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  1. Building Photo - 200 Swanton St
    1 BED, 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

    200 Swanton St Unit 619

    200 Swanton St, Winchester, MA 01890
  2. Building Photo - 489 Main St
    3 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    489 Main St Unit A

    489 Main St, Stoneham, MA 02180
  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 - 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
  5. Building Photo - 200 Swanton St
    1 BED, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    200 Swanton St Unit 619

    200 Swanton St, Winchester, MA 01890
  6. 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
  7. 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
  8. 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
  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

    4 Colonial Village Dr Unit 9

    4 Colonial Village Dr, Arlington, MA 02474
  10. 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
  11. 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
  12. 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
  13. 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

    5 Viking Ct Unit 47

    5 Viking Ct, Arlington, MA 02474
  14. 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
  15. 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
  16. 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 8

    71 Montvale Ave, Stoneham, MA 02180
  17. 2 BEDS, 1 BATH
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100

    Parking - Free Laundry - Deck - Yard

    6 Clark St, Arlington, MA 02476
  18. Building Photo - 17 Linden St
    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
    - 12 Month Lease

    17 Linden St Unit 17 Linden St

    17 Linden St, Winchester, MA 01890
  19. 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
  20. 3 BEDS, 1 BATH
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900
    - 12 Month Lease

    505 Main St Unit 1

    505 Main St, Stoneham, MA 02180
  21. 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
  22. STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800
    - 12 Month Lease

    200 Swanton St Unit T36

    200 Swanton St, Winchester, MA 01890
  23. 3 BEDS, 1.5 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300
    - 12 Month Lease

    4 Quigley Ct Unit 4

    4 Quigley Ct, Winchester, MA 01890
  24. STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800 - $1,850
    Required Monthly FeesNone
    Total Monthly Price$1,800 - $1,850
    - 12 Month Lease

    219 Washington St

    219 Washington St, Winchester, MA 01890
  25. 4 BEDS, 2 BATHS
    $4,150
    Total Monthly Price Total Monthly Price New
    Base Rent$4,150
    Required Monthly FeesNone
    Total Monthly Price$4,150
    - 17 Month Lease

    10 Webster St Unit 1

    10 Webster St, Winchester, MA 01890
  26. 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
  27. 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
  28. 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
  29. 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
  30. 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 - 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
  32. Building Photo - 95 Bow 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

    95 Bow St Unit 1

    95 Bow St, Arlington, MA 02474
  33. 3 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600

    304 Manor Ter Unit 304

    304 Manor Ter, Lexington, MA 02420
  34. 3 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    489 Main St Unit A

    489 Main St, Stoneham, MA 02180
  35. 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
Showing 42 of 50 results, Page 1 of 2

Winchester at a Glance

Average Rent

$2,920
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
9

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 Condos 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
1,418 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,053 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
377 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
338 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
296 Students

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

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