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  1. Building Photo - 63-65 Harvard St
    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

    63-65 Harvard St

    63-65 Harvard St, Winchester, MA 01890
  2. Building Photo - 32 Century 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

    32 Century St Unit 1

    32 Century St, Medford, MA 02155
  3. 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

    99 Garfield Ave Unit B

    99 Garfield Ave, Woburn, MA 01801
  4. 5 BEDS, 3 BATHS
    $6,800
    Total Monthly Price Total Monthly Price New
    Base Rent$6,800
    Required Monthly FeesNone
    Total Monthly Price$6,800

    559 Winthrop St

    559 Winthrop St, Medford, MA 02155
  5. 3 BEDS, 2 BATHS
    $3,950
    Total Monthly Price Total Monthly Price New
    Base Rent$3,950
    Required Monthly FeesNone
    Total Monthly Price$3,950

    55 Stone Rd

    55 Stone Rd, Arlington, MA 02474
  6. 3 BEDS, 2.5 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    6 Lily Pond Ln

    6 Lily Pond Ln, Lexington, MA 02420
  7. 3 BEDS, 2.5 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    801 Manor Ter

    801 Manor Ter, Lexington, MA 02420
  8. 4 BEDS, 1.5 BATHS
    $3,975
    Total Monthly Price Total Monthly Price New
    Base Rent$3,975
    Required Monthly FeesNone
    Total Monthly Price$3,975

    99 Garfield Ave

    99 Garfield Ave, Woburn, MA 01801
  9. 3 BEDS, 1.5 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    17 Oakledge St Unit 2

    17 Oakledge St, Arlington, MA 02474
  10. 4 BEDS, 2.5 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000
    Required Monthly FeesNone
    Total Monthly Price$5,000

    14 Kings Ct

    14 Kings Ct, Arlington, MA 02474
  11. 3 BEDS, 2 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    53 Dickson Ave

    53 Dickson Ave, Arlington, MA 02474
  12. STUDIO, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    12 Gould St Unit 4

    12 Gould St, Stoneham, MA 02180
  13. 2 BEDS, 1 BATH
    $3,075
    Total Monthly Price Total Monthly Price New
    Base Rent$3,075
    Required Monthly FeesNone
    Total Monthly Price$3,075

    18 Wheelwright Rd Unit 18

    18 Wheelwright Rd, Medford, MA 02155
  14. 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

    12 Anna Rd

    12 Anna Rd, Woburn, MA 01801
  15. 4 BEDS, 3.5 BATHS
    $6,600
    Total Monthly Price Total Monthly Price New
    Base Rent$6,600
    Required Monthly FeesNone
    Total Monthly Price$6,600

    322 Lowell St

    322 Lowell St, Lexington, MA 02420
  16. 4 BEDS, 2 BATHS
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100

    7 Gorham Rd Unit 2L

    7 Gorham Rd, Medford, MA 02155
  17. 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

    120 Park St Unit 120

    120 Park St, Stoneham, MA 02180
  18. 4 BEDS, 1 BATH
    $3,475
    Total Monthly Price Total Monthly Price New
    Base Rent$3,475
    Required Monthly FeesNone
    Total Monthly Price$3,475

    533-535-535 Main St

    533-535-535 Main St, Stoneham, MA 02180
  19. 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

    97 Bow St Unit 1

    97 Bow St, Arlington, MA 02474
  20. 4 BEDS, 3 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500

    18 Winchester Dr

    18 Winchester Dr, Lexington, MA 02420
  21. 2 BEDS, 2 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    1 Watermill Pl Unit 426

    1 Watermill Pl, Arlington, MA 02476
  22. 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

    142 Washington St Unit 2

    142 Washington St, Woburn, MA 01801
  23. 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

    61 Warren St

    61 Warren St, Medford, MA 02155
  24. 3 BEDS, 1.5 BATHS
    $4,300
    Total Monthly Price Total Monthly Price New
    Base Rent$4,300
    Required Monthly FeesNone
    Total Monthly Price$4,300

    26 Pearl St

    26 Pearl St, Lexington, MA 02420
  25. 3 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

    42 Rockland Ave

    42 Rockland Ave, Arlington, MA 02474
  26. 4 BEDS, 4.5 BATHS
    $6,250
    Total Monthly Price Total Monthly Price New
    Base Rent$6,250
    Required Monthly FeesNone
    Total Monthly Price$6,250

    455 Summer St

    455 Summer St, Arlington, MA 02474
  27. 3 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    20 Bryant St

    20 Bryant St, Woburn, MA 01801
  28. 2 BEDS, 1.5 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    27 Highland St

    27 Highland St, Woburn, MA 01801
  29. 5 BEDS, 2.5 BATHS
    $9,000
    Total Monthly Price Total Monthly Price New
    Base Rent$9,000
    Required Monthly FeesNone
    Total Monthly Price$9,000

    53 Old Mystic St

    53 Old Mystic St, Arlington, MA 02474
  30. 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 19

    9 Ryder St, Arlington, MA 02476
  31. 1 BED, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    17 Highland St Unit B

    17 Highland St, Woburn, MA 01801
  32. 4 BEDS, 2 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000
    Required Monthly FeesNone
    Total Monthly Price$5,000

    15 Governor Rd

    15 Governor Rd, Arlington, MA 02474
  33. Building Photo - 19-21 Orient Ave
    2 BEDS, 1 BATH
    $2,999
    Total Monthly Price Total Monthly Price New
    Base Rent$2,999
    Required Monthly FeesNone
    Total Monthly Price$2,999

    19-21 Orient Ave Unit 21

    19-21-21 Orient Ave, Arlington, MA 02474
  35. Rent Special
    Rent Special
    1 BED
    $1,900
    Plus Fees - 12 Month Lease

    Elmwood Apartments

    2 Elmwood Ave, Winchester, MA 01890
Showing 42 of 77 results, Page 2 of 2

Winchester at a Glance

Average Rent

$3,029
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
8

School Rating

out of 10 Rating
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Schools 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)

Education

GreatSchools Rating
Winchester High School

Public High School

Public
Grades 9-12
1,418 Students
GreatSchools Rating
McCall Middle School

Public Middle School

Public
Grades 6-8
1,053 Students
GreatSchools Rating
McCall Middle

Public Middle School

Public
Grades 6-8
1,053 Students
GreatSchools Rating
Ambrose Elementary School

Public Elementary School

Public
Grades K-5
377 Students
GreatSchools Rating
Ambrose Elementary

Public Elementary School

Public
Grades K-5
377 Students
GreatSchools Rating
Lincoln Elementary

Public Elementary School

Public
Grades K-5
338 Students

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

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