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Cheap Apartments for Rent in Winchester, MA

347 Rentals
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  3. Building Photo - 12 Colonial Village Dr
    1 BED, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    12 Colonial Village Dr Unit 12

    12 Colonial Village Dr, Arlington, MA 02474
  4. Building Photo - 48 Warren Ave
    1 BED, 1 BATH
    $1,795
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795
    Required Monthly FeesNone
    Total Monthly Price$1,795

    48 Warren Ave

    48 Warren Ave, Woburn, MA 01801
  7. Building Photo - 219 Washington St
    STUDIO, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850
         - 12 Month Lease

    219 Washington St Unit 11

    219 Washington St, Winchester, MA 01890
  9. 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-J

    37 Arlington St, Woburn, MA 01801
  10. 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
  12. Building Photo - 9 Ryder St
    1 BED, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    9 Ryder St Unit 19

    9 Ryder St, Arlington, MA 02476
  13. Building Photo - 200 Swanton St
    1 BED, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    200 Swanton St Unit 713

    200 Swanton St, Winchester, MA 01890
  15. 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
    Apply
  19. 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
  20. 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
  22. 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
    Apply
  24. Building Photo - 3 Colonial Village Dr
    2 BEDS, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    3 Colonial Village Dr Unit 10

    3 Colonial Village Dr, Arlington, MA 02474
  25. 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
  27. Building Photo - 343 Washington St
    2 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    343 Washington St Unit 343

    343 Washington St, Winchester, MA 01890
  29. Building Photo - The Mave
    1 Month Free
    1 Month Free
    1 BED
    $2,465+
    2 BEDS
    $3,085+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,465 - $4,740
    Utilities & EssentialsVaries
    Total Monthly Price$2,465 - $4,740
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  30. 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
  31. Building Photo - 8 Cross St
    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
  32. 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

    245 Main St Unit 2

    245 Main St, Woburn, MA 01801
  33. Building Photo - 269 Cambridge Rd
    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

    269 Cambridge Rd Unit 602

    269 Cambridge Rd, Woburn, MA 01801
  35. Building Photo - 67 Bow St
    2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    67 Bow St

    67 Bow St, Arlington, MA 02474
  36. Building Photo - 21-23-23 Bow St
    2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    21-23-23 Bow St Unit 1

    21-23-23 Bow St, Arlington, MA 02474
  37. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    32-34-34 Crescent Hill Ave Unit 32

    32-34-34 Crescent Hill Ave, Arlington, MA 02474
  38. 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
  39. Building Photo - 626-628 Summer St.
    2 BEDS, 1 BATH
    $2,695
    Total Monthly Price Total Monthly Price New
    Base Rent$2,695
    Required Monthly FeesNone
    Total Monthly Price$2,695

    626-628 Summer St. Unit 628 Summer St

    626-628 Summer St, Arlington, MA 02474
  40. 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
  41. Building Photo - 2 Clark St
    3 BEDS, 1.5 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 12 Month Lease

    2 Clark St

    2 Clark St, Woburn, MA 01801
  42. 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
Showing 42 of 109 results, Page 1 of 3

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

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
Private University
Private University
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.

Apartments for Rent Near Winchester

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Winchester Apartments for Rent in Your Budget

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