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  1. 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
  2. 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
  3. 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
  4. 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 3

    846 Main St, Winchester, MA 01890
  5. 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

    200 Swanton St Unit T28

    200 Swanton St, Winchester, MA 01890
  6. 5 BEDS, 3.5 BATHS
    $7,500
    Total Monthly Price Total Monthly Price New
    Base Rent$7,500
    Required Monthly FeesNone
    Total Monthly Price$7,500

    211 Forest St

    211 Forest St, Winchester, MA 01890
  7. 5 BEDS, 4.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    378 Washington St

    378 Washington St, Winchester, MA 01890
  8. 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 T36

    200 Swanton St, Winchester, MA 01890
  9. 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
  10. 4 BEDS, 3.5 BATHS
    $7,150
    Total Monthly Price Total Monthly Price New
    Base Rent$7,150
    Required Monthly FeesNone
    Total Monthly Price$7,150

    29 Wainwright Rd

    29 Wainwright Rd, Winchester, MA 01890
  11. 5 BEDS, 4 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    9 Washington Ave

    9 Washington Ave, Woburn, MA 01801
  12. 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
  13. 4 BEDS, 3 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    8 Grace Rd

    8 Grace Rd, Woburn, MA 01801
  14. 3 BEDS, 2 BATHS
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300

    489 Main St Unit E

    489 Main St, Stoneham, MA 02180
  15. 5 BEDS, 6 BATHS
    $18,000
    Total Monthly Price Total Monthly Price New
    Base Rent$18,000
    Required Monthly FeesNone
    Total Monthly Price$18,000

    30 Whipple Rd

    30 Whipple Rd, Lexington, MA 02420
  16. 3 BEDS, 1.5 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800

    133 Brattle St

    133 Brattle St, Arlington, MA 02474
  17. 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
  18. 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
  19. 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
  20. 4 BEDS, 1.5 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    99 Garfield Ave

    99 Garfield Ave, Woburn, MA 01801
  21. 3 BEDS, 1.5 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800

    14 Park Pl

    14 Park Pl, Arlington, MA 02474
  22. 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

    29 Arlington Rd Unit 2

    29 Arlington Rd, Woburn, MA 01801
  23. 4 BEDS, 2.5 BATHS
    $4,600
    Total Monthly Price Total Monthly Price New
    Base Rent$4,600
    Required Monthly FeesNone
    Total Monthly Price$4,600

    195 Forest St

    195 Forest St, Arlington, MA 02474
  24. 5 BEDS, 3.5 BATHS
    $8,500
    Total Monthly Price Total Monthly Price New
    Base Rent$8,500
    Required Monthly FeesNone
    Total Monthly Price$8,500

    127 Lowell St

    127 Lowell St, Lexington, MA 02420
  25. 4 BEDS, 2 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    12 Wright St Unit 1

    12 Wright St, Stoneham, MA 02180
  26. 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
  27. 4 BEDS, 2 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
  28. 3 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    6 Gould St Unit 2

    6 Gould St, Stoneham, MA 02180
  29. 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

    35 Prospect St Unit 301

    35 Prospect St, Woburn, MA 01801
  30. 1 BED, 1 BATH
    $1,725
    Total Monthly Price Total Monthly Price New
    Base Rent$1,725
    Required Monthly FeesNone
    Total Monthly Price$1,725

    48 Warren Ave

    48 Warren Ave, Woburn, MA 01801
  31. 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
  32. 3 BEDS, 1.5 BATHS
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650

    38 Norwich Cir

    38 Norwich Cir, Medford, MA 02155
  33. 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

    129 Madison Ave Unit 2

    129 Madison Ave, Arlington, MA 02474
  34. 3 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    25 Clark St Unit 1

    25 Clark St, Arlington, MA 02476
  35. 3 BEDS, 2 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700

    12 Park Pl Unit 12

    12 Park Pl, Arlington, MA 02474
  36. 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
  37. 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
  38. 3 BEDS, 3 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    3 Hawthorne St

    3 Hawthorne St, Woburn, MA 01801
  39. Building Photo - 271 Washington St
    5 BEDS, 3 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    271 Washington St

    271 Washington St, Winchester, MA 01890
  40. Building Photo - 8 Albamont Rd
    3 BEDS, 2 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    8 Albamont Rd

    8 Albamont Rd, Winchester, MA 01890
  41. 1 BED, 1.5 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    aivilla

    426 Main St, Stoneham, MA 02180
  42. 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
Showing 42 of 89 results, Page 2 of 3

Winchester at a Glance

Average Rent

$2,806
(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

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Average Rent in Nearby Cities

(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

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.

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