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Cheap Apartments for Rent in Winchester, MA

282 Rentals
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  3. Building Photo - 95 Bow St
    2 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    95 Bow St Unit 1

    95 Bow St, Arlington, MA 02474
  4. Building Photo - 22 Leonard St
    2 BEDS, 1 BATH
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850

    22 Leonard St Unit 22

    22 Leonard St, Woburn, MA 01801
  6. Building Photo - 505 Main St
    3 BEDS, 1 BATH
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900
         - 12 Month Lease

    505 Main St Unit 1

    505 Main St, Stoneham, MA 02180
    Apply
  7. Building Photo - 133 Brattle St
    2 BEDS, 1 BATH
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    133 Brattle St

    133 Brattle St, Arlington, MA 02474
  8. Building Photo - 224 Park St
    2 BEDS, 1.5 BATHS
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    224 Park St Unit C8

    224 Park St, Stoneham, MA 02180
  9. 2 BEDS, 1 BATH
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    474 Summer St Unit 474

    474 Summer St, Arlington, MA 02474
  10. Building Photo - 286 Main St
    2 BEDS, 2 BATHS
    $2,995
    Total Monthly Price Total Monthly Price New
    Base Rent$2,995
    Required Monthly FeesNone
    Total Monthly Price$2,995
         - 12 Month Lease

    286 Main St Unit 3

    286 Main St, Woburn, MA 01801
  11. Building Photo - 36 Cross 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

    36 Cross St Unit 1

    36 Cross St, Winchester, MA 01890
  12. Building Photo - 7 Conant Rd
    2 BEDS, 2.5 BATHS
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300

    7 Conant Rd

    7 Conant Rd, Winchester, MA 01890
  14. Building Photo - 20 Hancock 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

    20 Hancock St

    20 Hancock St, Winchester, MA 01890
  15. Building Photo - 304 Manor Ter
    3 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600

    304 Manor Ter Unit 304

    304 Manor Ter, Lexington, MA 02420
  16. 3 BEDS, 1.5 BATHS
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650

    38 Norwich Cir

    38 Norwich Cir, Medford, MA 02155
  17. 3 BEDS, 3 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700

    11 Elmwood Ave

    11 Elmwood Ave, Winchester, MA 01890
  18. 2 BEDS, 2 BATHS
    $3,750
    Total Monthly Price Total Monthly Price New
    Base Rent$3,750
    Required Monthly FeesNone
    Total Monthly Price$3,750

    2 Stratton Dr Unit 102

    2 Stratton Dr, Woburn, MA 01801
  20. Building Photo - 2012 Symmes Cir
    2 BEDS, 2.5 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000
         - 12 Month Lease

    2012 Symmes Cir Unit 1

    2012 Symmes Cir, Arlington, MA 02474
  21. Building Photo - 10 Webster St
    4 BEDS, 2 BATHS
    $4,150
    Total Monthly Price Total Monthly Price New
    Base Rent$4,150
    Required Monthly FeesNone
    Total Monthly Price$4,150
         - 17 Month Lease

    10 Webster St Unit 1

    10 Webster St, Winchester, MA 01890
  22. Building Photo - 99 Garfield Ave
    4 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

    99 Garfield Ave

    99 Garfield Ave, Woburn, MA 01801
  23. Building Photo - 814 Main St
    4 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

    814 Main St

    814 Main St, Winchester, MA 01890
  24. Building Photo - 13 Garfield Ave
    4 BEDS, 3 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400
         - 12 Month Lease

    13 Garfield Ave

    13 Garfield Ave, Woburn, MA 01801
    Apply
  25. Building Photo - 11 Garfield Ave
    4 BEDS, 3 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400
         - 12 Month Lease

    11 Garfield Ave

    11 Garfield Ave, Woburn, MA 01801
  26. Building Photo - 113 Cambridge St
    4 BEDS, 2 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000
    Required Monthly FeesNone
    Total Monthly Price$5,000

    113 Cambridge St

    113 Cambridge St, Winchester, MA 01890
  27. Building Photo - 2 Rangeley Rd
    2 BEDS, 2.5 BATHS
    $5,350
    Total Monthly Price Total Monthly Price New
    Base Rent$5,350
    Required Monthly FeesNone
    Total Monthly Price$5,350

    2 Rangeley Rd Unit 2

    2 Rangeley Rd, Winchester, MA 01890
  28. 4 BEDS, 2 BATHS
    $5,900
    Total Monthly Price Total Monthly Price New
    Base Rent$5,900
    Required Monthly FeesNone
    Total Monthly Price$5,900

    330 Cambridge St

    330 Cambridge St, Winchester, MA 01890
  29. 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
    Apply
  30. 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

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
  31. Building Photo - 11 Tufts Rd
    4 BEDS, 2.5 BATHS
    $6,995
    Total Monthly Price Total Monthly Price New
    Base Rent$6,995
    Required Monthly FeesNone
    Total Monthly Price$6,995

    11 Tufts Rd

    11 Tufts Rd, Winchester, MA 01890
  32. 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
Showing 42 of 74 results, Page 2 of 2

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Winchester at a Glance

Average Rent

$2,855
(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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