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Two Bedroom Apartments for Rent in Winchester, MA

103 Rentals
.
  2. Building Photo - Hanover Stoneham
    Rent Special
    Rent Special
    |
    2 BEDS
    $4,653
    Total Monthly Price Total Monthly Price New
    Base Rent$4,653
    Utilities & EssentialsVaries
    Total Monthly Price$4,653

    Hanover Stoneham

    95 Maple St, Stoneham, MA 02180
    (781) 818-1154
  3. 2 BEDS
    $3,325
    Total Monthly Price Total Monthly Price New
    Base Rent$3,325 - $5,440
    Utilities & EssentialsVaries
    Total Monthly Price$3,325 - $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
    $4,639
    Total Monthly Price Total Monthly Price New
    Base Rent$4,639
    Utilities & EssentialsVaries
    Total Monthly Price$4,639

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  6. Building Photo - 200 Swanton St
    2 BEDS, 1 BATH
    $2,675
    Total Monthly Price Total Monthly Price New
    Base Rent$2,675
    Required Monthly FeesNone
    Total Monthly Price$2,675
         - 12 Month Lease

    200 Swanton St Unit T37

    200 Swanton St, Winchester, MA 01890
  7. Building Photo - 48 Nashua 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
         - 12 Month Lease

    48 Nashua St Unit 2

    48 Nashua St, Woburn, MA 01801
    Apply
  8. Building Photo - 32 Pond St
    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

    32 Pond St Unit 2

    32 Pond St, Stoneham, MA 02180
  9. 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

    25 Arlington Rd Unit Apt #3 6

    25 Arlington Rd, Woburn, MA 01801
  10. 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

    32 Pond St Unit 2w

    32 Pond St, Stoneham, MA 02180
  11. 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
  12. Building Photo - 115 Playstead 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
         - 12 Month Lease

    115 Playstead Rd Unit 2

    115 Playstead Rd, Medford, MA 02155
  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, 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

    32 Pond St Unit A

    32 Pond St, Stoneham, MA 02180
  15. Building Photo - 63 Holland St
    2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    63 Holland St

    63 Holland St, Winchester, MA 01890
  16. Building Photo - 60 Lake St
    2 BEDS, 1.5 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    60 Lake St Unit D

    60 Lake St, Winchester, MA 01890
  17. Building Photo - 32 Century 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

    32 Century St Unit 1

    32 Century St, Medford, MA 02155
  18. 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

    99 Garfield Ave Unit B

    99 Garfield Ave, Woburn, MA 01801
  19. 2 BEDS, 1 BATH
    $3,075
    Total Monthly Price Total Monthly Price New
    Base Rent$3,075
    Required Monthly FeesNone
    Total Monthly Price$3,075

    18 Wheelwright Rd Unit 18

    18 Wheelwright Rd, Medford, MA 02155
  20. 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

    120 Park St Unit 120

    120 Park St, Stoneham, MA 02180
  21. 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

    97 Bow St Unit 1

    97 Bow St, Arlington, MA 02474
  22. 2 BEDS, 2 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    1 Watermill Pl Unit 426

    1 Watermill Pl, Arlington, MA 02476
  23. 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

    142 Washington St Unit 2

    142 Washington St, Woburn, MA 01801
  24. 2 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

    27 Highland St

    27 Highland St, Woburn, MA 01801
  25. Building Photo - 19-21 Orient Ave
    2 BEDS, 1 BATH
    $2,999
    Total Monthly Price Total Monthly Price New
    Base Rent$2,999
    Required Monthly FeesNone
    Total Monthly Price$2,999

    19-21 Orient Ave Unit 21

    19-21-21 Orient Ave, Arlington, MA 02474

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Winchester at a Glance

Average Rent

$3,029
(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

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
McCall Middle

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
Ambrose Elementary

Public Elementary School

Public
Grades K-5
377 Students
GreatSchools Rating
Lincoln Elementary

Public Elementary School

Public
Grades K-5
338 Students

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

Apartments for Rent Near Winchester

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