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3d ago
Apartment for rent in Winchester
1 bed
1 bath
$995
Apartment for rent
1d ago
100 Boyd Pl, Winchester, KY 40391
In-unit laundry | Fitness center | Outdoor space
1–2 beds
1–2 baths
$995–$1,295
Apartment for rent
1d ago
2 beds
1 bath
$1,550
Apartment for rent
1d ago
1 bed
1 bath
$1,145
Apartment for rent
1d ago
3 beds
2 baths
$1,700
Apartment for rent
1d ago
1 bed
1 bath
$950
Apartment for rent
1d ago
2 beds
2 baths
$1,195
Apartment for rent
1d ago
3 beds
2 baths
$1,499
Apartment for rent
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1d ago
2 beds
1 bath
$1,195
Apartment for rent
2d ago
2 beds
2 baths
$1,620
Apartment for rent
Outdoor Space
Fitness Center
Dishwasher
In-Unit Laundry
2d ago
3 beds
2 baths
$1,625
Apartment for rent
2d ago
300 Bellbrook Ln, Winchester, KY 40391
In-unit laundry | Swimming pool | Fitness center
1–2 beds
1–2 baths
$1,125–$1,350
Apartment for rent
2d ago
2 beds
1 bath
$925
Apartment for rent
2d ago
2–3 beds
1 bath
$1,049–$1,250
Apartment for rent
4d ago
Winchester Rd, Winchester, KY 40391
In-unit laundry | Swimming pool | Fitness center
2 beds
2 baths
$1,425–$1,475
Apartment for rent
4d ago
House for rent in Winchester
3 beds
2.5 baths
$1,850
House for rent
Average rent
The average rent in Winchester, as of August 2026, is up 4.41% compared to last month and up 10.01% year-over-year.Track prices
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What can I afford?
5d+ ago
1 bed
1 bath
$799
Apartment for rent
5d+ ago
1 bed
1 bath
$799
Apartment for rent
5d+ ago
Studio
1 bath
$814
Apartment for rent
5d+ ago
House for rent in Winchester
3 beds
1 bath
$1,475
$1,300
Price drop
House for rent
5d+ ago
House for rent in Winchester
721 Wayland Dr, Winchester, KY 40391
Garage parking | Swimming pool | Hardwood floor
4 beds
3 baths
$2,595
House for rent
5d+ ago
House for rent in Winchester
Package service | Outdoor space
3 beds
2 baths
$1,995
House for rent
5d+ ago
House for rent in Winchester
3 beds
1 bath
$1,375
$1,300
Price drop
House for rent
5d+ ago
Townhouse for rent in Winchester
2 beds
1.5 baths
$1,125
House for rent
5d+ ago
Apartment for rent in Winchester
265 S Highland St #3, Winchester, KY 40391
On-site laundry | Hardwood floor
2 beds
1 bath
$955
Apartment for rent
Available May 1
5d+ ago
Apartment for rent in Winchester
265 S Highland St #4, Winchester, KY 40391
On-site laundry | Hardwood floor
2 beds
1 bath
$955
Apartment for rent
Available Mar 10
5d+ ago
House for rent in Winchester
3 beds
2 baths
$2,350
House for rent
Available Aug 14
5d+ ago
Townhouse for rent in Winchester
2 beds
2.5 baths
$1,399
House for rent
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5 rentals
Locals appreciate the small-town vibe of Winchester, KY, highlighting its friendly atmosphere and accessible local amenities, including a variety of shops and restaurants. Many enjoy the slower pace of life, as well as the community events that bring residents together. However, some mention that housing options can be limited, and there's a noticeable lack of recreational facilities for families and active individuals. Parking can also be a concern in certain areas, making it a point of frustration for some renters.
Based on Zumper's July 2026 data, one-bedroom apartments in Winchester average around $900/month and two-bedrooms approximately $1,140/month.
July offers the lowest rents in Winchester, running about 15% below March prices, which sees the highest rents of the year.
Based on our current listings, roughly 21% of Winchester rentals welcome pets, which works out to about 11 pet-friendly apartments each month across the city's average of 53 available units.
In our current listings, utilities-included rentals are rare in Winchester, showing up in under 1% of units, with studios leading at 0.51% of available listings.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
| 🔑Available apartment rentals | 41 |
|---|---|
| 💰Best rent deal | 7 Calloway St |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |