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Two Bedroom Apartments for Rent in Winchester, MA

117 Rentals
.
  2. Building Photo - The Mave
    $450 Off
    Price Drop. $450 Off
    2 BEDS
    $3,215
    Total Monthly Price Total Monthly Price New
    Base Rent$3,215 - $5,340
    Utilities & EssentialsVaries
    Total Monthly Price$3,215 - $5,340
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  3. Good Value
    |
    2 BEDS
    $2,714
    Total Monthly Price Total Monthly Price New
    Base Rent$2,714 - $4,504
    Utilities & EssentialsVaries
    Total Monthly Price$2,714 - $4,504

    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
    $4,185
    Total Monthly Price Total Monthly Price New
    Base Rent$4,185 - $9,601
    Utilities & EssentialsVaries
    Total Monthly Price$4,185 - $9,601

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  8. 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
  9. Building Photo - 1289 Massachusetts Ave
    2 BEDS, 1 BATH
    $2,599
    Total Monthly Price Total Monthly Price New
    Base Rent$2,599
    Required Monthly FeesNone
    Total Monthly Price$2,599
         - 12 Month Lease

    1289 Massachusetts Ave Unit 1287A

    1289 Massachusetts Ave, Arlington, MA 02476
  10. 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
  11. 2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000
         - 12 Month Lease

    224 Main St

    224 Main St, Woburn, MA 01801
  12. 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
    $2,400
    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
  14. 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

    162 Montvale Ave Unit 162A

    162 Montvale Ave, Woburn, MA 01801
  15. Building Photo - 2 Rangeley Rd
    2 BEDS, 2.5 BATHS
    $5,350
    Total Monthly Price Total Monthly Price New
    Base Rent$5,350
    Required Monthly FeesNone
    Total Monthly Price$5,350

    2 Rangeley Rd Unit 2

    2 Rangeley Rd, Winchester, MA 01890
  16. Building Photo - 36 Cross 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

    36 Cross St Unit 1

    36 Cross St, Winchester, MA 01890
  17. 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, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    29 Garfield Ave Unit 2

    29 Garfield Ave, Woburn, MA 01801
  19. 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
  20. Building Photo - 4 Colonial Village Dr
    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
  21. Building Photo - 555 Main 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

    555 Main St Unit 202

    555 Main St, Stoneham, MA 02180
  22. 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
  23. 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

    474 Summer St Unit 474

    474 Summer St, Arlington, MA 02474
  24. 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

    25 Arlington Rd Unit 2-4

    25 Arlington Rd, Woburn, MA 01801
  25. 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
  26. Building Photo - 9 Ryder 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

    9 Ryder St Unit 15-1

    9 Ryder St, Arlington, MA 02476
  27. 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

    95 Bow St Unit 1

    95 Bow St, Arlington, MA 02474
  28. 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

    133 Brattle St

    133 Brattle St, Arlington, MA 02474
  29. Building Photo - 269 Cambridge Rd
    2 BEDS, 2 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    269 Cambridge Rd Unit 202

    269 Cambridge Rd, Woburn, MA 01801
  30. Building Photo - 71 Montvale Ave
    2 BEDS, 1 BATH
    $2,075
    Total Monthly Price Total Monthly Price New
    Base Rent$2,075
    Required Monthly FeesNone
    Total Monthly Price$2,075

    71 Montvale Ave Unit 21

    71 Montvale Ave, Stoneham, MA 02180

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Winchester at a Glance

Average Rent

$2,855
(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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