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Cheap Apartments for Rent in Winchester, MA

281 Rentals
  1. Building Photo - 195 Forest St
    4 BEDS, 2.5 BATHS
    $900
    Total Monthly Price Total Monthly Price New
    Base Rent$900
    Required Monthly FeesNone
    Total Monthly Price$900
    - 7 Month Lease

    195 Forest St

    195 Forest St, Arlington, MA 02474
  2. Building Photo - 1334 Massachusetts Ave
    STUDIO, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    1334 Massachusetts Ave Unit 1

    1334 Massachusetts Ave, Arlington, MA 02476
  3. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500
    - 12 Month Lease

    200 Swanton St Unit 408

    200 Swanton St, Winchester, MA 01890
  4. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    200 Swanton St Unit 408

    200 Swanton St, Winchester, MA 01890
  5. Building Photo - 48 Nashua St
    STUDIO, 1 BATH
    $1,750+
    2 BEDS, 1 BATH
    $2,400+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750 - $2,400
    Required Monthly FeesNone
    Total Monthly Price$1,750 - $2,400
    - 12 Month Lease

    48 Nashua St

    48 Nashua St, Woburn, MA 01801
  6. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850
    - 12 Month Lease

    200 Swanton St Unit T36

    200 Swanton St, Winchester, MA 01890
  7. STUDIO, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850
    - 12 Month Lease

    219 Washington St

    219 Washington St, Winchester, MA 01890
  8. Building Photo - 29 Arlington Rd
    1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    29 Arlington Rd Unit 2

    29 Arlington Rd, Woburn, MA 01801
  9. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    200 Swanton St Unit T36

    200 Swanton St, Winchester, MA 01890
  10. Building Photo - 224 Main St
    1 BED, 1 BATH
    $1,900+
    2 BEDS, 1 BATH
    $2,000+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900 - $2,000
    Required Monthly FeesNone
    Total Monthly Price$1,900 - $2,000
    - 12 Month Lease

    224 Main St

    224 Main St, Woburn, MA 01801
  11. Building Photo - 9 Ryder St
    1 BED, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    9 Ryder St Unit 21

    9 Ryder St, Arlington, MA 02476
  12. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    200 Swanton St Unit 306

    200 Swanton St, Winchester, MA 01890
  13. Building Photo - 284 Montvale Ave
    1 BED, 1 BATH
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975

    284 Montvale Ave Unit 1L

    284 Montvale Ave, Woburn, MA 01801
  14. Building Photo - 71 Montvale Ave
    1 BED, 1 BATH
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975

    71 Montvale Ave Unit 20

    71 Montvale Ave, Stoneham, MA 02180
  15. Building Photo - 5 Viking Ct
    1 BED, 1 BATH
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975

    5 Viking Ct Unit 49

    5 Viking Ct, Arlington, MA 02474
  16. 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
  17. Building Photo - 100 Ledgewood Dr
    1 BED, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100
    - 12 Month Lease

    100 Ledgewood Dr Unit 216

    100 Ledgewood Dr, Stoneham, MA 02180
  18. Building Photo - 5 Viking Ct
    1 BED, 1 BATH
    $2,125
    Total Monthly Price Total Monthly Price New
    Base Rent$2,125
    Required Monthly FeesNone
    Total Monthly Price$2,125

    5 Viking Ct Unit 47

    5 Viking Ct, Arlington, MA 02474
  19. Building Photo - 4 Colonial Village Dr
    1 BED, 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

    4 Colonial Village Dr Unit 4

    4 Colonial Village Dr, Arlington, MA 02474
  20. 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
  21. Building Photo - 56 Warren Ave
    1 BED, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    56 Warren Ave

    56 Warren Ave, Woburn, MA 01801
  22. 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
  23. 1 BED, 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

    43 Harvard St Unit 1

    43 Harvard St, Winchester, MA 01890
  24. Exceptional Value
    |
    STUDIO
    $2,696+
    1 BED
    $2,431+
    2 BEDS
    $2,714+
    3 BEDS
    $4,476+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,431 - $5,275
    Utilities & EssentialsVaries
    Total Monthly Price$2,431 - $5,275

    Hanover Stoneham

    95 Maple St, Stoneham, MA 02180
    (781) 818-1154
  25. Building Photo - 4 Quigley Ct
    3 BEDS, 1.5 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

    4 Quigley Ct Unit 4

    4 Quigley Ct, Winchester, MA 01890
  26. 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
  27. 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
  28. Price Drop. $450 Off
    1 BED
    $2,555+
    2 BEDS
    $3,215+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,555 - $5,340
    Utilities & EssentialsVaries
    Total Monthly Price$2,555 - $5,340
    - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  29. 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
  30. Building Photo - 162 Montvale Ave
    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
  31. Building Photo - 25 Arlington Rd
    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
  32. Building Photo - 131 Madison Ave
    3 BEDS, 1 BATH
    $2,699
    Total Monthly Price Total Monthly Price New
    Base Rent$2,699
    Required Monthly FeesNone
    Total Monthly Price$2,699
    - 12 Month Lease

    131 Madison Ave Unit 1

    131 Madison Ave, Arlington, MA 02474
  33. Building Photo - 79 Franklin St
    3 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    79 Franklin St Unit 2

    79 Franklin St, Stoneham, MA 02180
  34. Building Photo - 29 Garfield Ave
    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
  35. 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
  36. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    STUDIO
    $2,726+
    1 BED
    $3,572+
    2 BEDS
    $4,185+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,726 - $9,601
    Utilities & EssentialsVaries
    Total Monthly Price$2,726 - $9,601

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
Showing 42 of 73 results, Page 1 of 2

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
GreatSchools Rating

Public High School

Public
Grades 9-12
1,383 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,037 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
345 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
328 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
326 Students

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

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