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  1. 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
    - 12 Month Lease

    46 Lowell St Unit 2

    46 Lowell St, Lexington, MA 02420
    Apply
  2. 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
  3. Building Photo - 220 Hancock St
    2 BEDS, 1 BATH
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350
    - 10 Month Lease

    220 Hancock St Unit 1

    220 Hancock St, Stoneham, MA 02180
  4. STUDIO, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550
    - 12 Month Lease

    219 Washington St Unit 8

    219 Washington St, Winchester, MA 01890
  5. 2 BEDS, 1.5 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800
    - 12 Month Lease

    2 Clark St Unit 2

    2 Clark St, Woburn, MA 01801
  6. Building Photo - 100 Ledgewood Dr
    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
    - 12 Month Lease

    100 Ledgewood Dr Unit 515

    100 Ledgewood Dr, Stoneham, MA 02180
  7. 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
  8. 4 BEDS, 5 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000
    - 12 Month Lease

    19 Shirley Rd Unit 19

    19 Shirley Rd, Medford, MA 02155
  9. 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
  10. 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
  11. 3 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200
    - 12 Month Lease

    37 Westminster Ave Unit 2

    37 Westminster Ave, Arlington, MA 02474
  12. 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
  13. 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
  14. 3 BEDS, 1.5 BATHS
    $2,980
    Total Monthly Price Total Monthly Price New
    Base Rent$2,980
    Required Monthly FeesNone
    Total Monthly Price$2,980
    - 12 Month Lease

    8 Cross St Unit 1

    8 Cross St, Woburn, MA 01801
  15. 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
  16. 4 BEDS, 3 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400
    - 12 Month Lease

    11 Garfield Ave Unit 1

    11 Garfield Ave, Woburn, MA 01801
  17. Building Photo - 6 Skillings Rd
    2 BEDS, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    6 Skillings Rd Unit 2

    6 Skillings Rd, Winchester, MA 01890
  18. Building Photo - 200 Swanton St
    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

    200 Swanton St Unit 713

    200 Swanton St, Winchester, MA 01890
  19. 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

    343 Washington St Unit 343

    343 Washington St, Winchester, MA 01890
  20. 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
  21. 1 BED, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    200 Swanton St Unit L25

    200 Swanton St, Winchester, MA 01890
  22. 1 BED, 1 BATH
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    200 Swanton St Unit 432

    200 Swanton St, Winchester, MA 01890
  23. 3 BEDS, 2.5 BATHS
    $6,900
    Total Monthly Price Total Monthly Price New
    Base Rent$6,900
    Required Monthly FeesNone
    Total Monthly Price$6,900

    846 Main St Unit 4

    846 Main St, Winchester, MA 01890
  24. 1 BED, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    12 Colonial Village Dr Unit 12

    12 Colonial Village Dr, Arlington, MA 02474
  25. 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 E

    489 Main St, Stoneham, MA 02180
  26. 3 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    81 Playstead Rd Unit 1

    81 Playstead Rd, Medford, MA 02155
  27. 2 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    1253 Massachusetts Ave Unit 2

    1253 Massachusetts Ave, Arlington, MA 02476
  28. 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

    4 Colonial Village Dr Unit 7

    4 Colonial Village Dr, Arlington, MA 02474
  29. 3 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    25 Clark St Unit 1

    25 Clark St, Arlington, MA 02476
Showing 42 of 66 results, Page 1 of 2

Winchester at a Glance

Average Rent

$2,781
(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 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
1,383 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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