Winchester

Find Winchester, KY farms for sale below! The land on Winchester farms varies quite drastically, with high-quality lands in the west and lower quality acreages in the east. The western lands have such desirable soils that a few families have owned much of the land for multiple generations, as it has become too invaluable to sell for profit. Winchester land has managed to escape the development that has occurred in much of Central Kentucky, resulting in tranquil farms and sprawling lands that go on for miles. Winchester is the closest community to Lexington with the freedom to ride for hours without retracing any steps. As a result, it's a fantastic place for both recreational and professional horse people.


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Sunrise over a Kentucky farm

Winchester Real Estate Statistics

Average Price $281K
Lowest Price $10K
Highest Price $7.4M
Total Listings 99
Avg. Days On Market 242
Avg. Price/SQFT $14.5K

Property Types (active listings)

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2090 Pretty Run Rd., Winchester

$7,369,000

2090 Pretty Run Rd., Winchester

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

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1711 Boonesboro Road, Winchester

$2,500,000

1711 Boonesboro Road, Winchester

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

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1509 Boonesboro Road, Winchester

$2,000,000

1509 Boonesboro Road, Winchester

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

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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

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3475 Old Boonesboro Road, Winchester

$1,060,000

3475 Old Boonesboro Road, Winchester

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

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825 Crowe Ridge Road, Winchester

$800,000

825 Crowe Ridge Road, Winchester

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

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New
6130 Van Meter Road, Winchester

$750,000

6130 Van Meter Road, Winchester

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

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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

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East Broadway Street, Winchester

$450,000

↓ $54,000

East Broadway Street, Winchester

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

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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

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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

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2551 Schollsville Road, Winchester

$329,900

2551 Schollsville Road, Winchester

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

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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

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550 East Broadway Street, Winchester

$325,000

550 East Broadway Street, Winchester

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

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4700 Boonesboro Road, Winchester

$299,000

4700 Boonesboro Road, Winchester

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

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4750 Boonesboro Road, Winchester

$299,000

4750 Boonesboro Road, Winchester

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

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175 Waterworks Road, Winchester

$274,900

↓ $15,000

175 Waterworks Road, Winchester

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

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4878 Boonesboro Road, Winchester

$249,000

4878 Boonesboro Road, Winchester

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

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Invest In Winchester Farms

When you decide to invest in Winchester farms, you'll be met with plenty of options. The Winchester real estate market offers the full spectrum of rural-style properties. Million dollar estates that span more than 200 acres make the perfect space for agriculture or commercial horse farming ventures. Explore expansive properties that are home to handsome heritage houses that date back to the late 1880s and feature exceptional Southern architecture and old-world charm. Find examples of more recent construction that includes every modern amenity and all the convenience of contemporary design.winchester farms

If horses are your passion, you'll find that many of the farm houses in Winchester are accompanied by stables that have space for anywhere between two and ten horses. For some home buyers, this is an exceptional convenience. It's rare to find a farm that has both your dream home and your dream barn, but in Winchester, it is possible.

Winchester homes for sale were designed to offer residents a high quality of life. Wrap-around porches provide an expansive space where homeowners can relax in the sunshine and reflect on rolling hills, brilliant blue skies, and leafy green trees. Living rooms are expansive. Many feature handsome stone fireplaces where families can gather round in the evenings. Many kitchens adopt a large, open kitchen which provides residents ample space to prepare meals in a beautiful, yet functional, space.

Amenities Near Winchester Farms For Sale

Residents of Winchester love living here for its welcoming and warm community and stunning landscapes. This city offers tremendous amounts of character and plenty to do. From a local brewery, to museums, to wineries, to shops, to hiking trails, to restaurants and everything in between, Winchester truly has something for everyone.

When it comes to community, the town of Winchester has a lot to offer. A well-developed parks and recreation sector ensures that residents are never left without things to do. Marathons, fitness classes, swimming, and kids' camps are just the tip of the iceberg when it comes to fun in Winchester. The downtown core is a charming compilation of shops that embody all the charm of a classic American small town. There, you'll find all of your basic needs can be met by a range of independent and major retailers..

Despite the premium farm lands in Winchester, the region has remained relatively void of major horse farms. Nursery Place is currently located in the city, while Bwamazon Farm was originally built in Winchester as well. Meanwhile, a number of smaller horse farms have absolutely flourished. Similar to Nicholasville and Versailles, this city is a pocket community of Lexington. And Winchester farms for sale are affordable, fruitful, and filled with endless opportunities. 

The Clark Regional Medical Center is one of the community's major draws, attracting home owners from the eastern regions of Kentucky. The center is a 79-bed hospital specializing in many areas of practice and offers a general practice clinic with very friendly staff.

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