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  3. 4 BEDS, 3.5 BATHS
    $7,350

    206 Crosby St

    206 Crosby St, Arlington, MA 02474
  4. Building Photo - 14 Brattle Ln
    4 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
         - 12 Month Lease

    14 Brattle Ln

    14 Brattle Ln, Arlington, MA 02474
    Apply
  5. Building Photo - 10 Farrow St
    4 BEDS, 3.5 BATHS
    $6,950
    Total Monthly Price Total Monthly Price New
    Base Rent$6,950
    Required Monthly FeesNone
    Total Monthly Price$6,950
         - 12 Month Lease

    10 Farrow St

    10 Farrow St, Winchester, MA 01890
  6. 3 BEDS, 3 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500
         - 12 Month Lease

    271 Ridge St

    271 Ridge St, Arlington, MA 02474
  7. 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

    19 Shirley Rd, Medford, MA 02155
  8. 4 BEDS, 2 BATHS
    $7,500
    Total Monthly Price Total Monthly Price New
    Base Rent$7,500
    Required Monthly FeesNone
    Total Monthly Price$7,500
         - 12 Month Lease

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
  9. Building Photo - 35 Thornberry Rd
    4 BEDS, 3.5 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000

    35 Thornberry Rd

    35 Thornberry Rd, Winchester, MA 01890
  10. Building Photo - 104 Wendell St
    3 BEDS, 1.5 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900

    104 Wendell St

    104 Wendell St, Winchester, MA 01890
  11. 4 BEDS, 3.5 BATHS
    $6,950
    Total Monthly Price Total Monthly Price New
    Base Rent$6,950
    Required Monthly FeesNone
    Total Monthly Price$6,950

    10 Farrow St

    10 Farrow St, Winchester, MA 01890
  12. 4 BEDS, 3 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000

    10 Hillcrest Pkwy

    10 Hillcrest Pkwy, Winchester, MA 01890
  13. 3 BEDS, 3 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    25 Berkshire Dr

    25 Berkshire Dr, Winchester, MA 01890
  14. 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
  15. 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
  16. 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
  17. 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
  18. 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

    625 Summer St

    625 Summer St, Arlington, MA 02474
  19. 5 BEDS, 3 BATHS
    $5,900
    Total Monthly Price Total Monthly Price New
    Base Rent$5,900
    Required Monthly FeesNone
    Total Monthly Price$5,900

    374 Woburn St

    374 Woburn St, Lexington, MA 02420
  20. 3 BEDS, 2.5 BATHS
    $20,000
    Total Monthly Price Total Monthly Price New
    Base Rent$20,000
    Required Monthly FeesNone
    Total Monthly Price$20,000

    37 Beverly Rd

    37 Beverly Rd, Arlington, MA 02474
  21. 4 BEDS, 2 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
  22. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    11 Mead Rd

    11 Mead Rd, Arlington, MA 02474
  23. 5 BEDS, 4.5 BATHS
    $6,900
    Total Monthly Price Total Monthly Price New
    Base Rent$6,900
    Required Monthly FeesNone
    Total Monthly Price$6,900

    239 Mountain Ave

    239 Mountain Ave, Arlington, MA 02474
  24. 4 BEDS, 3.5 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    7 Hancock St

    7 Hancock St, Arlington, MA 02474
  25. 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
  26. 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

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Winchester at a Glance

Average Rent

$2,880
(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 Houses 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
Private University
Private University
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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