchester, KY

Bluegrass
View 1600 Ironworks Road Winchester, KY MLS# 25002638
$799,900
Studio

Beds

0.0

Baths

1600 Ironworks Road

Winchester, KY

Bluegrass
View 7300 Old Boonesboro Road Winchester, KY MLS# 25501816
$799,900
4

Beds

3.0

Baths

3,311

Sq.Ft.

7300 Old Boonesboro Road

Winchester, KY

Bluegrass
View 455 Davis Lane Winchester, KY MLS# 25507944
  • Virtual Tour
1 of 65
$799,900
2

Beds

1.1

Baths

2,361

Sq.Ft.

455 Davis Lane

Winchester, KY

Bluegrass
View 4040 Muddy Creek Road Winchester, KY MLS# 25018691
$795,000
4

Beds

3.1

Baths

4,584

Sq.Ft.

4040 Muddy Creek Road

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 126 Shoppers Drive Winchester, KY MLS# 25015685
$780,000
3,080

Sq.Ft.

126 Shoppers Drive

Winchester, KY

Bluegrass
View 609 Bullion Boulevard 3A # 3A Winchester, KY MLS# 23015569
$775,000
Studio

Beds

0.0

Baths

609 Bullion Boulevard 3A # 3A

Winchester, KY

Bluegrass
View 529 Bullion Boulevard 3B # 3B Winchester, KY MLS# 23015571
$775,000
Studio

Beds

0.0

Baths

529 Bullion Boulevard 3B # 3B

Winchester, KY

Bluegrass
View 1783 Gay Evans Road Winchester, KY MLS# 25504530
$775,000
5

Beds

3.1

Baths

2,904

Sq.Ft.

1783 Gay Evans Road

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 7919 Mt Sterling Road Winchester, KY MLS# 26004302
  • Recently Listed
1 of 54
$700,000
4

Beds

3.1

Baths

3,431

Sq.Ft.

7919 Mt Sterling Road

Winchester, KY

Bluegrass
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 205 Codella Drive Winchester, KY MLS# 25008456
$650,000
Studio

Beds

0.0

Baths

205 Codella Drive

Winchester, KY

Bluegrass
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 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

About Winchester

Listings in Winchester, KY

267

Estimated median home price

$269,900
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 - 100K32
$100K - 200K57
$200K - 300K64
$300K - 400K35
$400K - 500K17
$500K - 600K12
$600K - 700K10
$700K - 800K10
$800K - 900K7
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family144
Townhouse6
Condo0
Commercial13
Rental17
Lots and Land81
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home0
Farms11

(Data as of 3/11/2026)

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 3/12/2026.