Winchester

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Winchester, KY

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A pastoral escape in the Bluegrass Region

Rural Wooded Hiking Pastoral Landscape

Located in Kentucky’s Bluegrass Region known for breeding racehorses, Winchester is a pastoral escape for nature lovers. Lush, rounded hills and abundant natural parks allow for excellent biking, hiking, and other outdoor activities. Visit the Blackfish Bison Ranch for a chance to feed buffalo, throw a tomahawk, and toss a lasso at a hay bale. You can even sample buffalo meat! Bison meat isn’t the only unique eat in town. Visit the Ale-8-One factory to sample the famous soft drink bottled in town since 1926.

Winchester invented beer cheese 75 years ago and celebrates the tasty treat through the Beer Cheese Trail tour, where you can taste five restaurants’ recipes and earn a T-shirt. The town is proud of its innovation and hosts the Beer Cheese Festival every year, the only annual beer cheese festival in the world. The cost of housing in Winchester is a bit higher than Kentucky but the scenic landscapes make it worthwhile.

Rent Trends

As of March 2025, the average apartment rent in Winchester, KY is $771 for one bedroom, $924 for two bedrooms, and $831 for three bedrooms. Apartment rent in Winchester has increased by 1.2% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$771/month
715 Sq Ft
See Rental Market Trends in Winchester, KY

Transportation

46

Car-Dependent

out of 100 WalkScore® Rating

This area is considered a car-dependent area and most errands will require a car.

33

Somewhat Bikeable

out of 100 BikeScore® Rating

You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.

Schools

Rev. Henry E. Baker Sr. Interm. School

Public

Grades 5-6

739 Students

5
out of 10

Strode Station Elementary School

Public

Grades K-4

506 Students

5
out of 10

Willis H Justice Elementary

Public

Grades K-4

427 Students

4
out of 10

Conkwright Elementary School

Public

Grades K-4

505 Students

3
out of 10

Shearer Elementary School

Public

Grades K-4

392 Students

3
out of 10

Robert D Campbell Junior High School

Public

Grades 7-8

820 Students

4
out of 10

George Rogers Clark High School

Public

Grades 9-12

1,645 Students

4
out of 10

Points of Interest

Parks and Recreation

  • Fort Boonesborough State Park
  • Boone Station State Historic Site

Military Bases

Airports

  • Blue Grass

Top Apartments in Winchester

Houses for Rent in Winchester

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Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2025.