17

Winchester, KY Homes for Rent

Section Image
  • /35

    $800 - $1,200 per month

    Summit Apartments

    1 - 3 Beds

    260 Oxford Dr, Winchester, KY 40391

    The Summit located in Winchester; KY is just minutes away from major employers. We are just a short drive from Lexington, KY. Come see our pet friendly community with lots of green space. We have spacious one-, two-, and three-bedroom apartment homes with caring on-site management. Our homes feature walk-in closets, new Laminate Vinyl Plank Flooring, fully equipped kitchens, washer/dryer

    260 Oxford Dr, Winchester, KY 40391
  • /20

    $899 per month

    Studio 28 Apartments

    1 Bed

    27 E Washington St, Winchester, KY 40391

    *One Month Free Rent!* All Utilities Included! Nice Studio Apt Near Downtown Winchester!Marketing DescriptionStudio Apartment Available at Studio 29 Apartments, Winchester, KY! One Bath; Only 5 Minutes from Downtown! Off-Street Parking, Small Pets Ok; All Utilities Included! Kitchen includes a Stove, Refrigerator, and Microwave; Non-smoking.Conveniently located near Shopping, Grocery

    27 E Washington St, Winchester, KY 40391
  • /9

    $1,249 per month

    The Lofts at Winchester! 2 BR, 1 Bath, Off-Street Parking, Small Pets Ok!

    3 Beds

    510 College St, Winchester, KY 40391

    Lovely 2 Bedroom and One Bath Apartment at the Lofts of Winchester, located at 508 College Street, Winchester, KY! Near Downtown, Shopping, Restaurants, Hwy 64 and Hwy 60. Off-street Parking; Small Pets Ok! Beautiful Updated Flooring and Stainless Steel Appliances. Kitchen includes Stove and Refrigerator. Central Heat & AC.Local Schools are: Willis H. Justice Elementary; Robert D.

    510 College St, Winchester, KY 40391
  • /2

    $1,100 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    1028 W Lexington Ave Unit 3, Winchester, KY 40391

    This cozy 1-bedroom, 1-bathroom apartment features a comfortable living area and a functional kitchen. Pets are welcome with an additional pet fee. Tenants are responsible for all utility payments, giving you full control over your monthly expenses. Ideal for anyone seeking a convenient and pet-friendly home.

    1028 W Lexington Ave Unit 3, Winchester, KY 40391
  • /2

    $1,375 per month

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Condo for Rent

    204 S Maple St Unit 204 S Maple, Winchester, KY 40391

    This charming 2-bedroom, 1-bathroom apartment features a comfortable living room and a functional kitchen. Rent includes the municipal water bill, while tenants are responsible for gas and electricity. Perfect for anyone seeking an affordable, move-in ready home with essential amenities.

    204 S Maple St Unit 204 S Maple, Winchester, KY 40391
  • /2

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    135 Winn Ave Unit A, Winchester, KY 40391

    Step into this beautifully renovated 3-bedroom, 2-bathroom home featuring a bright and open living area and a modern kitchen on the ground floor. Designed for comfort and style, this residence offers contemporary finishes, spacious layouts, and all the amenities you need for modern living. Perfect for families or anyone seeking a move-in ready home with a fresh, modern feel.

    135 Winn Ave Unit A, Winchester, KY 40391
  • /2

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    117 Linden Ave Unit A, Winchester, KY 40391

    Discover comfortable and affordable living in this spacious 3-bedroom, 1-bathroom apartment with gas and water included in rent. The home features bright and inviting interiors with plenty of natural light, offering a warm and welcoming atmosphere for you and your family.Designed with convenience in mind, this unit provides ample living space, functional layouts, and easy access to nearby

    117 Linden Ave Unit A, Winchester, KY 40391
  • /2

    $1,895 per month

    • 4 Beds
    • 3 Baths
    • 1,450 Sq Ft
    • Condo for Rent

    16 Central Ave Unit A, Winchester, KY 40391

    Experience modern living in this 4-bedroom, 3-bathroom home featuring a bright, open layout, a contemporary kitchen, and comfortable living spaces perfect for families or entertaining. Enjoy stylish finishes, ample storage, and a home designed for convenience and comfort.

    16 Central Ave Unit A, Winchester, KY 40391
  • /16

    $1,300 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    206 Chaplin Ave, Winchester, KY 40391

    Charming 2-bedroom, 1-bath home featuring washer/dryer hookups and a private fenced backyard — perfect for comfortable living and outdoor space.Move-In Special:Free applicationSecurity Deposit: $1,305.00Don’t miss out — contact us today to schedule a showing or submit your application!

    206 Chaplin Ave, Winchester, KY 40391
  • /16

    $950 total monthly price

    • 1 Bed
    • 1 Bath
    • 912 Sq Ft
    • Condo for Rent

    127 S Highland St Unit 2, Winchester, KY 40391

    1 Bed 1 Bath with living room and kitchen. Was previously rented as a 2 Bed 1 bath without living room.

    127 S Highland St Unit 2, Winchester, KY 40391
  • /10

    $1,500 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • House for Rent

    16 Hughes Ave, Winchester, KY 40391

    Newly updated spacious 2 bedrooms 1 bath on main level and 1 bedroom on lower lever with a family room. Laundry and storage on the lower level. Huge backyard is not fenced. New kitchen cabinets and new flooring and paint throughout. New concrete porch. Tenants pay electric and water. 1 small dog permitted with breed restrictions. $375 pet fee. Cats are not permitted. Submit an application.

    16 Hughes Ave, Winchester, KY 40391
  • /9

    $950 per month

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    223 Boone Ave Unit 223 Boone Avenue #2, Winchester, KY 40391

    223 Boone Ave Unit 223 Boone Avenue #2, Winchester, KY 40391
  • /10

    $799 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    7 Calloway St Unit 7 Calloway St #3, Winchester, KY 40391

    7 Calloway St Unit 7 Calloway St #3, Winchester, KY 40391
  • /6

    $1,175 per month

    • 2 Beds
    • 2.5 Baths
    • 1,100 Sq Ft
    • 353/355 colby ridge

    353-355 Colby Ridge Blvd Unit 355 colby, Winchester, KY 40391

    353-355 Colby Ridge Blvd Unit 355 colby, Winchester, KY 40391
  • /14

    $995 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    265 S Highland St Unit 2, Winchester, KY 40391

    Welcome to our charming apartment in Winchester, KY! This apartment boasts beautiful wood floors throughout, creating a warm and inviting atmosphere. Enjoy the convenience of a large yard and an in-unit laundry room. Located close to downtown and shopping, you'll have easy access to all the amenities Winchester has to offer. Don't miss out on the opportunity to call this unique apartment

    265 S Highland St Unit 2, Winchester, KY 40391
  • /14

    $995 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    265 S Highland St Unit 4, Winchester, KY 40391

    Welcome to our charming apartment in Winchester, KY! This apartment boasts beautiful wood floors throughout, creating a warm and inviting atmosphere. Enjoy the convenience of a large yard and an in-unit laundry room. Located close to downtown and shopping, you'll have easy access to all the amenities Winchester has to offer. Don't miss out on the opportunity to call this unique apartment

    265 S Highland St Unit 4, Winchester, KY 40391
  • /18

    $1,300 per month

    • 2 Beds
    • 1 Bath
    • 1,053 Sq Ft
    • House for Rent

    39 N Burns Ave, Winchester, KY 40391

    This newly renovated 2-bedroom, 1-bath home in Winchester, KY features an open floor plan that maximizes natural light and flow between living spaces. The property includes off-street parking for convenience and a large backyard, offering outdoor space for gardening, entertaining, or relaxation. Fresh updates make this residence move-in ready while maintaining practical, comfortable

    39 N Burns Ave, Winchester, KY 40391

Why Live in Winchester

Winchester, KY, the largest city in Clark County, is known for its vibrant community and unique local flavors, including the birthplace of beer cheese and Ale-8-One soda. Main Street is the hub for dining, featuring popular spots like La Trattoria and Loma’s, and the Beer Cheese Trail, which includes around 15 restaurants with signature beer cheese recipes. The city offers practical amenities with nearby grocery stores like Kroger and Walmart Supercenter, and retail options such as TJ Maxx and Lowe’s. Housing in Winchester includes Victorian-era inspired homes and newer subdivisions, with properties often featuring gravel driveways and spacious lawns suitable for gardens. Clark County Public Schools provide strong academic programs, including AP and dual enrollment courses at George Rogers Clark High School. For outdoor activities, residents enjoy Legacy Grove Park, College Park, and Lykins Park, which offer facilities for basketball, tennis, hiking, and disc golf. Winchester hosts annual events like the Beer Cheese Festival and the Daniel Boone Pioneer Festival, attracting visitors with arts, crafts, and food. The Bluegrass Heritage Museum showcases the history of Central Kentucky. Commuting is convenient with Winchester located 16 miles from Lexington and 20 miles from Richmond. The city has a cooperative community spirit, bolstered by investments from younger residents and a thriving local economy.

Frequently Asked Questions

What are the most popular neighborhoods in Winchester, KY for renters?
The most popular neighborhoods in Winchester, KY for renters are Boone Creek East, Gleneagles, Woodhill, Hamburg and Patchen Woods-Chippen Dale.
What are the most popular zip codes in Winchester, KY for renters?
The most popular zip codes in Winchester, KY for renters include 40509, 40475, 40515, 40361 and 40517.

Rental Home Trends in Winchester, KY

Rental Home Trends

Number of Homes for Rent
17
Median Rent
$1,175
Median Single Family Home Rent
$1,850
Median Townhouse Rent
$1,600
Median Condo Rent
$1,100
How to Rent a Home