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Two Bedroom Apartments for Rent in Winchester, MA

128 Rentals
.
  3. 1 Month Free
    1 Month Free
    2 BEDS
    $3,145
    Total Monthly Price Total Monthly Price New
    Base Rent$3,145 - $4,880
    Utilities & EssentialsVaries
    Total Monthly Price$3,145 - $4,880
         - 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
    $3,780
    Total Monthly Price Total Monthly Price New
    Base Rent$3,780 - $6,520
    Utilities & EssentialsVaries
    Total Monthly Price$3,780 - $6,520

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  7. Building Photo - 145 Washington St
    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

    145 Washington St Unit 415

    145 Washington St, Winchester, MA 01890
    Apply
  8. Building Photo - 112 Church St
    Rent Special
    Rent Special
    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
         - 6 Month Lease

    112 Church St

    112 Church St, Winchester, MA 01890
    Apply
  9. 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
  10. 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
  11. 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
  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, 2 BATHS
    $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 515

    100 Ledgewood Dr, Stoneham, MA 02180
  14. 2 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    104 Forest St Unit 104

    104 Forest St, Arlington, MA 02474
  15. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200
         - 12 Month Lease

    19 Newland Rd Unit 2

    19 Newland Rd, Arlington, MA 02474
  16. Building Photo - 8 Madison St
    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

    8 Madison St Unit 1

    8 Madison St, Medford, MA 02155
  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. Building Photo - 415 Washington St
    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

    415 Washington St Unit 1

    415 Washington St, Winchester, MA 01890
  19. 2 BEDS, 2.5 BATHS
    $5,700
    Total Monthly Price Total Monthly Price New
    Base Rent$5,700
    Required Monthly FeesNone
    Total Monthly Price$5,700

    2 Rangeley Rd Unit 2

    2 Rangeley Rd, Winchester, MA 01890
  20. 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
  21. Building Photo - 7 Conant Rd
    2 BEDS, 2 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 Unit 21

    7 Conant Rd, Winchester, MA 01890
  22. Building Photo - 269 Cambridge Rd
    2 BEDS, 2 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    269 Cambridge Rd Unit 602

    269 Cambridge Rd, Woburn, MA 01801
  23. 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

    67 Bow St

    67 Bow St, Arlington, MA 02474
  24. 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

    25 Arlington Rd Unit 11

    25 Arlington Rd, Woburn, MA 01801
  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. 2 BEDS, 1.5 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    224 Park St Unit C8

    224 Park St, Stoneham, MA 02180
  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

    29 Garfield Ave Unit 2

    29 Garfield Ave, Woburn, MA 01801
  28. 2 BEDS, 2 BATHS
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    200 Ledgewood Dr Unit 205

    200 Ledgewood Dr, Stoneham, MA 02180
  29. 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

    2 Frazer Rd

    2 Frazer Rd, Arlington, MA 02476
  30. 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

    63 Bow St Unit 1

    63 Bow St, Arlington, MA 02474
  31. Building Photo - 46 Lowell St
    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

    46 Lowell St Unit 2

    46 Lowell St, Lexington, MA 02420
  32. Building Photo - 71 Montvale Ave
    2 BEDS, 1 BATH
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    71 Montvale Ave Unit 28

    71 Montvale Ave, Stoneham, MA 02180

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Winchester at a Glance

Average Rent

$2,800
(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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