289 total properties
Did you mean the neighborhood Winchester?
View 1775 Irvine Road Winchester, KY MLS# 26006681
$695,000
3

Beds

4.0

Baths

4,008

Sq.Ft.

1775 Irvine Road

Winchester, KY

Bluegrass
View 1480 Irvine Road Winchester, KY MLS# 26007244
$694,900
3

Beds

3.1

Baths

3,388

Sq.Ft.

1480 Irvine 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 142 Clubhouse Drive Winchester, KY MLS# 26008332
$650,000
6

Beds

4.0

Baths

4,351

Sq.Ft.

142 Clubhouse 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
View 5865 Van Meter Road Winchester, KY MLS# 26010445
$635,000
3

Beds

3.0

Baths

2,765

Sq.Ft.

5865 Van Meter Road

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 6595 Mt Sterling Road Winchester, KY MLS# 26011548
  • Recently Listed
1 of 65
$609,900
5

Beds

4.0

Baths

4,515

Sq.Ft.

6595 Mt Sterling Road

Winchester, KY

Bluegrass
View 722 Colby Road # #2 Winchester, KY MLS# 26008236
$600,000
Studio

Beds

0.0

Baths

722 Colby Road # #2

Winchester, KY

Bluegrass
View 7919 Mt Sterling Road Winchester, KY MLS# 26012124
  • Recently Listed
1 of 46
OPEN HOUSE: Saturday 6/13 12:30 PM - 3:00 PM
$595,000
4

Beds

3.1

Baths

3,431

Sq.Ft.

7919 Mt Sterling Road

Winchester, KY

Bluegrass
View 104 Bella Shae Way Winchester, KY MLS# 26000264
  • New Construction
1 of 10
$591,650
3

Beds

2.1

Baths

2,200

Sq.Ft.

104 Bella Shae Way

Winchester, KY

Bluegrass
View 529 Bullion Boulevard # 3B Winchester, KY MLS# 23015571
$575,000
Studio

Beds

0.0

Baths

529 Bullion Boulevard # 3B

Winchester, KY

Bluegrass
View 1025 Colby Road Winchester, KY MLS# 26005455
$575,000
Studio

Beds

0.0

Baths

1025 Colby Road

Winchester, KY

Bluegrass
View 108 Bella Shae Way Winchester, KY MLS# 26010352
$558,900
3

Beds

2.0

Baths

2,280

Sq.Ft.

108 Bella Shae Way

Winchester, KY

Bluegrass
View 1395 Two Mile Road Winchester, KY MLS# 23018854
$550,500
Studio

Beds

0.0

Baths

1395 Two Mile Road

Winchester, KY

Bluegrass
View 609 Bullion Boulevard # 3A Winchester, KY MLS# 23015569
$550,000
Studio

Beds

0.0

Baths

609 Bullion Boulevard # 3A

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 110 White Conkwright Road Winchester, KY MLS# 26007022
$550,000
5

Beds

3.0

Baths

3,102

Sq.Ft.

110 White Conkwright Road

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.