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Winchester Land For Sale

View Winchester, KY land for sale below! Winchester is a gorgeous city in the Lexington-Fayette, KY Metropolitan area. Similar to other areas in Kentucky, this charming community was named after an important city in Virginia. Winchester has tremendous amounts of character, and this lively area honors its rich history with preservation of historic buildings and development that celebrates and protects the natural beauty that runs through it.

Learn more about the family-friendly and community-minded city of Winchester.

Search Winchester Property Listings in Kentucky

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $500,000 - $600,000
Over $1,000,000
1 – 18 of 45 Listings
Price, High to Low

$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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46 Acres

$504,000

East Broadway Street, Winchester

45 Acres Of Land Ready For Development, See Attached Plats

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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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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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7 Acres

$175,000

2730 Pretty Run Road Lot #6, Winchester

Beautiful 7 Acre Lot In Clark County, Kentucky! Perfect Location Between Winchester, Paris, Mt Sterling And Hamburg. Amazing Road Frontage And Gorg...

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7 Acres

$175,000

2350 Pretty Run Road Lot #12, Winchester

Beautiful 7 Acre Lot In Clark County, Kentucky! Perfect Location Between Winchester, Paris, Mt Sterling And Hamburg. Amazing Road Frontage And Gorg...

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1,710 Sf • 4 Acres

$170,000

13200 B Ironworks Road, Winchester

4.027 Acres Of Land With A Nice 1,710 Sqft Metal Building. Building Has 3 Separate Rooms, 2 Half Baths And A Shower. Water And Electricity Are Co...

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6 Acres

$155,000

2780 Pretty Run Road Lot #5, Winchester

Beautiful Lot In Clark County, Kentucky! Just Under 6 Acres. Perfect Location Between Winchester, Paris, Mt Sterling And Hamburg. Amazing Road Fron...

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10 Acres

$142,000

Parcel 5 Benton Road, Winchester

Excellent Land, Bring Your House Plans, And Get Ready To Fall In Love, Easy Location To Winchester & Mt. Sterling, Approximately 7 Miles To Exit 10...

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5 Acres

$120,000

2410 Pretty Run Road Lot #11, Winchester

Beautiful Lot In Clark County, Kentucky! Just Under 5 Acres. Perfect Location Between Winchester, Paris, Mt Sterling And Hamburg. Amazing Road Fron...

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8 Acres

$112,000

Parcel 4 Benton Road, Winchester

Excellent Land, Bring Your House Plans, And Get Ready To Fall In Love, Easy Location To Winchester & Mt. Sterling, Approximately 7 Miles To Exit 10...

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7 Acres

$109,000

Parcel 3 Benton Road, Winchester

Excellent Land, Bring Your House Plans, And Get Ready To Fall In Love, Easy Location To Winchester & Mt. Sterling, Approximately 7 Miles To Exit 10...

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7 Acres

$105,000

Parcel 2 Benton Road, Winchester

Excellent Land, Bring Your House Plans, And Get Ready To Fall In Love, Easy Location To Winchester & Mt. Sterling, Approximately 7 Miles To Exit 10...

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5 Acres

$99,900

1220 Sewell Shop Road, Winchester

Looking For 5 Acres In The Country Close To Town And The Interstate Look No Further. Its The Perfect Area To Build Your Dream Home With A Quiet Se...

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Reduced 5%

6 Acres

$95,000

2415 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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More About Winchester Properties For Sale

When it comes to real estate opportunities, Winchester land for sale is the perfect mixture of lush, rolling landscapes, and historic charm. Those who are interested in owning a rural property will find that land in Winchester offers buyers a wealth of opportunity. Whether you're interested in a hobby farm where you can keep a few horses, or you're on a search for dozens of acres where you can dive into a commercial agriculture venture, you will find what you're looking for.

Winchester properties for sale are the perfect place to enjoy country living. With excellent forages for cattle, an abundance of tillable land for farming, and plenty of shade for livestock, these acreages will provide you with a healthy and productive farm. Land for sale in Winchester, KY is extremely affordable, promising something for every type of budget.Winchester KY Land For Sale

Strike the perfect balance between modern convenience and privacy, and invest in a six-acre lot where you can build your dream home in view of rolling hills, lush deciduous trees, and blue skies, yet enjoy manageable yard upkeep. There's a pleasing selection of level and rolling hill lots, so whether you prefer to be perched on a hilltop or at the bottom, you'll have the pick of the lot in this city.

On the low end of the market, find properties valued under $100,000. These can be perfect for a first-time buyer interested in building their own home. If you're good with your hands and have a vision in mind of the perfect Kentucky house, land can be an incredible opportunity to invest in an affordable plot and transform it into the home of your dreams. If you love to cook, create an expansive kitchen with lots of space to host friends and family for a meal. If you've always dreamed of having a living room with a handsome brick fireplace, building your own home is the perfect opportunity to do just that.

The most expensive properties for sale in Winchester can be purchased for $500,000 or more. These 40-acre properties can be transformed into a commercial horse farming venture, an agriculture opportunity, or can even be divided up into smaller lots by those interested in developing large parcels of land. The only limit on what is possible is imagination.

Living In Winchester, KY

Winchester is the ideal place to call home for both growing and established families. Residents of Winchester real estate will find that there's plenty to keep them busy. The Red River Gorge Geographical area spans nearly 30,000 acres and contains a complex system of canyons. The area is popular among climbers, and the series of natural bridges, waterfalls, and vistas of the Red River offer hikers and nature enthusiasts an incredible afternoon in the woods.

Those interested in caving will find that Daniel Boone National Forest has one of the world's largest concentrations of caves. Numerous lakes, rivers, and waterfalls make this an exceptional place to enjoy a swim. Other activities that can be done in Daniel Boone National Forest include:

  • Camping
  • Fishing
  • Hunting
  • Horseback riding
  • Hiking
  • Picnicking
  • ATVing

There's also the Bluegrass Heritage Museum and Historic Downtown Winchester to explore. Winchester has something for everyone. Or if you prefer a bustling city, you can simply head to Lexington, which is only 23 miles away. Additionally, Winchester is home to the Bluegrass Community and Technical College as well as recently renovated and athletically inclined, George Rogers Clark High School.

Contact Hill & Regan Parker Today

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

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IDX LogoThe data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Lexington-Bluegrass Association of Realtors Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than [INSERT BROKER NAME] are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX Brokers.Information Deemed Reliable but Not Guaranteed©2021 LBAR Multiple Listing Service. All rights reserved.

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