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  1. Building Photo - 30 Whipple Rd
    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
  2. Building Photo - 133 Brattle St
    3 BEDS, 1.5 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    133 Brattle St

    133 Brattle St, Arlington, MA 02474
  3. 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

    32-34-34 Crescent Hill Ave Unit 32

    32-34-34 Crescent Hill Ave, Arlington, MA 02474
  4. 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

    129 Madison Ave Unit 2

    129 Madison Ave, Arlington, MA 02474
  5. 2 BEDS, 2 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    1 Watermill Pl Unit 521

    1 Watermill Pl, Arlington, MA 02476
  6. 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
  7. 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
  8. 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
  9. 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
  10. 4 BEDS, 3 BATHS
    $5,995
    Total Monthly Price Total Monthly Price New
    Base Rent$5,995
    Required Monthly FeesNone
    Total Monthly Price$5,995

    24 Tyler Rd

    24 Tyler Rd, Lexington, MA 02420
  11. 2 BEDS, 2.5 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    7 Lily Pond Ln

    7 Lily Pond Ln, Lexington, MA 02420
  12. 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
  13. 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

    67 Bow St

    67 Bow St, Arlington, MA 02474
  14. 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

    21-23-23 Bow St Unit 1

    21-23-23 Bow St, Arlington, MA 02474
  15. 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
  16. 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

    18 Reed St Unit 1

    18 Reed St, Arlington, MA 02474
  17. 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
  18. 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

    12 Colonial Village Dr Unit 12

    12 Colonial Village Dr, Arlington, MA 02474
  19. 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

    14 Brattle Ln

    14 Brattle Ln, Arlington, MA 02474
  20. 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
  21. 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
  22. 2 BEDS, 1 BATH
    $2,695
    Total Monthly Price Total Monthly Price New
    Base Rent$2,695
    Required Monthly FeesNone
    Total Monthly Price$2,695

    626-628 Summer St. Unit 628 Summer St

    626-628 Summer St, Arlington, MA 02474
  23. 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 109 results, Page 3 of 3

Winchester at a Glance

Average Rent

$2,778
(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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