Winchester, KY Condos for Rent

/2
$1,090 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
Explore Winchester
/6
$1,090 Per Month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
1028 W Lexington Ave Unit 4, Winchester, KY 40391

Welcome to 1028 W Lexington Ave — a cozy and well-maintained 1-bedroom, 1-bathroom apartment located in the heart of Winchester, KY.This home features a spacious living area, a functional kitchen, and all the essentials needed for comfortable everyday living. Ideal for students, professionals, or anyone looking to downsize, this apartment offers the perfect balance of comfort and

1028 W Lexington Ave Unit 4, Winchester, KY 40391
/2
$1,695 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
/13
$970 Per Month
- 2 Beds
- 1 Bath
- Condo for Rent
265 S Highland St Unit 1, 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 1, Winchester, KY 40391
/20
$804 Per Month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
18 Calloway St Unit 4, Winchester, KY 40391

Available May 26,2026! – Recently Renovated Winchester Apartment!Welcome to your next home in the heart of Winchester! This beautifully updated 1-bedroom, 1-bath apartment is nestled just off Lexington Avenue and Bypass Road close to shopping, dining, and just minutes from downtown Winchester.At Bluegrass Rental Management, we strive to provide an experience that is cost-effective

18 Calloway St Unit 4, Winchester, KY 40391
/14
$970 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

Kentucky Clark County Winchester

Frequently Asked Questions

How much does it cost to rent a condo in Winchester, KY?

The median rent for a condo in Winchester, KY is $1,105 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.

How much do you need to make to afford rent in Winchester, KY?

To comfortably afford the median rent in Winchester, KY, a household needs to earn roughly $44,600 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $1,115 per month in Winchester, KY, renters typically need to show $3,345 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.

Is it more affordable to rent or buy in Winchester, KY?

In Winchester, KY, the price-to-rent ratio is 19.4, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

What neighborhoods in Winchester, KY are best for renting a condo?

The best neighborhood for renting in Winchester, KY depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a condo include Historic South Hill, River Park and Stoneybrook-Brigadoon, each with its own character and price range.

Condo Rental Trends in Winchester, KY

There are currently 6 condos available for rent in Winchester, KY. The median rent is $1,105 per month, with 1-bedroom condos renting at $1,105, 2-bedroom condos at $970 and 3-bedroom condos at $1,690.

Rental Home Trends

Number of Condos for Rent 6	Median Condo Rent $1,105
Median 1 Bedroom Condo Rent $1,105	Median 2 Bedroom Condo Rent $970
Median 3 Bedroom Condo Rent $1,690

How to Rent a Home

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