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Cheap Apartments for Rent in Winchester, MA

325 Rentals
  1. Building Photo - 48 Warren Ave
    1 BED, 1 BATH
    $1,725
    Total Monthly Price Total Monthly Price New
    Base Rent$1,725
    Required Monthly FeesNone
    Total Monthly Price$1,725

    48 Warren Ave

    48 Warren Ave, Woburn, MA 01801
  2. Building Photo - 14 Brattle Ln
    STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800
    - 12 Month Lease

    14 Brattle Ln Unit 6

    14 Brattle Ln, Arlington, MA 02474
  3. Building Photo - 35 Rindge Ave
    STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    35 Rindge Ave Unit B

    35 Rindge Ave, Lexington, MA 02420
  4. Building Photo - 71 Montvale Ave
    1 BED, 1 BATH
    $1,825
    Total Monthly Price Total Monthly Price New
    Base Rent$1,825
    Required Monthly FeesNone
    Total Monthly Price$1,825

    71 Montvale Ave Unit 11

    71 Montvale Ave, Stoneham, MA 02180
  5. Building Photo - 9 Ryder St
    1 BED, 1 BATH
    $1,875
    Total Monthly Price Total Monthly Price New
    Base Rent$1,875
    Required Monthly FeesNone
    Total Monthly Price$1,875

    9 Ryder St Unit 19

    9 Ryder St, Arlington, MA 02476
  6. Building Photo - 37 Arlington St
    1 BED, 1 BATH
    $1,895
    Total Monthly Price Total Monthly Price New
    Base Rent$1,895
    Required Monthly FeesNone
    Total Monthly Price$1,895
    - 12 Month Lease

    37 Arlington St Unit 1R

    37 Arlington St, Woburn, MA 01801
  7. Building Photo - 29 Arlington Rd
    1 BED, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    29 Arlington Rd Unit 2

    29 Arlington Rd, Woburn, MA 01801
  8. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    200 Swanton St Unit T36

    200 Swanton St, Winchester, MA 01890
  9. Building Photo - 5 Viking Ct
    1 BED, 1 BATH
    $2,025
    Total Monthly Price Total Monthly Price New
    Base Rent$2,025
    Required Monthly FeesNone
    Total Monthly Price$2,025

    5 Viking Ct Unit 47

    5 Viking Ct, Arlington, MA 02474
  10. Building Photo - 100 Ledgewood Dr
    1 BED, 1 BATH
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050
    - 12 Month Lease

    100 Ledgewood Dr Unit 216

    100 Ledgewood Dr, Stoneham, MA 02180
  11. Building Photo - 71 Montvale Ave
    2 BEDS, 1 BATH
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    71 Montvale Ave Unit 28

    71 Montvale Ave, Stoneham, MA 02180
  12. Building Photo - 4 Colonial Village Dr
    1 BED, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200
    - 12 Month Lease

    4 Colonial Village Dr Unit 4

    4 Colonial Village Dr, Arlington, MA 02474
  13. Building Photo - 200 Swanton St
    1 BED, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    200 Swanton St Unit T28

    200 Swanton St, Winchester, MA 01890
  14. Building Photo - 25 Arlington Rd
    2 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    25 Arlington Rd Unit 11

    25 Arlington Rd, Woburn, MA 01801
  15. Building Photo - 25 Arlington Rd
    2 BEDS, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250
    - 12 Month Lease

    25 Arlington Rd Unit Apt 1-1

    25 Arlington Rd, Woburn, MA 01801
  16. Building Photo - 6 Skillings Rd
    2 BEDS, 1 BATH
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    6 Skillings Rd Unit 2

    6 Skillings Rd, Winchester, MA 01890
  17. Building Photo - 144 Marble St
    1 BED, 1 BATH
    $2,375
    Total Monthly Price Total Monthly Price New
    Base Rent$2,375
    Required Monthly FeesNone
    Total Monthly Price$2,375

    144 Marble St Unit 103

    144 Marble St, Stoneham, MA 02180
  18. 1 BED, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    29 Harvard St Unit 1

    29 Harvard St, Winchester, MA 01890
  19. 1 Month Free
    1 BED
    $2,465+
    2 BEDS
    $3,175+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,465 - $4,880
    Utilities & EssentialsVaries
    Total Monthly Price$2,465 - $4,880
    - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  20. Building Photo - 7 Vining Ct
    2 BEDS, 1 BATH
    $2,490
    Total Monthly Price Total Monthly Price New
    Base Rent$2,490
    Required Monthly FeesNone
    Total Monthly Price$2,490

    7 Vining Ct Unit 2

    7 Vining Ct, Woburn, MA 01801
  21. Building Photo - 4 Colonial Village Dr
    2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
    - 12 Month Lease

    4 Colonial Village Dr Unit 9

    4 Colonial Village Dr, Arlington, MA 02474
  22. Building Photo - 100 Ledgewood Dr
    2 BEDS, 2 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
    - 12 Month Lease

    100 Ledgewood Dr Unit 515

    100 Ledgewood Dr, Stoneham, MA 02180
  23. 3 BEDS, 1.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
    - 12 Month Lease

    8 Cross St Unit 1

    8 Cross St, Woburn, MA 01801
  24. Building Photo - 67 Bow St
    2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    67 Bow St

    67 Bow St, Arlington, MA 02474
  25. Building Photo - 4 Colonial Village Dr
    2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    4 Colonial Village Dr Unit 9

    4 Colonial Village Dr, Arlington, MA 02474
  26. Building Photo - 200 Ledgewood Dr
    2 BEDS, 2 BATHS
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    200 Ledgewood Dr Unit 205

    200 Ledgewood Dr, Stoneham, MA 02180
  27. Building Photo - 145 Washington St
    2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
    - 12 Month Lease

    145 Washington St Unit 415

    145 Washington St, Winchester, MA 01890
  28. Building Photo - 8 Madison St
    2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
    - 12 Month Lease

    8 Madison St Unit 1

    8 Madison St, Medford, MA 02155
  29. Building Photo - 79 Franklin St
    3 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    79 Franklin St Unit 2

    79 Franklin St, Stoneham, MA 02180
  30. Building Photo - 415 Washington St
    2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    415 Washington St Unit 1

    415 Washington St, Winchester, MA 01890
  31. 2 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    63 Bow St Unit 1

    63 Bow St, Arlington, MA 02474
  32. 2 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    2 Frazer Rd

    2 Frazer Rd, Arlington, MA 02476
  33. 3 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    6 Gould St Unit 2

    6 Gould St, Stoneham, MA 02180
Showing 42 of 97 results, Page 1 of 3

Winchester at a Glance

Average Rent

$2,766
(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)

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.

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