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Cheap Apartments for Rent in Winchester, MA

152 Rentals
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  1. Building Photo - Elmwood Apartments
    2 Months Free
    2 Months Free
    1 BED
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900
         - 12 Month Lease

    Elmwood Apartments

    2 Elmwood Ave, Winchester, MA 01890
  2. Building Photo - 219 Washington St
    STUDIO, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750
         - 12 Month Lease

    219 Washington St Unit 1

    219 Washington St, Winchester, MA 01890
  3. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    200 Swanton St Unit T30

    200 Swanton St, Winchester, MA 01890
  5. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,880
    Total Monthly Price Total Monthly Price New
    Base Rent$1,880
    Required Monthly FeesNone
    Total Monthly Price$1,880
         - 12 Month Lease

    200 Swanton St Unit 738

    200 Swanton St, Winchester, MA 01890
  6. Building Photo - 35 Loring Ave
    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

    35 Loring Ave Unit 1L

    35 Loring Ave, Winchester, MA 01890
  7. Building Photo - 84 Franklin St
    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

    84 Franklin St Unit 2

    84 Franklin St, Stoneham, MA 02180
  8. Building Photo - 200 Swanton 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

    200 Swanton St Unit 416

    200 Swanton St, Winchester, MA 01890
  11. Building Photo - 7 Colonial Village Dr
    1 BED, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    7 Colonial Village Dr Unit 2

    7 Colonial Village Dr, Arlington, MA 02474
  12. Building Photo - Shaker Glen Village
    1 BED
    $2,295+
    2 BEDS
    $2,795+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295 - $2,795
    Required Monthly FeesNone
    Total Monthly Price$2,295 - $2,795

    Shaker Glen Village

    241 Lexington St, Woburn, MA 01801
  13. Building Photo - 20-22 Emerson St
    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

    20-22 Emerson St

    20-22 Emerson St, Stoneham, MA 02180
  14. Building Photo - Sanctuary Winchester West
    $428 Off
    Price Drop. $428 Off
    STUDIO
    $2,321+
    1 BED
    $2,593+
    2 BEDS
    $3,572+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,321 - $4,087
    Utilities & EssentialsVaries
    Total Monthly Price$2,321 - $4,087

    Sanctuary Winchester West

    416 Cambridge St, Winchester, MA 01890
    (781) 745-3086
  15. Building Photo - 12 Colonial Village Dr
    1 BED, 1 BATH
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    12 Colonial Village Dr Unit 5

    12 Colonial Village Dr, Arlington, MA 02474
  16. Building Photo - 48 Nashua St
    2 BEDS, 1 BATH
    $2,375
    Total Monthly Price Total Monthly Price New
    Base Rent$2,375
    Required Monthly FeesNone
    Total Monthly Price$2,375
         - 12 Month Lease

    48 Nashua St Unit 2

    48 Nashua St, Woburn, MA 01801
    Apply
  17. Building Photo - 32 Pond St
    2 BEDS, 1 BATH
    $2,395
    Total Monthly Price Total Monthly Price New
    Base Rent$2,395
    Required Monthly FeesNone
    Total Monthly Price$2,395
         - 12 Month Lease

    32 Pond St Unit 2

    32 Pond St, Stoneham, MA 02180
  18. 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
         - 12 Month Lease

    3 Colonial Village Dr Unit 10

    3 Colonial Village Dr, Arlington, MA 02474
  19. Building Photo - 1357 Massachusetts Ave
    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

    1357 Massachusetts Ave Unit 1

    1357 Massachusetts Ave, Arlington, MA 02476
  20. Building - 25 Arlington Rd
    2 BEDS, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450
         - 12 Month Lease

    25 Arlington Rd Unit Apt #3 6

    25 Arlington Rd, Woburn, MA 01801
  21. Building Photo - 100 Ledgewood Dr
    1 BED, 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

    100 Ledgewood Dr Unit 412

    100 Ledgewood Dr, Stoneham, MA 02180
    Apply
  22. Building Photo - 24 Lebanon 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

    24 Lebanon St Unit 1

    24 Lebanon St, Winchester, MA 01890
  23. Building Photo - Hanover Stoneham
    Good Value
    |
    STUDIO
    $2,663+
    1 BED
    $2,567+
    2 BEDS
    $4,023+
    3 BEDS
    $5,373+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,567 - $6,854
    Required Monthly FeesNone
    Total Monthly Price$2,567 - $6,854

    Hanover Stoneham

    95 Maple St, Stoneham, MA 02180
    (781) 818-1154
  24. Building Photo - 32 Century St
    2 BEDS, 1 BATH
    $2,575
    Total Monthly Price Total Monthly Price New
    Base Rent$2,575
    Required Monthly FeesNone
    Total Monthly Price$2,575

    32 Century St Unit 1

    32 Century St, Medford, MA 02155
  25. Building Photo - 16 Lochwan St
    2 BEDS, 1.5 BATHS
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    16 Lochwan St

    16 Lochwan St, Winchester, MA 01890
  26. Building Photo - The Mave
    Good Value
    1 BED
    $2,640+
    2 BEDS
    $3,300+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,640 - $4,930
    Utilities & EssentialsVaries
    Total Monthly Price$2,640 - $4,930
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  27. Building Photo - 483 Summer Street
    1 BED
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    483 Summer Street Unit 201

    483 Summer St, Arlington, MA 02474
  28. Building Photo - 115 Washington St
    1 BED, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    115 Washington St Unit 1B

    115 Washington St, Winchester, MA 01890
  29. Building Photo - 129 Madison Ave
    3 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    129 Madison Ave Unit 1

    129 Madison Ave, Arlington, MA 02474
  31. Building Photo - 46 Clewley Rd
    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
         - 12 Month Lease

    46 Clewley Rd Unit 3

    46 Clewley Rd, Medford, MA 02155
  32. Building Photo - 200 Swanton 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

    200 Swanton St Unit 705

    200 Swanton St, Winchester, MA 01890
  33. Building Photo - 1 Colonial Village Dr
    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

    1 Colonial Village Dr Unit 12

    1 Colonial Village Dr, Arlington, MA 02474
  34. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    STUDIO
    $2,812+
    1 BED
    $2,933+
    2 BEDS
    $4,423+
    3 BEDS
    $5,620+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,812 - $5,620
    Utilities & EssentialsVaries
    Total Monthly Price$2,812 - $5,620

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  35. Building Photo - Sanctuary Winchester North
    1 Month Free
    1 Month Free
    1 BED
    $2,835+
    2 BEDS
    $3,772+
    3 BEDS
    $5,159+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,835 - $5,301
    Utilities & EssentialsVaries
    Total Monthly Price$2,835 - $5,301

    Sanctuary Winchester North

    25-35 River St, Winchester, MA 01890
    (781) 776-5276
  36. Building Photo - 19-21 Orient Ave
    2 BEDS, 1 BATH
    $2,899
    Total Monthly Price Total Monthly Price New
    Base Rent$2,899
    Required Monthly FeesNone
    Total Monthly Price$2,899

    19-21 Orient Ave Unit 21

    19-21-21 Orient Ave, Arlington, MA 02474
  37. Building Photo - 63-65 Harvard St
    3 BEDS, 2 BATHS
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    63-65 Harvard St

    63-65 Harvard St, Winchester, MA 01890
  38. Building Photo - 37 Summit St
    3 BEDS, 1 BATH
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950
         - 12 Month Lease

    37 Summit St Unit 37

    37 Summit St, Arlington, MA 02474
    Apply
  39. Building Photo - 18 Wheelwright Rd
    2 BEDS, 1 BATH
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    18 Wheelwright Rd Unit 18

    18 Wheelwright Rd, Medford, MA 02155
  40. 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
  41. Building Photo - 36 Century 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
         - 12 Month Lease

    36 Century St Unit 1

    36 Century St, Medford, MA 02155
  42. 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
         - 12 Month Lease

    1 Colonial Village Dr Unit 10

    1 Colonial Village Dr, Arlington, MA 02474
Showing 42 of 88 results, Page 1 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

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)

Education

Private University
Private University
Private University
Private University
Private University
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.

Apartments for Rent Near Winchester

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Winchester Apartments for Rent in Your Budget

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