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Apartments for Rent in Winchester, KY

128 Rentals Available
  • Today

    334 Oxford Dr, Winchester, KY 40391
    2 BEDS $1,175
  • Today

    2005 John Stuart Dr., Mt. Sterling, KY 40353
    1 BED $1,024
    2 BEDS $1,039+
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    Today

    2785 Polo Club Blvd, Lexington, KY 40509
    1 BED $1,402+
    2 BEDS $1,712+
    3 BEDS $2,026+
  • 27
    Today

    3601 Brookewind Way, Lexington, KY 40515
    1 BED $1,300+
    2 BEDS $1,566+
    3 BEDS $1,930+
  • 24
    Today

    151 S. Locust Hill Dr., Lexington, KY 40517
    1 BED $1,078+
    2 BEDS $1,328+
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  • 18
    Today

    2334 Lake Park Rd., Lexington, KY 40502
    1 BED $1,213+
    2 BEDS $1,433+
  • 17
    Today

    418 Big Hill Avenue, Richmond, KY 40475
    1 BED Ask for Pricing
    2 BEDS $859+
  • 27
    Today

    3824 C Kenesaw Drive, Lexington, KY 40517
    2 BEDS Ask for Pricing
  • 26
    Today

    3522 Creekwood Dr, Lexington, KY 40502
    1 BED $1,342+
    2 BEDS $1,502+
  • 114
    Today

    1143 Centre Parkway, Lexington, KY 40517
    1 BED $845+
    2 BEDS $915+
    3 BEDS $1,140+
  • 51
    Today

    3260 Commodore Drive, Lexington, KY 40502
    1 BED $1,294+
    2 BEDS $1,568+
    3 BEDS $1,684+
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  • 13
    Today

    4030 Tates Creek Road, Lexington, KY 40517
    1 BED Ask for Pricing
    2 BEDS $1,660
    3 BEDS $1,955
  • 35
    Today

    3751 Appian Way, Lexington, KY 40517
    1 BED $1,072+
    2 BEDS $1,040+
  • 11
    Today

    4390 Clearwater Way, Lexington, KY 40515
    1 BED $1,353+
    2 BEDS $1,568+
    3 BEDS $1,903+
  • 95
    Today

    522 Hollow Creek Road, Lexington, KY 40511
    1 BED $700+
    2 BEDS $858+
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Getting around in Winchester, KY

1 /100
Car-Dependent
1 /100
Somewhat Bikeable
Walk Score®: 1, Bike Score®: 1

Frequently asked questions

When were prices and availability in Winchester, KY last updated?

Prices and availability in Winchester, KY were last updated on 11 Jul 2025.

What are the best apartments in Winchester, KY?

The best apartment in Winchester, KY is: 334 Oxford Dr.

What is the average rent in Winchester, KY?

The average rent in Winchester, KY is $1,002.

What type of rental buildings are in Winchester, KY?

In Winchester, 40% of the residents are renting compared to 60% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 2% of Winchester’s rentals, 79% are small-scale complexes with under 50 units, and 19% are single-family rentals.

What do typical apartment communities look like in Winchester, KY?

The average age of rental buildings in Winchester is 50 years old, with none being newer apartment buildings completed since 2000. The average height of apartment buildings in the city is 3 stories, of which 80% are garden-style apartment communities, 20% are mid-sized buildings, and none are high-rises. These characteristics describe large-scale apartment communities of 50 apartments or more.

What apartment floorplans are common in Winchester, KY?

Rental apartments in Winchester come in a range of sizes and floorplans. Studio apartments represent 2% of units for rent, ideal for singles, renters on a budget and people who value central locations more than space. Rentals with 1-bedroom floorplans make up 46% of the total apartments in the city, while 2-bedroom floorplans represent around 42% of all rentals in Winchester. The rest are larger floorplans with 3 bedrooms or more, typically preferred by families, larger households or roommates sharing space.

Living in Winchester, KY

Winchester, Kentucky is located in the eastern part of the state, approximately 18 miles east of Lexington, near the foothills of the Appalachian Mountains. The city's proximity to Lexington, alongside the scenic beauty of the nearby Red River Gorge and Daniel Boone National Forest, makes it an appealing place for those who appreciate outdoor activities and natural surroundings.

The economy in Winchester is supported by several key industries including manufacturing, healthcare, and education. The presence of companies like the Winchester-based Ale-8-One bottling company also highlights a unique industrial aspect local to the area.

Outdoor enthusiasts can enjoy the Lower Howard’s Creek Nature and Heritage Preserve, a significant area not only for its natural beauty but also for its historical importance. Additionally, the community takes pride in its downtown area which boasts historical architecture and a growing arts scene that includes galleries and theaters.

Winchester is known for its Southern cuisine with local restaurants often featuring classic Kentucky dishes such as fried catfish and burgoo stew. The city’s dining scene offers a variety of options, from traditional American to international flavors, accommodating different culinary tastes.

The local school system in Winchester is served by Clark County Public Schools, which offers a range of educational programs and has been recognized for its improvements in school facilities and technology integration.

Renting in Winchester, KY

Winchester offers a variety of rental options from historic homes to modern apartments. The downtown area, known for its historical buildings, attracts those interested in living near arts and cultural institutions as well as those who appreciate architecture with historical significance. Near the city center, renters can find properties that range from renovated apartments in older buildings to newly constructed homes.

The residential areas around Boonesboro Road and Colby Road are popular among families due to their proximity to schools and parks. These neighborhoods generally feature single-family homes with yards, and are conveniently located near shopping centers and essential services.

For young professionals, the area near Winchester College offers convenient living options that are both affordable and close to recreational activities and dining.

Things for renting

Shopping in Winchester, KY

The city is home to several shopping centers including the Winchester Plaza and the College Park Shopping Center, which host a mix of national retail chains and local businesses. These centers provide residents with access to apparel, electronics, and general merchandise.

Downtown Winchester is recognized for its unique shopping experiences, featuring antique shops and local boutiques that sell everything from handmade crafts to Kentucky-specific memorabilia. This area is especially popular during local events and festivals when vendors and artisans showcase their goods.

Common grocery stores in Winchester include Kroger and Walmart, alongside local markets such as Gaunce’s Deli & Café which offers locally sourced products and specialty items.

Transportation in Winchester, KY

Public transportation within Winchester includes bus services operated by Winchester Transit, which offers routes connecting major residential and commercial areas of the city. Apps and services are available to assist with route planning and ticket purchasing, facilitating ease of travel for residents and visitors.

The city is also served by nearby Blue Grass Airport in Lexington for regional and international travel, making it convenient for longer journeys. Additionally, major highways like Interstate 64 pass through Winchester, providing easy road access to neighboring cities and states.

In conclusion, Winchester, KY, offers a blend of historical charm, modern conveniences, and natural beauty, making it an attractive option for potential renters seeking a balanced lifestyle.

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RentCafe is your one-stop shop for finding a great new apartment in Winchester, KY. Easily search through a wide selection of apartments for rent in Winchester, KY, and view detailed information about available rentals including floor plans, pricing, photos, amenities, interactive maps, and thorough property descriptions. Property owners and managers are one click away, so feel free to contact them and find out all you need to know about the apartment you’re interested in. Browse Winchester, KY apartments with rents starting from $700 and submit your rental application today!

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