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Cheap Apartments for Rent in Winchester, MA

347 Rentals
.
  1. Building Photo - 378 Washington St
    5 BEDS, 4.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    378 Washington St

    378 Washington St, Winchester, MA 01890
  2. Building Photo - 135 Maple St
    4 BEDS, 2 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    135 Maple St

    135 Maple St, Lexington, MA 02420
  3. 2 BEDS, 2.5 BATHS
    $5,700
    Total Monthly Price Total Monthly Price New
    Base Rent$5,700
    Required Monthly FeesNone
    Total Monthly Price$5,700

    2 Rangeley Rd Unit 2

    2 Rangeley Rd, Winchester, MA 01890
  4. Building Photo - 24 Tyler Rd
    4 BEDS, 3 BATHS
    $5,995
    Total Monthly Price Total Monthly Price New
    Base Rent$5,995
    Required Monthly FeesNone
    Total Monthly Price$5,995
         - 12 Month Lease

    24 Tyler Rd

    24 Tyler Rd, Lexington, MA 02420
  5. Building Photo - 24 Tyler Rd
    4 BEDS, 3 BATHS
    $5,995
    Total Monthly Price Total Monthly Price New
    Base Rent$5,995
    Required Monthly FeesNone
    Total Monthly Price$5,995

    24 Tyler Rd

    24 Tyler Rd, Lexington, MA 02420
  6. Building Photo - 322 Lowell St
    4 BEDS, 3.5 BATHS
    $6,800
    Total Monthly Price Total Monthly Price New
    Base Rent$6,800
    Required Monthly FeesNone
    Total Monthly Price$6,800

    322 Lowell St

    322 Lowell St, Lexington, MA 02420
  7. Building Photo - 31 Coolidge Rd
    4 BEDS, 4 BATHS
    $6,900
    Total Monthly Price Total Monthly Price New
    Base Rent$6,900
    Required Monthly FeesNone
    Total Monthly Price$6,900
         - 12 Month Lease

    31 Coolidge Rd

    31 Coolidge Rd, Winchester, MA 01890
  8. Building Photo - 846 Main St
    3 BEDS, 2.5 BATHS
    $6,900
    Total Monthly Price Total Monthly Price New
    Base Rent$6,900
    Required Monthly FeesNone
    Total Monthly Price$6,900

    846 Main St Unit 301

    846 Main St, Winchester, MA 01890
  9. Building Photo - 10 Farrow St
    4 BEDS, 3.5 BATHS
    $6,950
    Total Monthly Price Total Monthly Price New
    Base Rent$6,950
    Required Monthly FeesNone
    Total Monthly Price$6,950
         - 12 Month Lease

    10 Farrow St

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

    10 Farrow St

    10 Farrow St, Winchester, MA 01890
  12. Building Photo - 3 Day Cir
    4 BEDS, 2 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000
         - 12 Month Lease

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
    Apply
  13. Building Photo - 7 Hancock St
    4 BEDS, 3.5 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    7 Hancock St

    7 Hancock St, Arlington, MA 02474
  14. Building Photo - 3 Day Cir
    4 BEDS, 2 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
  15. Building Photo - 271 Washington St
    5 BEDS, 3 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    271 Washington St

    271 Washington St, Winchester, MA 01890
  16. Building Photo - 14 Brattle Ln
    4 BEDS, 3.5 BATHS
    $7,500
    Total Monthly Price Total Monthly Price New
    Base Rent$7,500
    Required Monthly FeesNone
    Total Monthly Price$7,500
         - 12 Month Lease

    14 Brattle Ln

    14 Brattle Ln, Arlington, MA 02474
    Apply
  17. Building Photo - 14 Brattle Ln
    5 BEDS, 3.5 BATHS
    $7,500
    Total Monthly Price Total Monthly Price New
    Base Rent$7,500
    Required Monthly FeesNone
    Total Monthly Price$7,500

    14 Brattle Ln

    14 Brattle Ln, Arlington, MA 02474
  18. Building Photo - 211 Forest St
    5 BEDS, 3.5 BATHS
    $7,500
    Total Monthly Price Total Monthly Price New
    Base Rent$7,500
    Required Monthly FeesNone
    Total Monthly Price$7,500

    211 Forest St

    211 Forest St, Winchester, MA 01890
  19. Building Photo - 19 Shirley Rd
    4 BEDS, 5 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000
         - 12 Month Lease

    19 Shirley Rd

    19 Shirley Rd, Medford, MA 02155
  20. Building Photo - 19 Shirley Rd
    4 BEDS, 5 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000
         - 12 Month Lease

    19 Shirley Rd Unit 19

    19 Shirley Rd, Medford, MA 02155
  21. 4 BEDS, 3.5 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000
         - 12 Month Lease

    35 Thornberry Rd

    35 Thornberry Rd, Winchester, MA 01890
  22. Building Photo - 35 Thornberry Rd
    4 BEDS, 3.5 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000

    35 Thornberry Rd

    35 Thornberry Rd, Winchester, MA 01890
  23. Building Photo - 10 Hillcrest Pkwy
    4 BEDS, 3 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000

    10 Hillcrest Pkwy

    10 Hillcrest Pkwy, Winchester, MA 01890
  24. 5 BEDS, 6 BATHS
    $18,000
    Total Monthly Price Total Monthly Price New
    Base Rent$18,000
    Required Monthly FeesNone
    Total Monthly Price$18,000

    30 Whipple Rd

    30 Whipple Rd, Lexington, MA 02420
  25. 3 BEDS, 2.5 BATHS
    $20,000
    Total Monthly Price Total Monthly Price New
    Base Rent$20,000
    Required Monthly FeesNone
    Total Monthly Price$20,000

    37 Beverly Rd

    37 Beverly Rd, Arlington, MA 02474
Showing 42 of 109 results, Page 3 of 3

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Winchester at a Glance

Average Rent

$2,778
(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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