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Two Bedroom Apartments for Rent in Winchester, MA

101 Rentals
.
  2. Building Photo - The Mave
    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
  3. Exceptional Value
    |
    2 BEDS
    $2,714
    Total Monthly Price Total Monthly Price New
    Base Rent$2,714 - $4,241
    Utilities & EssentialsVaries
    Total Monthly Price$2,714 - $4,241

    Hanover Stoneham

    95 Maple St, Stoneham, MA 02180
    (781) 818-1154
  5. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    2 BEDS
    $4,030
    Total Monthly Price Total Monthly Price New
    Base Rent$4,030 - $7,211
    Utilities & EssentialsVaries
    Total Monthly Price$4,030 - $4,346

    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

    200 Swanton St Unit 237

    200 Swanton St, Winchester, MA 01890
  7. 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 635

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

    48 Nashua St

    48 Nashua St, Woburn, MA 01801
    Apply
  9. Building Photo - 1 Watermill Pl
    2 BEDS, 2 BATHS
    $2,975
    Total Monthly Price Total Monthly Price New
    Base Rent$2,975
    Required Monthly FeesNone
    Total Monthly Price$2,975
         - 12 Month Lease

    1 Watermill Pl Unit 112

    1 Watermill Pl, Arlington, MA 02476
    Apply
  10. 2 BEDS, 1 BATH
    $2,495
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495
    Required Monthly FeesNone
    Total Monthly Price$2,495
         - 12 Month Lease

    19 Irving St Unit #3-J

    19 Irving St, Winchester, MA 01890
  11. 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
  12. Building Photo - 2012 Symmes Cir
    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
  13. 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
  14. 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

    35 Century St Unit 1

    35 Century St, Medford, MA 02155
  15. 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
  16. 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

    200 Swanton St Unit T-37

    200 Swanton St, Winchester, MA 01890
  17. Building Photo - 8 Richardson St
    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
  18. 2 BEDS, 1 BATH
    $3,150
    Total Monthly Price Total Monthly Price New
    Base Rent$3,150
    Required Monthly FeesNone
    Total Monthly Price$3,150

    31 Irving St Unit 1

    31 Irving St, Winchester, MA 01890
  19. 2 BEDS, 1 BATH
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100

    63 Holland St

    63 Holland St, Winchester, MA 01890
  20. 2 BEDS, 1 BATH
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    67 Church St

    67 Church St, Winchester, MA 01890
  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

    200 Swanton St Unit T35

    200 Swanton St, Winchester, MA 01890
  22. 2 BEDS, 2.5 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    7 Conant Rd Unit 11

    7 Conant Rd, Winchester, MA 01890
  23. Building Photo - 35 Vine St
    2 BEDS, 2 BATHS
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    35 Vine St Unit 303

    35 Vine St, Winchester, MA 01890
  24. 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

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Winchester at a Glance

Average Rent

$2,990
(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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Winchester Apartments for Rent in Your Budget

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