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  1. Building Photo - 63 Holland St
    2 BEDS, 1 BATH
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100

    63 Holland St

    63 Holland St, Winchester, MA 01890
  2. Building Photo - 67 Church St
    2 BEDS, 1 BATH
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    67 Church St

    67 Church St, Winchester, MA 01890
  3. 3 BEDS, 3 BATHS
    $4,450
    Total Monthly Price Total Monthly Price New
    Base Rent$4,450
    Required Monthly FeesNone
    Total Monthly Price$4,450

    11 Highland View Ave

    11 Highland View Ave, Winchester, MA 01890
  4. 3 BEDS, 3.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    17 Cardinal St

    17 Cardinal St, Winchester, MA 01890
  5. 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 222

    200 Swanton St, Winchester, MA 01890
  6. 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

    10-12-12 Webster St Unit 1

    10-12-12 Webster St, Winchester, MA 01890
  7. 3 BEDS, 2 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000

    31 Fells Rd

    31 Fells Rd, Winchester, MA 01890
  8. 4 BEDS, 2.5 BATHS
    $7,900
    Total Monthly Price Total Monthly Price New
    Base Rent$7,900
    Required Monthly FeesNone
    Total Monthly Price$7,900

    18 Grant Rd

    18 Grant Rd, Winchester, MA 01890
  9. 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

    200 Swanton St Unit T35

    200 Swanton St, Winchester, MA 01890
  10. 7 BEDS, 3.5 BATHS
    $11,500
    Total Monthly Price Total Monthly Price New
    Base Rent$11,500
    Required Monthly FeesNone
    Total Monthly Price$11,500

    34 Glen Rd

    34 Glen Rd, Winchester, MA 01890
  11. 2 BEDS, 2.5 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    7 Conant Rd Unit 11

    7 Conant Rd, Winchester, MA 01890
  12. 4 BEDS, 2 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
  13. 4 BEDS, 3.5 BATHS
    $6,800
    Total Monthly Price Total Monthly Price New
    Base Rent$6,800
    Required Monthly FeesNone
    Total Monthly Price$6,800

    322 Lowell St

    322 Lowell St, Lexington, MA 02420
  14. 4 BEDS, 2 BATHS
    $5,800
    Total Monthly Price Total Monthly Price New
    Base Rent$5,800
    Required Monthly FeesNone
    Total Monthly Price$5,800

    15 Winchester Dr

    15 Winchester Dr, Lexington, MA 02420
  15. 3 BEDS, 2 BATHS
    $3,490
    Total Monthly Price Total Monthly Price New
    Base Rent$3,490
    Required Monthly FeesNone
    Total Monthly Price$3,490

    16 Hudson St Unit 1

    16 Hudson St, Woburn, MA 01801
  16. 3 BEDS, 2.5 BATHS
    $10,000
    Total Monthly Price Total Monthly Price New
    Base Rent$10,000
    Required Monthly FeesNone
    Total Monthly Price$10,000

    37 Beverly Rd

    37 Beverly Rd, Arlington, MA 02474
  17. 1 BED, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    6 Stratton Dr Unit 110

    6 Stratton Dr, Woburn, MA 01801
  18. 3 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

    224 Park St

    224 Park St, Stoneham, MA 02180
  19. 3 BEDS, 3 BATHS
    $6,200
    Total Monthly Price Total Monthly Price New
    Base Rent$6,200
    Required Monthly FeesNone
    Total Monthly Price$6,200

    334 Mystic St

    334 Mystic St, Arlington, MA 02474
  20. 1 BED, 1 BATH
    $1,895
    Total Monthly Price Total Monthly Price New
    Base Rent$1,895
    Required Monthly FeesNone
    Total Monthly Price$1,895

    48 Warren Ave Unit 3

    48 Warren Ave, Woburn, MA 01801
  21. 3 BEDS, 1 BATH
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650

    3 Melo Rd

    3 Melo Rd, Woburn, MA 01801
  22. Building Photo - 35 Vine St
    2 BEDS, 2 BATHS
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    35 Vine St Unit 303

    35 Vine St, Winchester, MA 01890
  24. 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

    12 Colonial Village Dr

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

    71 Montvale Ave, Stoneham, MA 02180
  26. 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
  27. 1 BED, 1 BATH
    $2,495
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495
    Required Monthly FeesNone
    Total Monthly Price$2,495

    286 Main St Unit U209

    286 Main St, Woburn, MA 01801
  29. Rent Special
    Rent Special
    1 BED
    $2,000
    Plus Fees - 12 Month Lease

    Elmwood Apartments

    2 Elmwood Ave, Winchester, MA 01890
Showing 42 of 71 results, Page 2 of 2

Winchester at a Glance

Average Rent

$2,986
(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

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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