295 total properties
Did you mean the neighborhood Winchester?
View 4578 Combs Ferry Road Winchester, KY MLS# 26011707
$1,750,000
3

Beds

2.0

Baths

1,860

Sq.Ft.

4578 Combs Ferry Road

Winchester, KY

Bluegrass
View 3166 Colby Road Winchester, KY MLS# 26011538
$1,695,000
3

Beds

2.1

Baths

4,518

Sq.Ft.

3166 Colby Road

Winchester, KY

Bluegrass
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 6595 Mt Sterling Road Winchester, KY MLS# 26011548
$609,900
5

Beds

4.0

Baths

4,515

Sq.Ft.

6595 Mt Sterling Road

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26011564
$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
$99,900
3

Beds

2.0

Baths

675

Sq.Ft.

2799 Pine Ridge Road

Winchester, KY

Bluegrass
View 128 Bay Hill Drive Winchester, KY MLS# 26011449
$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
$274,500
3

Beds

2.0

Baths

1,420

Sq.Ft.

137 Eastridge Drive

Winchester, KY

Bluegrass
View 2395 Paris Road Winchester, KY MLS# 26011485
$14,100,000
Studio

Beds

0.0

Baths

2395 Paris Road

Winchester, KY

Bluegrass
View Lot 1 - 7 Plantations Drive Winchester, KY MLS# 26011486
$882,000
Studio

Beds

0.0

Baths

Lot 1 - 7 Plantations 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
$255,000
3

Beds

2.0

Baths

1,809

Sq.Ft.

316 Maryland Avenue

Winchester, KY

Bluegrass
View 13 Lakeview Drive Winchester, KY MLS# 26011497
$315,000
3

Beds

2.0

Baths

1,932

Sq.Ft.

13 Lakeview Drive

Winchester, KY

Bluegrass
View 414 Fairholme Way Winchester, KY MLS# 26011136
  • New Construction
1 of 38
$484,900
4

Beds

3.0

Baths

2,418

Sq.Ft.

414 Fairholme Way

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 1478 Donaldson Road Winchester, KY MLS# 26011075
$444,000
3

Beds

2.0

Baths

2,442

Sq.Ft.

1478 Donaldson 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 18 Casa Landa Way Winchester, KY MLS# 26011118
$395,000
3

Beds

2.0

Baths

1,883

Sq.Ft.

18 Casa Landa Way

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

296

Estimated median home price

$274,700
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 - 200K65
$200K - 300K76
$300K - 400K42
$400K - 500K18
$500K - 600K15
$600K - 700K11
$700K - 800K11
$800K - 900K2
$900K - 1M4
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family178
Townhouse4
Condo0
Commercial12
Rental18
Lots and Land89
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/12/2026)

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 6/12/2026.