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Rent in Winchester, KY: Prices & Apartments for Rent

As of October 17, 2026, the median asking rent for a 2-bedroom in Winchester, KY is $1,262/month, based on 24 active listings on Redfin, Zillow and ApartmentHomeLiving. 3+ bedroom: $1,612 (20 listings).

That is 10% above the Kentucky 2-bedroom median of about $1,150. Nearby, the 2-bedroom median ranges from $950 in Richmond to $1,388 in Lexington.

Updated · 90 listings. Prices are advertised asking rents; check availability on the original listing. How we calculate

Open the Winchester rental map

Median rent in Winchester

From listings with a single price and a single bedroom count. Fewer than 20 such listings and we leave the figure out.

Studio
—
1 listing
1 bedroom
—
17 listings
2 bedrooms
$1,262
24 listings
3+ bedrooms
$1,612
20 listings

Rentals in Winchester

See all 90 on the map →

Renting in Winchester: common questions

How many rentals are available in Winchester, KY?
90 rentals are listed in Winchester, KY on Redfin, Zillow and ApartmentHomeLiving as of October 17, 2026, after removing listings that appear on more than one site.
How are these rent prices calculated?
We collect active listings from Redfin, Zillow and ApartmentHomeLiving, remove duplicates across sites, and take the median of asking rents for listings with one price and one bedroom count. If fewer than 20 listings qualify for a bedroom size, we leave that figure out. Read the full methodology
How much income do I need to rent in Winchester, KY?
Many landlords ask for gross income of at least 3 times the monthly rent. For a median 2-bedroom at $1,262/month, that is about $3,786 a month, or $45,432 a year.
What is the cheapest city near Winchester, KY to rent in?
Among nearby cities we track, Richmond, KY has the lowest median 2-bedroom rent at $950/month, $312 less than Winchester.

Rent in cities near Winchester

All cities in Kentucky · Cheapest places to rent in Kentucky · Embed this data