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Cheap Apartments for Rent in Winchester, MA

343 Rentals
.
  1. Building Photo - 239 Mountain Ave
    5 BEDS, 4.5 BATHS
    $6,900
    Total Monthly Price

    239 Mountain Ave

    239 Mountain Ave, Arlington, MA 02474
  2. Building Photo - 31 Coolidge Rd
    4 BEDS, 4 BATHS
    $6,900
    Total Monthly Price

    31 Coolidge Rd

    31 Coolidge Rd, Winchester, MA 01890
  3. Building Photo - 10 Farrow St
    4 BEDS, 3.5 BATHS
    $6,950
    Total Monthly Price - 12 Month Lease

    10 Farrow St

    10 Farrow St, Winchester, MA 01890
  4. Building Photo - 10 Farrow St
    4 BEDS, 3.5 BATHS
    $6,950
    Total Monthly Price

    10 Farrow St

    10 Farrow St, Winchester, MA 01890
  5. Building Photo - 7 Hancock St
    4 BEDS, 3.5 BATHS
    $7,000
    Total Monthly Price

    7 Hancock St

    7 Hancock St, Arlington, MA 02474
  6. 3 BEDS, 3 BATHS
    $7,000
    Total Monthly Price

    25 Berkshire Dr

    25 Berkshire Dr, Winchester, MA 01890
  7. Building Photo - 271 Washington St
    5 BEDS, 3 BATHS
    $7,000
    Total Monthly Price

    271 Washington St

    271 Washington St, Winchester, MA 01890
  9. Building Photo - 19 Shirley Rd
    4 BEDS, 5 BATHS
    $7,500
    Total Monthly Price - 12 Month Lease

    19 Shirley Rd

    19 Shirley Rd, Medford, MA 02155
  12. 6 BEDS, 4.5 BATHS
    $7,500
    Total Monthly Price

    77 Hodge Rd

    77 Hodge Rd, Arlington, MA 02474
  13. 5 BEDS, 3.5 BATHS
    $7,500
    Total Monthly Price

    211 Forest St

    211 Forest St, Winchester, MA 01890
  14. 5 BEDS, 3.5 BATHS
    $8,000
    Total Monthly Price

    14 Brattle Ln

    14 Brattle Ln, Arlington, MA 02474
  15. 4 BEDS, 3 BATHS
    $8,000
    Total Monthly Price

    10 Hillcrest Pkwy

    10 Hillcrest Pkwy, Winchester, MA 01890
  16. 4 BEDS, 3.5 BATHS
    $8,500
    Total Monthly Price

    35 Thornberry Rd

    35 Thornberry Rd, Winchester, MA 01890
  17. Building Photo - 14 Brattle Ln
    4 BEDS, 3.5 BATHS
    $9,000
    Total Monthly Price - 12 Month Lease

    14 Brattle Ln

    14 Brattle Ln, Arlington, MA 02474
    Apply
  18. Building Photo - 37 Beverly Rd
    3 BEDS, 2.5 BATHS
    $20,000
    Total Monthly Price

    37 Beverly Rd

    37 Beverly Rd, Arlington, MA 02474
Showing 42 of 102 results, Page 3 of 3

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Winchester at a Glance

Average Rent

$2,898
(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

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(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

GreatSchools Rating
Winchester High School

Public High School

Public
Grades 9-12
1,383 Students
GreatSchools Rating
McCall Middle

Public Middle School

Public
Grades 6-8
1,037 Students
GreatSchools Rating
Ambrose Elementary

Public Elementary School

Public
Grades K-5
345 Students
GreatSchools Rating
Lincoln Elementary

Public Elementary School

Public
Grades K-5
328 Students
GreatSchools Rating
Muraco Elementary

Public Elementary School

Public
Grades K-5
326 Students

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

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