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Cheap Apartments for Rent in Winchester, MA

152 Rentals
.
  1. Building Photo - 1 Lincoln St
    2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    1 Lincoln St Unit 1

    1 Lincoln St, Stoneham, MA 02180
  2. Building Photo - 100 Ledgewood Dr
    2 BEDS, 2 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    100 Ledgewood Dr Unit 410

    100 Ledgewood Dr, Stoneham, MA 02180
  3. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    200 Swanton St Unit T35

    200 Swanton St, Winchester, MA 01890
  4. 2 BEDS, 1.5 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    60 Lake St Unit D

    60 Lake St, Winchester, MA 01890
  5. 3 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    49 Prospect St Unit 2

    49 Prospect St, Woburn, MA 01801
  6. 2 BEDS, 1.5 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    7 Ridge St

    7 Ridge St, Winchester, MA 01890
  7. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    666 Main St Unit 315-3

    666 Main St, Winchester, MA 01890
  8. 3 BEDS, 1.5 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    5 Quigley Ct

    5 Quigley Ct, Winchester, MA 01890
  9. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    666 Main St Unit 208

    666 Main St, Winchester, MA 01890
  10. 3 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300

    2 Peabody Rd Unit 2

    2 Peabody Rd, Stoneham, MA 02180
  11. Building Photo - 167 Allston St
    3 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400
         - 12 Month Lease

    167 Allston St Unit 1

    167 Allston St, Medford, MA 02155
  12. Building Photo - 63 Holland St
    2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    63 Holland St

    63 Holland St, Winchester, MA 01890
  13. Building Photo - 17 Oakledge St
    3 BEDS, 1.5 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    17 Oakledge St Unit 2

    17 Oakledge St, Arlington, MA 02474
  14. 3 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    28 East St

    28 East St, Winchester, MA 01890
  15. 3 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    303 Washington St Unit 1

    303 Washington St, Winchester, MA 01890
  16. Building Photo - 10 Webster St
    4 BEDS, 2 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
         - 12 Month Lease

    10 Webster St Unit 1

    10 Webster St, Winchester, MA 01890
    Apply
  17. Building Photo - 10-12-12 Webster St
    4 BEDS, 2 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700

    10-12-12 Webster St Unit 1

    10-12-12 Webster St, Winchester, MA 01890
  18. Building Photo - 321 Washington St
    4 BEDS, 1.5 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800

    321 Washington St

    321 Washington St, Arlington, MA 02474
  19. 4 BEDS, 2 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800

    7 Gorham Rd Unit 2

    7 Gorham Rd, Medford, MA 02155
  20. 4 BEDS, 2 BATHS
    $3,950
    Total Monthly Price Total Monthly Price New
    Base Rent$3,950
    Required Monthly FeesNone
    Total Monthly Price$3,950

    15 Governor Rd

    15 Governor Rd, Arlington, MA 02474
  21. 3 BEDS, 1 BATH
    $3,950
    Total Monthly Price Total Monthly Price New
    Base Rent$3,950
    Required Monthly FeesNone
    Total Monthly Price$3,950

    154 Maple St

    154 Maple St, Lexington, MA 02420
  22. 3 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    53 Dickson Ave

    53 Dickson Ave, Arlington, MA 02474
  23. Building Photo - 318 Mystic St
    3 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    318 Mystic St

    318 Mystic St, Arlington, MA 02474
  24. Building Photo - 7 Park Ave
    4 BEDS, 2 BATHS
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100

    7 Park Ave Unit 7

    7 Park Ave, Winchester, MA 01890
  25. Building Photo - 2 Glenbrook Ln
    3 BEDS, 2.5 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200
         - 12 Month Lease

    2 Glenbrook Ln

    2 Glenbrook Ln, Arlington, MA 02474
  26. Building Photo - 42 Rockland Ave
    3 BEDS, 1.5 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    42 Rockland Ave

    42 Rockland Ave, Arlington, MA 02474
  27. Building Photo - 22 Baldwin St
    3 BEDS, 2 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    22 Baldwin St

    22 Baldwin St, Winchester, MA 01890
  28. 3 BEDS, 2.5 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    801 Manor Ter

    801 Manor Ter, Lexington, MA 02420
  29. 4 BEDS, 1.5 BATHS
    $4,250
    Total Monthly Price Total Monthly Price New
    Base Rent$4,250
    Required Monthly FeesNone
    Total Monthly Price$4,250

    488 Washington St

    488 Washington St, Winchester, MA 01890
  30. Building Photo - 4 Senator Rd
    Rent Special
    Rent Special
    4 BEDS, 1 BATH
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400
         - 12 Month Lease

    4 Senator Rd

    4 Senator Rd, Woburn, MA 01801
  31. Building Photo - 79 Church St
    3 BEDS, 1.5 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    79 Church St Unit 1

    79 Church St, Winchester, MA 01890
  32. Building Photo - 5 Stoneham St
    4 BEDS, 2.5 BATHS
    $4,625
    Total Monthly Price Total Monthly Price New
    Base Rent$4,625
    Required Monthly FeesNone
    Total Monthly Price$4,625
         - 12 Month Lease

    5 Stoneham St

    5 Stoneham St, Woburn, MA 01801
    Apply
  33. Building Photo - 14 Kings Ct
    4 BEDS, 2.5 BATHS
    $4,800
    Total Monthly Price Total Monthly Price New
    Base Rent$4,800
    Required Monthly FeesNone
    Total Monthly Price$4,800
         - 12 Month Lease

    14 Kings Ct

    14 Kings Ct, Arlington, MA 02474
    Apply
  34. Building Photo - 14 Kings Ct
    4 BEDS, 2.5 BATHS
    $4,800
    Total Monthly Price Total Monthly Price New
    Base Rent$4,800
    Required Monthly FeesNone
    Total Monthly Price$4,800

    14 Kings Ct

    14 Kings Ct, Arlington, MA 02474
  35. Building Photo - 79 Bacon St
    5 BEDS, 2 BATHS
    $4,950
    Total Monthly Price Total Monthly Price New
    Base Rent$4,950
    Required Monthly FeesNone
    Total Monthly Price$4,950

    79 Bacon St

    79 Bacon St, Winchester, MA 01890
  36. 5 BEDS, 3 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    559 Winthrop St

    559 Winthrop St, Medford, MA 02155
  37. 3 BEDS, 2.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    111 Highland Ave

    111 Highland Ave, Winchester, MA 01890
  38. 4 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

    95 Hemingway St

    95 Hemingway St, Winchester, MA 01890
  39. 4 BEDS, 3 BATHS
    $5,900
    Total Monthly Price Total Monthly Price New
    Base Rent$5,900
    Required Monthly FeesNone
    Total Monthly Price$5,900

    18 Winchester Dr

    18 Winchester Dr, Lexington, MA 02420
  41. Building Photo - 3 Day Cir
    4 BEDS, 2 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500
         - 12 Month Lease

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
  42. Building Photo - 60 Graystone Circle
    3 BEDS, 2.5 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500

    60 Graystone Circle

    60 Graystone Circle, Winchester, MA 01890
Showing 42 of 88 results, Page 2 of 3

Winchester at a Glance

Average Rent

$2,935
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
9

School Rating

out of 10 Rating
Learn more about
Schools in Winchester

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Education

GreatSchools Rating
Winchester High School

Public High School

Public
Grades 9-12
1,418 Students
GreatSchools Rating
McCall Middle School

Public Middle School

Public
Grades 6-8
1,053 Students
GreatSchools Rating
Ambrose Elementary School

Public Elementary School

Public
Grades K-5
377 Students
GreatSchools Rating
Lincoln Elementary School

Public Elementary School

Public
Grades K-5
338 Students
GreatSchools Rating
Muraco Elementary School

Public Elementary School

Public
Grades K-5
296 Students

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

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