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  1. Price Drop. $415 Off
    1 BED
    $2,745+
    2 BEDS
    $3,310+
    Total Monthly Price - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    Call
  2. Rent Special
    4 BEDS, 3 BATHS
    $4,400
    Total Monthly Price - 12 Month Lease

    13 Garfield Ave

    13 Garfield Ave, Woburn, MA 01801
  3. 4 BEDS, 3.5 BATHS
    $7,750
    Total Monthly Price - 12 Month Lease

    10 Farrow St

    10 Farrow St, Winchester, MA 01890
  4. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price - 12 Month Lease

    200 Swanton St Unit L7

    200 Swanton St, Winchester, MA 01890
  5. 4 BEDS, 1.5 BATHS
    $4,000
    Total Monthly Price - 12 Month Lease

    848 Main St

    848 Main St, Winchester, MA 01890
  6. 2 BEDS, 1 BATH
    $2,695
    Total Monthly Price - 12 Month Lease

    6 Skillings Rd Unit 2

    6 Skillings Rd, Winchester, MA 01890
  7. 2 BEDS, 1.5 BATHS
    $3,750
    Total Monthly Price - 12 Month Lease

    60 Lake St

    60 Lake St, Winchester, MA 01890
  8. 1 BED, 1 BATH
    $1,850
    Total Monthly Price - 12 Month Lease

    224 Main St Unit 1B

    224 Main St, Woburn, MA 01801
  9. 2 BEDS, 1 BATH
    $2,900
    Total Monthly Price - 12 Month Lease

    8 Madison St Unit 1

    8 Madison St, Medford, MA 02155
  10. 2 BEDS, 1.5 BATHS
    $3,000
    Total Monthly Price - 12 Month Lease

    2 Clark St Unit 2

    2 Clark St, Woburn, MA 01801
  11. 3 BEDS, 1.5 BATHS
    $3,300
    Total Monthly Price - 12 Month Lease

    8 Cross St Unit 1

    8 Cross St, Woburn, MA 01801
  12. 3 BEDS, 1.5 BATHS
    $3,200
    Total Monthly Price - 12 Month Lease

    167 Allston St Unit 2

    167 Allston St, Medford, MA 02155
Showing 42 of 113 results, Page 1 of 3

Winchester at a Glance

Average Rent

$3,012
(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 $3,012.

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

The average rent for a studio apartment in Winchester, MA is $2,313.

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 $3,012.

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 $4,208.

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 $5,854.

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