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Winchester Farms For Sale

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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.

Read more about Winchester or browse current farms for sale below!

Search Winchester Farm Real Estate Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
1 – 18 of 80 Listings
Price, High to Low
Reduced 12%

174 Acres

$3,750,000

5325 Lexington Road, Winchester

173 Acres Of Prime Development Land In Clark County! Property Located On Us60 Across The Front And I-64 Across The Back, Only 1.5 Miles From The Fa...

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8 Bed • 8 Bath • 12,801 Sf • 35 Acres

$3,499,999

4664 Lexington Road, Winchester

This Incredible, One Owner, Estate Home Was Built By David Shakib In 1997. The Beautiful Two Story Foyer With Marble Flooring Is Flanked By The For...

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Reduced 13%

84,763 Sf • 148 Acres

$3,499,000

4274 Colby Road, Winchester

4274-4330 Colby Rd/rickard Ln Is A 147.831-acre Agribusiness Campus/farm. 4274-4330 Colby Rd Sits On 84.831 Acres And Is Highly Improved With 21 Bu...

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75 Acres

$2,500,000

1711 Boonesboro Road, Winchester

Great Business Opportunity For Hard To Find New Construction Lots In The Winchester Area. Land Has Been Zoned R-1d And R-1e And Is Ready For Your S...

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$2,000,000

1509 Boonesboro Road, Winchester

17.87 Acre Farm Available For Sale. Ideal Location For Redevelopment. Gently Rolling Topography. Corner Lot With Excellent Visibility. Water, Elect...

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4 Bed • 3 Bath • 3,020 Sf • 61 Acres

$1,400,000

1305 Irvine Road, Winchester

61 Acres Ready For Development. Zoned R1 And R4. Utilities Available. Backs To Buffalo Trace Subdivision. .5 Mile From Downtown Winchester

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Reduced 10%

45 Acres

$1,012,500

2000 Boonesboro Road, Winchester

Development Potential!! Flexible ''pd Zoning'' - Retail, Multi-family, Residential. Sewer, Natural Gas, Water Available. Centrally-located Among...

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Reduced 23%

3 Bed • 2 Bath • 2,082 Sf • 84 Acres

$989,000

1600 Kiddville Road, Winchester

83 Acre Working Farm With Two Homes. Main House Is A 3 Bedroom 2 Full Bath Barndominium With A 48 X 72 Shop And 48 X 20 Shed - Metal On Roof New I...

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3 Bed • 1 Bath • 1,836 Sf • 112 Acres

$800,000

825 Crowe Ridge Road, Winchester

Surprising 112 Acres In Pilot View Area Of Clark County! The Farm Has Been Used For Cattle And Is Mostly Cleared.and Rolling. The Trees Are Along T...

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18 Acres

$635,000

2527&2439 Grimes Mill Road, Winchester

Once In A Life Time Opportunity! Magical Grimes Mill Road Only A Heartbeat From Lexington & Located Near The Iroquois Hunt Club. Beautiful Land W/g...

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214 Acres

$625,000

8355 Four Mile Road, Winchester

Here Is Your Chance To Own A Piece Of Clark County Paradise! This Beautiful 214 Acre Family Farm Offers The Peace And Quiet From City Life That Eve...

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New Listing

3 Bed • 2 Bath • 1,755 Sf • 45 Acres

$509,900

8059 Wades Mill Road, Winchester

Impressive Farm, Beautiful Views, Relax On The Porch Or Take A Walk To The Pond, Waive At The Neighbors As They Pass, Come Home To This Well-manicu...

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225 Acres

$505,125

2024 Ruckerville Road, Winchester

Bring Your Horses, Bring Your Cattle And All Your Livestock To This Fabulous 224.5 Acre With 4 Barns And 2 Ponds. Farm Is Priced At $2,250 Per Acre.

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2 Bed • 1 Bath • 1,556 Sf • 123 Acres

$470,000

5934 Irvine Road, Winchester

122.57 +/- Acre Farm With Some Pasture Could Also Be Used For Hunting. There Is A Tobacco Barn, Concrete Block Storage Building And Garage (some R...

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Reduced 11%

46 Acres

$450,000

East Broadway Street, Winchester

45 Acres Of Land Ready For Development, See Attached Plats

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Reduced 3%

3 Bed • 3 Bath • 1,904 Sf • 5 Acres

$435,000

875 Miller Hunt Road, Winchester

This Mini Horse Farm Is A Must See! We Start With A Brick Ranch, 3 Bedroom 2.5 Bath With An Additional Separate Kitchen And Living Area. All Rooms...

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3 Bed • 2 Bath • 1,344 Sf • 15 Acres

$355,000

340 Howard Creek Road, Winchester

Take A Drive, Relax, Unwind, And Enjoy The Scenery. Privacy And Serenity Can Be Found In This County Home, Located Off The Roadway And Out Of View...

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Reduced 3%

4 Bed • 1 Bath • 3,100 Sf • 7 Acres

$339,900

2551 Schollsville Road, Winchester

Take A Drive Through The County And Own A Piece Of History, Schollsville Road Once A Settlement Of Daniel Boone And Then The Scholls, 2551 Schollsv...

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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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