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Winchester, KY Homes for Rent

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    $800 - $1,300 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
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    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,950 Sq Ft
    • House for Rent

    104 Colby Hills Dr, Winchester, KY 40391

    This is a beautiful stone ranch home located in Colby Hills ,this home has been updated with a new kitchen ,new bathrooms, new painting, new lighting, new garage doors, new deck.take a look Owner/broker

    Garry Milton Milton and Associates Real Estate

    104 Colby Hills Dr, Winchester, KY 40391
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    $1,450 - $1,800 per month

    7 North Main

    1 - 2 Beds

    7 N Main St, Winchester, KY 40391

    Brand New Apartments in the Heart of Downtown WinchesterMultiple Layouts AvailableHighlights:-Quartz Countertops, New Cabinets, and New Appliances (Dishwasher, Fridge, Range)-New LVP Floors-Off-Street Parking Lot for Tenants and Guests-Prime Downtown Location on Main St-Close to Interstate to Lexington-In the Heart of Downtown Winchester

    7 N Main St, Winchester, KY 40391
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    Call for Price

    Cambridge Square Apartments - Income Based

    1 - 3 Beds

    300 C G Stephenson Dr, Winchester, KY 40391

    This community is open by appt only. Office hours are 9am to 12pm and 1pm to 4pm. Please call to schedule your appt!Cambridge Square is a community with beautifully maintained grounds, offering one, two and three bedroom apartment homes with some one bedroom homes reserved for the elderly/dis-abled, all rent based on income. We are located in quiet Winchester, Kentucky, with easy

    300 C G Stephenson Dr, Winchester, KY 40391
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    $749 per month

    Studio 28 Apartments

    Studio

    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
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    $1,295 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
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    Call for Price

    Westwood Apartments - Income Based

    1 - 3 Beds

    900 Westwood Dr, Winchester, KY 40391

    Pick up your application for our WAIT LIST at the office door! Westwood is a charming property in a great location in Winchester, Kentucky with rents based on income. Spacious one, two and three bedroom apartments for rent, each featuring a fully equipped kitchen, your choice of a patio or balcony, and they are wired for cable. Fun in the sun is just a outside your door at our playground, or

    900 Westwood Dr, Winchester, KY 40391
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    $900 per month

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Townhouse for Rent

    20 White Cir, Winchester, KY 40391

    Now accepting application for this very clean and well maintained two (2) bedroom, one (1) bath duplex in quiet neighborhood. This one level rental includes in unit washer & dryer, stove, dishwasher, refrigerator, and lawn service. Please note: We have NO PET and NO INDOOR SMOKING policies. $900 per month plus deposit. Tenant also pays all utilities (gas heat, electric, water/trash). Contact

    20 White Cir, Winchester, KY 40391
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    $1,660 per month

    • 3 Beds
    • 1 Bath
    • 1,475 Sq Ft
    • House for Rent

    156 Cook Ave, Winchester, KY 40391

    Highlights: OCCUPIED--DON'T GO TO THE HOUSE. MAKE ARRANGEMENTS WITH MANAGEMENT FOR VIEWING. AVAILABLE December 10th--possibly earlier. The house is 3 bedroom / 1 bathroom. Approximately 1,450 square feet. Rent is $1660 per month. Security deposit is equal to one month's rent. Flooring recently updated. Paint recently updated.

    156 Cook 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 Gleneagles, Boone Creek East, Andover Forest, Woodhill and Liberty Area.
What are the most popular zip codes in Winchester, KY for renters?
The most popular zip codes in Winchester, KY for renters include 40509, 40515, 40505, 40517 and 40502.
How to Rent a Home