Apartments in Winchester

1 - 30 of 32 Results
1
$850
107 E Hickman St Winchester, KY
1 BR | Available Now
Contact
Storage
11
$895
Winchester, KY
2 BR | Ask for Availability
Contact
Dog Friendly
Cat Friendly
House
5
$1,250
Winchester, KY
2 BR | Available Now
Contact
House
Balcony/Deck/Patio
Storage
Dishwasher
38
$3,500
Winchester, KY
Studio | Jul. 1, 2025
Contact
1
$799
Winchester, KY
Studio | Available Now
Contact
Heat Included
Storage
Disability Access
1
$799
Winchester, KY
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
0
$1,275
101 S Burns Ave Winchester, KY
2 BR | Available Now
Contact
Dog Friendly
Storage
Disability Access
Dishwasher
0
$875
100 Buffalo Trce Winchester, KY
2 BR | Jul. 25, 2025
Contact
Balcony/Deck/Patio
1
$775
387 Killarney Dr Winchester, KY
2 BR | Available Now
Contact
Dog Friendly
House
1
$915 - 1,500
100 Boyd Pl Winchester, KY
Studio - 1 BR | Available Now
Contact
Balcony/Deck/Patio
0
$750
401 N Maple St Unit 5 Winchester, KY
Studio | Available Now
Contact
0
$1,050
176 178 Westside Dr Winchester, KY
3 BR | Jul. 25, 2025
Contact
1
$800
39 S Highland St Winchester, KY
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
1
$1,895
262 Prescott Ln Winchester, KY
3 BR | Jul. 2, 2025
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Fitness Center
1
$1,225
Winchester, KY
3 BR | Jul. 25, 2025
Contact
0
$850 - 900
110 Buffalo Trce Winchester, KY
1 - 2 BR | Available Now
Contact
0
$1,050
187 189 Westside Dr Winchester, KY
3 BR | Jul. 25, 2025
Contact
0
$1,595
Winchester, KY
2 BR | Jul. 25, 2025
Contact
1
$900
544 Constitution Dr Winchester, KY
3 BR | Available Now
Contact
House
1
$1,800
Winchester, KY
3 BR | Available Now
Contact
1
$825
721 Williamsburg Dr Winchester, KY
2 BR | Available Now
Contact
Dog Friendly
House
0
$1,595
Winchester, KY
2 BR | Jul. 25, 2025
Contact
1
$899
27 E Washington St Winchester, KY
1 BR | Ask for Availability
Contact
0
$995
300-315 Moundale Ct Winchester, KY
2 BR | Available Now
Contact
0
$1,499
Fairfield Way Winchester, KY
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
1
$1,025
Winchester, KY
1 BR | Aug. 22, 2025
Contact
Balcony/Deck/Patio
1
$875
Winchester, KY
2 BR | Jul. 25, 2025
Contact
0
$945 - 1,095
200 Hubbard Rd Winchester, KY
2 - 3 BR | Jul. 25, 2025
Contact
Balcony/Deck/Patio
1
$1,049
508 College St Winchester, KY
2 BR | Ask for Availability
Contact
Dog Friendly
Cat Friendly
7
$1,175
Winchester, KY
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
1 - 30 of 32 Results
  1. Home
  2. Lexington Area Apartments
  3. Winchester

How much does it cost to rent an apartment in Winchester?

Winchester Apartments
Bed Type Average Rent Range
Studio $1,150 $750 - $3,500
1BR $850 $800 - $1,020
2BR $950 $790 - $1,600
3BR $1,160 $900 - $1,900

Search Cities Near Winchester, KY

Winchester:
June Rent Report

Welcome to the June 2025 Winchester Apartment Report. In this assessment of the local rental market, data scientists and rental experts break down the June 2025 key findings and figures for the Winchester rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Winchester and surrounding areas and provide comparisons to the entire metro area, nearby cities and some of the most desirable and expensive cities in the United States. Take a look at the last 12 months of Winchester average rent prices in the chart below.

Monthly Rent Report

$1,200
$900
$600
$300
$0
Jul. 2024
Aug. 2024
Sep. 2024
Oct. 2024
Nov. 2024
Dec. 2024
Jan. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
1 BR       2 BR

Winchester Rent Prices Decrease From May to June

Winchester rent prices decreased over the last month. From May to June, the city experienced a -11.22% decrease for the price of a one-bedroom apartment. The rent price for a Winchester one-bedroom apartments currently stands at $625.0.

When we take a look at the two-bedroom comparison from May to June, Winchester experienced a 3.53% increase for the price of a two-bedroom apartment. The rent price for a Winchester two-bedroom apartments currently stands at $1,116.0.

June Prices: Winchester vs. Surrounding Areas

Rent Prices in Winchester and Surrounding Areas

Rent prices have decreased in Winchester over the last month. But how have the surrounding areas fared when it comes to the recent volatility in apartment prices? Rent prices in 0 of the Winchester suburbs increased last month. On the other hand, 0 local areas experienced a decrease in the price of a one-bedroom apartment.

More key findings include:

  • Rents did not increase in any of the Winchester suburbs

  • Rents did not decrease in any of the Winchester suburbs.

June 2025 Pricing Trends: Winchester vs. National Comparisons

New York, NY
San Francisco, CA
Washington, DC
Los Angeles, CA
Chicago, IL
Columbus, OH
Pittsburgh, PA
Minneapolis, MN
$4,101
$3,197
$2,350
$2,316
$1,870
$1,341
$1,263
$1,247
$0
$1,350
$2,700
$4,050
$5,400
Median Rent

Winchester Rent Prices More Affordable Than Major Cities

Rent growth in Winchester over the past year has been declining. When compared to major cities nearby, along with some of the most expensive cities in the country, Winchester average rent prices appear to be relatively affordable for local residents.

The price for a Winchester one-bedroom apartment remains vastly more affordable than four of the largest cities in the United States — New York City, Washington, D.C. San Francisco and Los Angeles. And pricing compares quite similarly to nearby Midwest cities.

For more information about Winchester and surrounding area rent prices, take a look at the complete data set below.

Data set for Winchester and suburbs

1 BR June 1 BR M/M % Change 2 BR June 2 BR M/M % Change

Methodology

Each month, using over 1 million listings across the United States, we calculate the median 1-bedroom and 2-bedroom rent prices by city, state, and nation, and track the month-over-month percent change. To avoid small sample sizes, we restrict the analysis for our reports to cities meeting minimum population and property count thresholds.