View Lot 5 Plantations Drive Winchester, KY MLS# 26010749
$78,500
Studio

Beds

0.0

Baths

Lot 5 Plantations Drive

Winchester, KY

Bluegrass
View Lot 4 Plantations Drive Winchester, KY MLS# 26010751
$78,500
Studio

Beds

0.0

Baths

Lot 4 Plantations Drive

Winchester, KY

Bluegrass
View Lot 3 Plantations Drive Winchester, KY MLS# 26010753
$78,500
Studio

Beds

0.0

Baths

Lot 3 Plantations Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 301 Snowden Drive Winchester, KY MLS# 26010643
  • Recently Listed
1 of 20
$210,000
3

Beds

1.0

Baths

1,386

Sq.Ft.

301 Snowden Drive

Winchester, KY

Bluegrass
View 86 Brink Avenue Winchester, KY MLS# 26010543
  • Recently Listed
1 of 20
$230,000
3

Beds

2.0

Baths

1,136

Sq.Ft.

86 Brink Avenue

Winchester, KY

Bluegrass
View 5434 Pine Ridge Road Winchester, KY MLS# 26010230
  • Recently Listed
1 of 31
$189,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

5434 Pine Ridge Road

Winchester, KY

Bluegrass
View 407 Pueblo Court Winchester, KY MLS# 26010046
$240,000
3

Beds

2.0

Baths

1,244

Sq.Ft.

407 Pueblo Court

Winchester, KY

Bluegrass
View 265 Cunningham Lane Winchester, KY MLS# 26010094
$200,000
3

Beds

2.0

Baths

1,140

Sq.Ft.

265 Cunningham Lane

Winchester, KY

Bluegrass
View 103 Yorktowne Court Winchester, KY MLS# 25500573
$130,000
3

Beds

1.0

Baths

1,150

Sq.Ft.

103 Yorktowne Court

Winchester, KY

Bluegrass
View 108 Spruce Court Winchester, KY MLS# 26009399
  • Recently Listed
1 of 22
$230,000
4

Beds

2.0

Baths

2,106

Sq.Ft.

108 Spruce Court

Winchester, KY

Bluegrass
View 2247 Muddy Creek Road Winchester, KY MLS# 26009782
$89,000
3

Beds

1.0

Baths

1,145

Sq.Ft.

2247 Muddy Creek Road

Winchester, KY

Bluegrass
View 22 Magnolia Street Winchester, KY MLS# 26009730
  • Recently Listed
1 of 19
$162,900
2

Beds

1.0

Baths

842

Sq.Ft.

22 Magnolia Street

Winchester, KY

Bluegrass
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
  • Recently Listed
1 of 19
$209,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
View 363 S Main Street Winchester, KY MLS# 26009123
$250,000
3

Beds

2.0

Baths

2,142

Sq.Ft.

363 S Main Street

Winchester, KY

Bluegrass
View 11 Taylor Avenue Winchester, KY MLS# 26008944
  • Recently Listed
1 of 18
$149,900
3

Beds

1.0

Baths

1,362

Sq.Ft.

11 Taylor Avenue

Winchester, KY

Bluegrass
View 148 W Lexington Avenue Winchester, KY MLS# 26008946
$219,900
5

Beds

2.0

Baths

2,444

Sq.Ft.

148 W Lexington Avenue

Winchester, KY

Bluegrass
View 310 Essex Court Winchester, KY MLS# 26009036
$192,500
2

Beds

2.1

Baths

1,188

Sq.Ft.

310 Essex Court

Winchester, KY

Bluegrass
View 9 Linden Avenue Winchester, KY MLS# 25007762
$139,000
2

Beds

1.0

Baths

886

Sq.Ft.

9 Linden Avenue

Winchester, KY

Bluegrass
View 39 Casa Landa Way Winchester, KY MLS# 26008661
$125,000
Studio

Beds

0.0

Baths

39 Casa Landa Way

Winchester, KY

Bluegrass
View 229 S Highland Street Winchester, KY MLS# 26008701
$180,000
4

Beds

3.0

Baths

3,462

Sq.Ft.

229 S Highland Street

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

303

Estimated median home price

$275,000
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 - 100K33
$100K - 200K66
$200K - 300K68
$300K - 400K43
$400K - 500K25
$500K - 600K16
$600K - 700K12
$700K - 800K13
$800K - 900K3
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family177
Townhouse2
Condo0
Commercial16
Rental18
Lots and Land90
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms7

(Data as of 5/13/2026)

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 5/14/2026.