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Two Bedroom Apartments for Rent in Winchester, MA

121 Rentals
.
  3. 2 BEDS
    $3,270
    Total Monthly Price Total Monthly Price New
    Base Rent$3,270 - $5,440
    Utilities & EssentialsVaries
    Total Monthly Price$3,270 - $5,440
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  5. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    2 BEDS
    $4,152
    Total Monthly Price Total Monthly Price New
    Base Rent$4,152 - $10,527
    Utilities & EssentialsVaries
    Total Monthly Price$4,152 - $10,527

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  6. Building Photo - 200 Swanton 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
         - 12 Month Lease

    200 Swanton St Unit #303

    200 Swanton St, Winchester, MA 01890
    Apply
  7. Building Photo - 67 Dunster Ln
    2 BEDS, 1 BATH
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
         - 12 Month Lease

    67 Dunster Ln

    67 Dunster Ln, Winchester, MA 01890
    Apply
  8. 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

    48 Nashua St

    48 Nashua St, Woburn, MA 01801
    Apply
  9. 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

    9 Ryder St Unit 17

    9 Ryder St, Arlington, MA 02476
    Apply
  10. 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
    Apply
  11. 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
  12. 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
         - 12 Month Lease

    232 Washington St Unit 1

    232 Washington St, Winchester, MA 01890
  13. 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
  14. 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
  15. 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

    15 Wheelwright Rd Unit 1

    15 Wheelwright Rd, Medford, MA 02155
  16. Building Photo - 26 Lebanon 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

    26 Lebanon St Unit 26

    26 Lebanon St, Winchester, MA 01890
  17. 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
  18. 2 BEDS, 2 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500

    8 Richardson St Unit 2

    8 Richardson St, Winchester, MA 01890
  19. 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

    200 Swanton St Unit T-37

    200 Swanton St, Winchester, MA 01890
  20. 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

    415 Washington St Unit 1

    415 Washington St, Winchester, MA 01890
  21. Building Photo - 232 Washington 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

    232 Washington St Unit 1

    232 Washington St, Winchester, MA 01890
  22. Building Photo - 200 Swanton 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

    200 Swanton St Unit T35

    200 Swanton St, Winchester, MA 01890
  23. 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
  24. 2 BEDS, 2.5 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000
    Required Monthly FeesNone
    Total Monthly Price$5,000

    2009 Symmes Cir

    2009 Symmes Cir, Arlington, MA 02474
  25. 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 - 2 Stratton Dr
    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
  27. 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
  28. 2 BEDS, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650

    29 Garfield Ave Unit 2

    29 Garfield Ave, Woburn, MA 01801
  29. 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
  30. 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

    18 Reed St Unit 1

    18 Reed St, Arlington, MA 02474
  31. 2 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    47 Lincoln St Unit 1

    47 Lincoln St, Stoneham, MA 02180
  32. Building Photo - 71 Montvale Ave
    2 BEDS, 1 BATH
    $2,025
    Total Monthly Price Total Monthly Price New
    Base Rent$2,025
    Required Monthly FeesNone
    Total Monthly Price$2,025

    71 Montvale Ave Unit 12

    71 Montvale Ave, Stoneham, MA 02180
  33. Building Photo - 1 Viking Ct
    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

    1 Viking Ct Unit 5

    1 Viking Ct, Arlington, MA 02474
  34. 2 BEDS, 1 BATH
    $2,025
    Total Monthly Price Total Monthly Price New
    Base Rent$2,025
    Required Monthly FeesNone
    Total Monthly Price$2,025

    71 Montvale Ave Unit 8

    71 Montvale Ave, Stoneham, MA 02180
  35. 2 BEDS, 1 BATH
    $2,025
    Total Monthly Price Total Monthly Price New
    Base Rent$2,025
    Required Monthly FeesNone
    Total Monthly Price$2,025

    71 Montvale Ave Unit 25

    71 Montvale Ave, Stoneham, MA 02180
  36. 2 BEDS, 1 BATH
    $2,025
    Total Monthly Price Total Monthly Price New
    Base Rent$2,025
    Required Monthly FeesNone
    Total Monthly Price$2,025

    71 Montvale Ave Unit 36

    71 Montvale Ave, Stoneham, MA 02180

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Winchester at a Glance

Average Rent

$2,841
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
9

School Rating

out of 10 Rating
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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
Students
GreatSchools Rating
McCall Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Ambrose Elementary

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Lincoln Elementary

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Muraco Elementary

Public Elementary School

Public
Grades K-5
Students

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

Apartments for Rent Near Winchester

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