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  1. Building Photo - 9 Ryder St
    1 BED, 1 BATH
    $2,100

    9 Ryder St

    9 Ryder St, Arlington, MA 02476
  2. Building Photo - 273 Cross St
    2 BEDS, 2 BATHS
    $2,800

    273 Cross St

    273 Cross St, Winchester, MA 01890
  3. 7 BEDS, 3.5 BATHS
    $10,000

    34 Glen Rd

    34 Glen Rd, Winchester, MA 01890
Showing 42 of 113 results, Page 1 of 3

Winchester at a Glance

Average Rent

$3,067
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
8

School Rating

out of 10 Rating
Learn more about
Schools in Winchester
1

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winchester
67

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Winchester

Winchester, MA Apartments for Rent

Located 8 miles north of downtown Boston, Winchester combines historic New England character with modern convenience. This charming town, established in 1850, spans just over 6 square miles around the Aberjona River and Mystic Lakes. Winchester's downtown features independent shops and restaurants, while the surrounding neighborhoods offer various apartment options.

Two MBTA Commuter Rail stations connect residents to Boston, making it ideal for commuters who prefer a quieter setting. Nature enthusiasts appreciate the Middlesex Fells Reservation's extensive trail network along the town's eastern border. The median rent for a one-bedroom apartment is $2,933, reflecting Winchester's proximity to Boston and highly rated public schools. Local landmarks include Wedge Pond and Wright-Locke Farm, one of the oldest continuously operating farms in Massachusetts.

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Getting Around Winchester

Transportation

71

Very Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
67

Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
1

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Score

Education

Private University
Private University
Private University
GreatSchools Rating

Public High School

Public
Grades 9-12
1,383 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,037 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
345 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
328 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
326 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

Frequently asked questions about renting in Winchester, MA

What are the average rent costs in Winchester, MA?

The average rent in Winchester, MA is $3,067.

What are the average rent costs of a studio apartment in Winchester, MA?

The average rent for a studio apartment in Winchester, MA is $3,435.

What are the average rent costs of a one bedroom apartment in Winchester, MA?

The average rent for a 1 bedroom apartment in Winchester, MA is $3,067.

What are the average rent costs of a two bedroom apartment in Winchester, MA?

The average rent for a 2 bedroom apartment in Winchester, MA is $4,240.

What are the average rent costs of a three bedroom apartment in Winchester, MA?

The average rent for a 3 bedroom apartment in Winchester, MA is $5,596.

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