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Rental Market Trends in Winchester, MA

What is the average rent in Winchester, MA?

$2,812/month

Average Rent

687 Sq Ft

Average Apartment Size

-4.2%

Decrease in the Last Year

As of January 2026, the average rent in Winchester, MA is $2,812 per month. This is 73% higher than the national average rent price of $1,625/month, making Winchester one of the most expensive cities in the US. When you rent an apartment in Winchester, you can expect to pay about $2,169 per month for a studio, $2,812 for a one-bedroom apartment, and around $3,688 for a two-bedroom apartment. If you opt for a three-bedroom rental, you could pay $5,796 or more.

Floor Plan Type
Average Rent
Average Sq Ft
Studio
$2,169/month
630 Sq Ft
One Bedroom
$2,812/month
687 Sq Ft
Two Bedroom
$3,688/month
1,143 Sq Ft
Three Bedroom
$5,796/month
1,421 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
Three Bedroom
$4,075/month
3,582 Sq Ft
Four Bedroom
$7,303/month
3,134 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$2,040/month
379 Sq Ft
Two Bedroom
$2,956/month
1,028 Sq Ft
Three Bedroom
$3,900/month
1,290 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft

How much has average rent changed in Winchester, MA?

In the past year, rent has decreased by 4.2%, which averages out to $117 less per month.

Market Trends Over Time   The chart below compares average rent prices to the previous year during the same time period.
Last Updated January 2026
Legend
2025 2026
Market Trends Over Time
Rent Ranges in Winchester, MA
Last Updated January 2026
Above $2,000
Most rental prices fall within this range
Rent Ranges in Winchester, MA
Percentage*
Rent Range
0% Below $700/month
0% $700 - $1,000/month
0% $1,001 - $1,500/month
33% $1,501 - $2,000/month
67% Above $2,000/month

Rent by Neighborhood

Last Updated Today
  • Most Affordable
  • Most Expensive
  • Most Available

What are the most affordable neighborhoods in Winchester?

Based on current rent prices, Winchester Highlands and Upper Highlands" are the most affordable neighborhoods in Winchester.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Winchester Highlands
$3,235/month
823 Sq Ft
Upper Highlands
$3,235/month
823 Sq Ft

What are the most expensive neighborhoods in Winchester?

Based on current rent prices, Winchester Highlands and Upper Highlands" are the most expensive neighborhoods in Winchester.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Winchester Highlands
$3,235/month
823 Sq Ft
Upper Highlands
$3,235/month
823 Sq Ft

Which Winchester neighborhoods have the most rentals available?

The neighborhoods in Winchester with the most apartments available are Winchester Highlands and Upper Highlands" .

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Winchester Highlands
$3,235/month
823 Sq Ft
Upper Highlands
$3,235/month
823 Sq Ft
This information is based on data collected by CoStar Group researchers.†

What salary do I need to live comfortably in Winchester, MA?

Because the average rent in Winchester is $2,812, you’ll want to make about $9,373 per month or $112,476 per year. The general guideline is to pay no more than 30 percent of your monthly income on rent. However, you’ll want to consider additional factors, such as your monthly bills and other expenses. Use our rent affordability calculator to help determine how much to budget for rent.

City

Winchester, MA

287 Available Apartments for Rent

Search for Nearby Apartments

How does Winchester, MA compare to other nearby cities and neighborhoods?

Use the tool below to compare Winchester, MA to other nearby cities and neighborhoods. The Apartments.com neighborhood guides provide you with insight into the area’s transportation, things to do, and more.

Explore the Area Guide for Winchester, MA

Apartment Averages

Winchester Highlands

Winchester, MA

Winchester Highlands

Winchester, MA

Studio
-
-
One Bedroom
$2,696/month
$2,696/month
Two Bedroom
$3,256/month
$3,256/month
Three Bedroom
-
-
Search
Search

Nearby City Rent Trends

  • Woburn Average Rent
  • Arlington Average Rent
  • Medford Average Rent
  • Stoneham Average Rent
  • Lexington Average Rent
  • Belmont Average Rent
  • Burlington Average Rent
  • Somerville Average Rent

Apartment communities in Winchester we think you'll love

Sanctuary Winchester West

Sanctuary Winchester West

416 Cambridge St,
Winchester, MA 01890

$2,899 - $9,535 Plus Fees

Studio - 3 Beds

The Mave

The Mave

225 Fallon Rd,
Stoneham, MA 02180

$2,465 - $4,920 Total Monthly Price

1-2 Beds | 1 Month Lease

Hanover Stoneham

Hanover Stoneham

95 Maple St,
Stoneham, MA 02180

$2,431 - $5,129 Total Monthly Price

Studio - 3 Beds

Sanctuary Winchester North

Sanctuary Winchester North

25-35 River St,
Winchester, MA 01890

$2,789 - $10,429 Plus Fees

1-3 Beds

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United States Massachusetts Winchester Rental Trends

Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in November 2025.

* Percentages may not total 100 due to rounding.

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Equal Housing Opportunity