165 total properties
Did you mean the neighborhood Winchester?
View 516 Hidden Hills Way Winchester, KY MLS# 26011540
$225,000
3

Beds

2.0

Baths

1,134

Sq.Ft.

516 Hidden Hills Way

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26011564
  • Recently Listed
1 of 24
$199,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 2799 Pine Ridge Road Winchester, KY MLS# 26011430
  • Recently Listed
1 of 23
$99,900
3

Beds

2.0

Baths

675

Sq.Ft.

2799 Pine Ridge Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 128 Bay Hill Drive Winchester, KY MLS# 26011449
  • Recently Listed
1 of 30
$200,000
3

Beds

2.0

Baths

1,289

Sq.Ft.

128 Bay Hill Drive

Winchester, KY

Bluegrass
View 137 Eastridge Drive Winchester, KY MLS# 26011465
  • Recently Listed
1 of 38
$289,900
3

Beds

2.0

Baths

1,420

Sq.Ft.

137 Eastridge Drive

Winchester, KY

Bluegrass
View Lot 3 Plantations Drive Winchester, KY MLS# 26011487
$78,500
Studio

Beds

0.0

Baths

Lot 3 Plantations Drive

Winchester, KY

Bluegrass
View Lot 4 Plantations Drive Winchester, KY MLS# 26011488
$78,500
Studio

Beds

0.0

Baths

Lot 4 Plantations Drive

Winchester, KY

Bluegrass
View 316 Maryland Avenue Winchester, KY MLS# 26011496
  • Recently Listed
1 of 25
$255,000
3

Beds

2.0

Baths

1,809

Sq.Ft.

316 Maryland Avenue

Winchester, KY

Bluegrass
View 4784 Van Meter Road Winchester, KY MLS# 26011212
$165,000
Studio

Beds

0.0

Baths

4784 Van Meter Road

Winchester, KY

Bluegrass
View 5127 Combs Ferry Road Winchester, KY MLS# 26011064
$235,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 339 S Main Street Winchester, KY MLS# 26010684
$219,900
4

Beds

1.1

Baths

1,848

Sq.Ft.

339 S Main Street

Winchester, KY

Bluegrass
View 209 Boone Avenue Winchester, KY MLS# 26011097
  • Virtual Tour
1 of 24
$299,900
3

Beds

2.1

Baths

2,260

Sq.Ft.

209 Boone Avenue

Winchester, KY

Bluegrass
View 13 Arlington Road Winchester, KY MLS# 26005875
$235,000
4

Beds

2.0

Baths

1,431

Sq.Ft.

13 Arlington Road

Winchester, KY

Bluegrass
View 314 Snowden Drive Winchester, KY MLS# 26010943
$224,900
3

Beds

1.0

Baths

1,196

Sq.Ft.

314 Snowden Drive

Winchester, KY

Bluegrass
View 147 Sunset Heights Winchester, KY MLS# 26011009
$294,900
3

Beds

2.0

Baths

2,128

Sq.Ft.

147 Sunset Heights

Winchester, KY

Bluegrass
View 450 Jameson Way Winchester, KY MLS# 26011041
$225,000
4

Beds

2.0

Baths

1,458

Sq.Ft.

450 Jameson Way

Winchester, KY

Bluegrass
View 205 Providence Lane Winchester, KY MLS# 26010776
$269,900
3

Beds

1.0

Baths

1,644

Sq.Ft.

205 Providence Lane

Winchester, KY

Bluegrass
View 301 Snowden Drive Winchester, KY MLS# 26010643
$210,000
3

Beds

1.0

Baths

1,386

Sq.Ft.

301 Snowden Drive

Winchester, KY

Bluegrass
View 5434 Pine Ridge Road Winchester, KY MLS# 26010230
$189,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

5434 Pine Ridge Road

Winchester, KY

Bluegrass
View 403 Pueblo Court Winchester, KY MLS# 26010021
$274,900
3

Beds

2.0

Baths

1,311

Sq.Ft.

403 Pueblo Court

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.