Apartments in Winchester

1 - 28 of 28 Results
1
1138 Dale Dr Apartment for rent in Winchester, KY
$875
Winchester, KY
2 BR | Available Now
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Dog Friendly
Cat Friendly
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Disability Access
1
221 S Highland St Apartment for rent in Winchester, KY
$1,299
Winchester, KY
3 BR | Available Now
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Dog Friendly
Cat Friendly
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38
37 S Main St Apartment for rent in Winchester, KY
37 S Main St Apartment for rent in Winchester, KY
$3,500
Winchester, KY
Studio | Available Now
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1
Burns Avenue Apartments Apartment for rent in Winchester, KY
$1,275
101 S Burns Ave Winchester, KY
2 BR | Available Now
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11
8 A St Apartment for rent in Winchester, KY
8 A St Apartment for rent in Winchester, KY
$895
Winchester, KY
2 BR | Ask for Availability
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Dog Friendly
Cat Friendly
House
1
Barrett Manor Apartment for rent in Winchester, KY
$995
300-315 Moundale Ct Winchester, KY
2 BR | Available Now
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0
All Utilities Included / Weekly Rate Available Apartment for rent in Winchester, KY
$840
1018 W Lexington Ave Unit 5 Winchester, KY
Studio | Available Now
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1
Had224 Apartment for rent in Winchester, KY
$1,075
224 Mutual Ave Winchester, KY
2 BR | Ask for Availability
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Dishwasher
1
Meadow Creek Phase II Apartment for rent in Winchester, KY
$850 - 925
110 Buffalo Trce Winchester, KY
1 - 2 BR | Available Now
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1
121 123 Tucker Ln Apartment for rent in Winchester, KY
$1,495
Winchester, KY
2 BR | Aug. 29, 2025
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Balcony/Deck/Patio
1
145 Bellbrook Ln Apartment for rent in Winchester, KY
$1,595
Winchester, KY
2 BR | Aug. 29, 2025
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Balcony/Deck/Patio
Dishwasher
1
Meadow Creek Phase 1 Apartment for rent in Winchester, KY
$825 - 915
100 Buffalo Trce Winchester, KY
1 - 2 BR | Jul. 25, 2025
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Balcony/Deck/Patio
Dishwasher
1
501 Wellington Way Apartment for rent in Winchester, KY
$900
Winchester, KY
Studio | Aug. 31, 2025
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Balcony/Deck/Patio
1
135 Bellbrook Ln Apartment for rent in Winchester, KY
$1,595
Winchester, KY
2 BR | Jul. 25, 2025
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1
Pig-stu - Studio 28 Apartment for rent in Winchester, KY
$899
27 E Washington St Winchester, KY
1 BR | Ask for Availability
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1
122 Bellbrook Ln Apartment for rent in Winchester, KY
$1,595
Winchester, KY
2 BR | Jul. 25, 2025
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1
Eww401lex Apartment for rent in Winchester, KY
$1,000
401 W Lexington Ave Winchester, KY
3 BR | Available Now
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1
200 Hubbard Apartment for rent in Winchester, KY
$735
Winchester, KY
Studio | Aug. 30, 2025
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1
Frontier Crossing Apts Apartment for rent in Winchester, KY
$915 - 1,500
100 Boyd Pl Winchester, KY
Studio - 2 BR | Available Now
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Balcony/Deck/Patio
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0
All Utilities Included! Weekly Rates Available! Apartment for rent in Winchester, KY
$750
401 N Maple St Unit 2 Winchester, KY
Studio | Available Now
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1
200 On The Hill Apartment for rent in Winchester, KY
$1,149
200 Hubbard Rd Winchester, KY
3 BR | Jul. 25, 2025
Contact
1
$1,695
Winchester, KY
3 BR | Aug. 29, 2025
Contact
Balcony/Deck/Patio
1
$1,495
Winchester, KY
2 BR | Aug. 29, 2025
Contact
Balcony/Deck/Patio
1
$1,225
Winchester, KY
3 BR | Jul. 25, 2025
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1
$900
39 S Highland St Winchester, KY
1 BR | Available Now
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Dog Friendly
Cat Friendly
House
7
$1,175
Winchester, KY
2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
1
$875
Winchester, KY
2 BR | Available Now
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Dog Friendly
Cat Friendly
1
$1,595
Winchester, KY
2 BR | Available Now
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1 - 28 of 28 Results
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How much does it cost to rent an apartment in Winchester?

Winchester Apartments
Bed Type Average Rent Range
Studio $870 $740 - $3,500
1BR $920 $830 - $920
2BR $1,180 $880 - $1,600
3BR $1,230 $1,000 - $1,700

Search Cities Near Winchester, KY

Winchester:
July Rent Report

Welcome to the July 2025 Winchester Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the July 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
Aug. 2024
Sep. 2024
Oct. 2024
Nov. 2024
Dec. 2024
Jan. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
1 BR       2 BR

Winchester Rent Prices Decrease From June to July

Winchester rent prices decreased over the last month. From June to July, the city experienced a -0.8% decrease for the price of a one-bedroom apartment. The rent price for a Winchester one-bedroom apartments currently stands at $620.0.

When we take a look at the two-bedroom comparison from June to July, Winchester experienced a 0.81% increase for the price of a two-bedroom apartment. The rent price for a Winchester two-bedroom apartments currently stands at $1,125.0.

July 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.

July 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
$4,074
$3,214
$2,367
$2,295
$1,876
$1,370
$1,312
$1,250
$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 July 1 BR M/M % Change 2 BR July 2 BR M/M % Change

Methodology

Each month, using over 1 million Rentable 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.