Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

    • See More
    • See Less

Speciality Housing

Keyword Search

Pet Friendly Apartments for Rent in Winchester, MA

256 Rentals
.
  4. 1 Month Free
    1 Month Free
    1 BED
    $2,465+
    2 BEDS
    $3,085+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,465 - $4,740
    Utilities & EssentialsVaries
    Total Monthly Price$2,465 - $4,740
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  5. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    1 BED
    $3,189+
    2 BEDS
    $4,073+
    Total Monthly Price Total Monthly Price New
    Base Rent$3,189 - $6,668
    Utilities & EssentialsVaries
    Total Monthly Price$3,189 - $6,668

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  7. Building Photo - 3 Day Cir
    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
         - 12 Month Lease

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
    Apply
  8. 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
  9. 4 BEDS, 4 BATHS
    $6,900
    Total Monthly Price Total Monthly Price New
    Base Rent$6,900
    Required Monthly FeesNone
    Total Monthly Price$6,900
         - 12 Month Lease

    31 Coolidge Rd

    31 Coolidge Rd, Winchester, MA 01890
  10. 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
         - 12 Month Lease

    35 Thornberry Rd

    35 Thornberry Rd, Winchester, MA 01890
  11. 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 Unit 19

    19 Shirley Rd, Medford, MA 02155
  12. 3 BEDS, 1.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
         - 12 Month Lease

    8 Cross St Unit 1

    8 Cross St, Woburn, MA 01801
  13. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200
         - 12 Month Lease

    19 Newland Rd Unit 2

    19 Newland Rd, Arlington, MA 02474
  14. 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
  15. 2 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    104 Forest St Unit 104

    104 Forest St, Arlington, MA 02474
  16. 3 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200
         - 12 Month Lease

    37 Westminster Ave Unit 2

    37 Westminster Ave, Arlington, MA 02474
  17. 2 BEDS, 2 BATHS
    $2,995
    Total Monthly Price Total Monthly Price New
    Base Rent$2,995
    Required Monthly FeesNone
    Total Monthly Price$2,995
         - 12 Month Lease

    286 Main St Unit 3

    286 Main St, Woburn, MA 01801
  18. 4 BEDS, 2 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800
         - 12 Month Lease

    10 Carson Rd

    10 Carson Rd, Woburn, MA 01801
  19. 4 BEDS, 3 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400
         - 12 Month Lease

    11 Garfield Ave Unit 1

    11 Garfield Ave, Woburn, MA 01801
  20. 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
         - 12 Month Lease

    24 Tyler Rd

    24 Tyler Rd, Lexington, MA 02420
  21. Building Photo - 7 Conant Rd
    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

Can't find what you are looking for?

Clear All Filters

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

Winchester, MA Apartments 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.

Apartments for Rent Near Winchester

Specialty Housing

Choose by Amenities

Winchester Apartments for Rent in Your Budget

tooltips

I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.