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Winchester, KY Homes for Rent

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    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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    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft
    • House for Rent

    309 Gallahadion Ct, Winchester, KY 40391

    FOR RENT - This beautiful home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with kitchen granite countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. Don't miss the primary bedrooms with walk in closet, double sinks and tile shower in the bathroom. The two car garage is

    Josh Wood Freedom Realty & Property Management

    309 Gallahadion Ct, Winchester, KY 40391
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    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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    $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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    $650 per month

    • Studio
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    192 Wabash Ave, Winchester, KY 40391

    This property at 192 Wabash Ave features a studio layout with 0 bedrooms and 1 bathroom, encompassing a total of 600 square feet. The living area is designed for efficiency, providing ample space for both relaxation and functionality. The property includes smoke-free living and access to on-site laundry facilities for added convenience. This unit is ideal for individuals seeking a compact

    192 Wabash Ave, Winchester, KY 40391
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    $1,225 per month

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • House for Rent

    606 Dixiana Dr, Winchester, KY 40391

    $1225/month. 1225/security deposit 3bd/1ba brick ranch. Large backyard which is not fenced. Tenants pay electric, water, trash. 1 small/medium dog with $300 pet fee with breed restrictions.No cats are permitted. Application must be filled out prior to any showings.

    606 Dixiana Dr, 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 SEPTEMBER 18th--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
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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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    $1,299 - $1,499 per month

    SPECIALS: The Reserve & Enclave at Fairholme

    2 - 3 Beds

    100-145 Sam Winston Way, Winchester, KY 40391

    Beautiful Townhomes with 2 Bedrooms and 2.5 Baths, located within both The Enclave at Fairholme & The Reserve at Fairholme Townhome Communities. Built between 2019-2022. Fully equipped kitchens feature Stainless Steel Appliances, and includes Stove, Refrigerator, Dishwasher, and Microwave. Washer and Dryer Included! Hardwood LVT Flooring throughout.Off-Street Parking. Select Units Have a

    100-145 Sam Winston Way, 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, Liberty Area and Woodhill.
What are the most popular zip codes in Winchester, KY for renters?
The most popular zip codes in Winchester, KY for renters include 40391, 40515, 40509, 40517 and 40502.
How to Rent a Home