Winchester Horse Farms

View Winchester, KY farms for sale below! Steeped in history and surrounded by lush rolling hills is the small Clark County community of Winchester. With beautiful, fertile land, farms in Winchester are often kept in the family for generations, making the chance to own land in the area an exclusive opportunity that many equine enthusiasts would want to take advantage of.

Palomino Horse on a farm in Kentucky's Bluegrass region

Winchester Horse Farm Statistics

Average Price $281K
Lowest Price $10K
Highest Price $7.4M
Total Listings 99
Avg. Days On Market 240
Avg. Price/SQFT $14.5K

Property Types (active listings)

Continue reading below to find out why this community is the perfect place for your farming efforts.

Search Winchester Horse Farms in Kentucky

Click the links below to sort results by price range.

Sort by:
2090 Pretty Run Rd., Winchester

$7,369,000

2090 Pretty Run Rd., Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 23001047

Lexington-Bluegrass Assocation of Realtors Logo

1711 Boonesboro Road, Winchester

$2,500,000

1711 Boonesboro Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 20102615

Lexington-Bluegrass Assocation of Realtors Logo

1509 Boonesboro Road, Winchester

$2,000,000

1509 Boonesboro Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 20101924

Lexington-Bluegrass Assocation of Realtors Logo

1305 Irvine Road, Winchester

$1,200,000

↓ $200,000

1305 Irvine Road, Winchester

4 Beds 3 Baths 3,020 SqFt Land - Farm/Land MLS® # 20106412

Lexington-Bluegrass Assocation of Realtors Logo

3475 Old Boonesboro Road, Winchester

$1,060,000

3475 Old Boonesboro Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 22025378

Lexington-Bluegrass Assocation of Realtors Logo

825 Crowe Ridge Road, Winchester

$800,000

825 Crowe Ridge Road, Winchester

3 Beds 1 Bath 1,836 SqFt Land - Farm/Land MLS® # 22017709

Lexington-Bluegrass Assocation of Realtors Logo

New
6130 Van Meter Road, Winchester

$750,000

6130 Van Meter Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 23001243

Lexington-Bluegrass Assocation of Realtors Logo

2527&2439 Grimes Mill Road, Winchester

$575,000

↓ $60,000

2527&2439 Grimes Mill Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 22008183

Lexington-Bluegrass Assocation of Realtors Logo

East Broadway Street, Winchester

$450,000

↓ $54,000

East Broadway Street, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 1607828

Lexington-Bluegrass Assocation of Realtors Logo

New
270-255 Mckinley Lane, Winchester

$449,000

270-255 Mckinley Lane, Winchester

9 Beds 3 Baths 3,477 SqFt Land - Farm/Land MLS® # 23001439

Lexington-Bluegrass Assocation of Realtors Logo

875 Miller Hunt Road, Winchester

$395,000

↓ $34,000

875 Miller Hunt Road, Winchester

3 Beds 3 Baths 1,904 SqFt Land - Farm/Land MLS® # 22017579

Lexington-Bluegrass Assocation of Realtors Logo

2551 Schollsville Road, Winchester

$329,900

2551 Schollsville Road, Winchester

4 Beds 1 Bath 3,100 SqFt Land - Farm/Land MLS® # 23000644

Lexington-Bluegrass Assocation of Realtors Logo

2990 Pretty Run Road Lot #1, Winchester

$325,000

2990 Pretty Run Road Lot #1, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 20111823

Lexington-Bluegrass Assocation of Realtors Logo

550 East Broadway Street, Winchester

$325,000

550 East Broadway Street, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 22024634

Lexington-Bluegrass Assocation of Realtors Logo

4700 Boonesboro Road, Winchester

$299,000

4700 Boonesboro Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 22024790

Lexington-Bluegrass Assocation of Realtors Logo

4750 Boonesboro Road, Winchester

$299,000

4750 Boonesboro Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 22024791

Lexington-Bluegrass Assocation of Realtors Logo

175 Waterworks Road, Winchester

$274,900

↓ $15,000

175 Waterworks Road, Winchester

3 Beds 2 Baths 1,295 SqFt Land - Farm/Land MLS® # 22024909

Lexington-Bluegrass Assocation of Realtors Logo

4878 Boonesboro Road, Winchester

$249,000

4878 Boonesboro Road, Winchester

0 Beds 0 Baths 0 SqFt Land - Farm/Land MLS® # 22024789

Lexington-Bluegrass Assocation of Realtors Logo


Register Now

Create a free account for unlimited access to exclusive listings. We'll even send you properties that meet your search criteria!

Sign Up for FREE

Learn About Horse Farms in Winchester, KY

Many of the horse farms in the area are small yet exquisite. The stunning scenery and convenient amenities make Winchester, KY horse farms for sale something that every buyer should consider.

Premium land quality in Winchester is a huge part of many people’s decision to farm here. In fact, the same families have owned many tracts of land for generations. These exclusive properties offer everything horse farmers are looking for: lush, green pastures, high-quality barns, and comfortable homes that evoke a true sense of country living.Winchester horse farms

Although Winchester is not home to any major horse farms, it is well within the range of major metropolis centers like Lexington. To the east of Winchester, the quality of land starts to diminish as the rolling hills turn to mountain ranges, making Winchester one of the only places within close proximity to Lexington where you can ride for hours in stunning scenery and not cross your own path.

Since there are not many farms in the area, horse farms in Winchester, KY are also affordable and offer amazing value compared to other larger horse communities in the state. However, Winchester is home to Nursery Place and was the original location of the world-famous Bwamazon Farm.

Living in Winchester, KY

Winchester is the definition of small-town charm. At the epicenter of its beautiful scenery is the historic downtown core, home to numerous adorable boutiques and eateries that are sure to satisfy. Living in Winchester, KY also has many other perks including easy access to numerous indoor and outdoor recreational activities.

In addition to its equestrian pursuits, homeowners in Winchester also enjoy numerous community parks, wineries, agritourism, and extensive bike paths and a fervent cycling community.

Winchester is also home to some major Kentucky employers including Amazon, Hewlett-Packard, the Eastern Kentucky Power Co-Operative, and its very own soft drink factory: Ale-8-One.

Other Notable Winchester Features

  • Home to the Clark Regional Medical Center, one of the top medical centers in the state.
  • Many historic Civil War attractions, monuments, and museums are also located in the area.
  • Popular indoor activities include taking in a movie at Malco Winchester Cinema or enjoying a performance at the Leeds Center for the Arts.
  • Outdoor recreation includes enjoying the parks and preserved land, taking in a wine or beer tour, or any of the numerous farms and agritourism activities.
  • Part of the Clark County School District.

Contact Hill & Regan Parker Today

Send us a message online or call us at 859-608-8039!

Login Contact Us

^Back To Winchester Horse Farms

Beautiful field on a horse farm in Kentucky

Start searching for your dream farm now.

When it comes to convenience, our site is unparalleled. Whether you're in the comfort of your home, or on the go.
Our site works flawlessly on multiple devices so you can find the information you need.

Start Search