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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 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 Over $1,000,000
1 – 18 of 60 Listings
Price, High to Low

84,763 Sf • 148 Acres

$3,999,000

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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3 Bed • 5 Bath • 4,052 Sf • 152 Acres

$3,200,000

2955 Mcclure Road, Winchester

Rarely Do Properties Of This Caliber Come On The Market! Gated Electronic Entry Winds Up The Tree-lined Drive To A Stunning, Custom, Quality-built ...

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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 • 2,664 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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4 Bed • 3 Bath • 2,736 Sf • 98 Acres

$1,200,000

490 Oil Springs Road, Winchester

Wow!! So Many Possibilities With This Wonderful Property Of 97.9 Gorgeous Acres. There Is A Custom Built Main Home With 4 Bedrooms And 3 Baths And ...

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Reduced 8%

3 Bed • 3 Bath • 1,960 Sf • 319 Acres

$1,100,000

7100 Wades Mill Road, Winchester

319.03 Acre Beef Cattle Farm. Gently Rolling Topography With Primarily Lowell Silt Loam Soils. 3 Ponds, Public Water. Improved W/a 2000 Double Wi...

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3 Bed • 1 Bath • 1,236 Sf • 355 Acres

$789,000

4479 Muddy Creek Road, Winchester

Located Just 4.5 Miles Out Of Winchester, Ky. This Farm Amenities Include, Two Tobacco Barns, A 2 Bedroom Farm House, 3,200 Feet Of Road Frontage C...

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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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46 Acres

$504,000

East Broadway Street, Winchester

45 Acres Of Land Ready For Development, See Attached Plats

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17 Acres

$399,500

2990 Colby Road, Winchester

Looking For Your Own Piece Of Paradise? Then Look No More. This Lot Features 16.81 Acres Land Conveniently Located Only 13 Minutes To Hamburg And 1...

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14 Acres

$340,500

2968 Colby Road, Winchester

This 13.62 Acres Has It All, A Run In Shed, A Horse Barn With Separate Paddock Area Fenced, And With A Little Work Your Own Private Pond. Don't Mis...

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24 Acres

$325,000

2990 Pretty Run Road Lot #1, Winchester

Beautiful 24 Acre Lot In Clark County, Kentucky! Perfect Location Between Winchester, Paris, Mt Sterling And Hamburg. Amazing Road Frontage And Gor...

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10 Acres

$265,000

1 Boonesboro Road Lot, Winchester

Take A Peek At This One! This 10-acre Parcel Is The Perfect Combination Of A Rural Setting With City Convenience. A Short Drive And You Can Be In W...

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44 Acres

$249,900

2365 Flanagan Station Road, Winchester

Looking For A Quiet Piece Of Clark County Countryside To Call Your Own? Look No Further. This Building Lot Is In A Comfortable Area Of The County J...

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10 Acres

$199,000

2620 Pretty Run Road Lot #8, Winchester

Beautiful Lot In Clark County, Kentucky! Just Under 10 Acres. Perfect Location Between Winchester, Paris, Mt Sterling And Hamburg. Amazing Road Fro...

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8 Acres

$189,000

2680 Pretty Run Road Lot #7, Winchester

Beautiful 8 Acre Lot In Clark County, Kentucky! Perfect Location Between Winchester, Paris, Mt Sterling And Hamburg. Amazing Road Frontage And Gorg...

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96 Acres

$185,000

344 Howard Creek Road, Winchester

Rare Piece Of Ky Real Estate Right Here ! 96 Acres Loaded With Deer, Turkey, Squirrel, Rabbit, Likely Some Bobcat And Who Knows What Else. Just...

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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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