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

Speciality Housing

Keyword Search

Cheap Apartments for Rent in Winchester, MA

259 Rentals
.
  1. Building Photo - Elmwood Apartments
    Rent Special
    Rent Special
    1 BED
    $1,900
    Plus Fees - 12 Month Lease

    Elmwood Apartments

    2 Elmwood Ave, Winchester, MA 01890
  2. Building Photo - 17 Highland St
    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
  3. Building Photo - 219 Washington St
    STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800
         - 12 Month Lease

    219 Washington St Unit 3

    219 Washington St, Winchester, MA 01890
  4. Building Photo - 200 Swanton St
    STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    200 Swanton St Unit T30

    200 Swanton St, Winchester, MA 01890
  5. Building Photo - 84 Franklin St
    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

    84 Franklin St Unit 2

    84 Franklin St, Stoneham, MA 02180
  6. Building Photo - 224 Main St
    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 Month Lease

    224 Main St Unit A

    224 Main St, Woburn, MA 01801
  7. Building Photo - 9 Ryder St
    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
  8. Building Photo - 12 Gould St
    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
  11. Building Photo - 200 Swanton St
    1 BED, 1 BATH
    $2,150
    Total Monthly Price Total Monthly Price New
    Base Rent$2,150
    Required Monthly FeesNone
    Total Monthly Price$2,150

    200 Swanton St Unit 412

    200 Swanton St, Winchester, MA 01890
  12. Building Photo - 115 Playstead Rd
    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
         - 12 Month Lease

    115 Playstead Rd Unit 2

    115 Playstead Rd, Medford, MA 02155
  13. Building Photo - 200 Swanton St
    1 BED, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200
         - 12 Month Lease

    200 Swanton St Unit 228

    200 Swanton St, Winchester, MA 01890
  14. Building Photo - 120 Park St
    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
  15. Building Photo - Hanover Stoneham
    Good Value
    |
    STUDIO
    $2,256+
    1 BED
    $2,563+
    2 BEDS
    $4,653+
    3 BEDS
    $5,258+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,256 - $5,628
    Utilities & EssentialsVaries
    Total Monthly Price$2,256 - $5,628

    Hanover Stoneham

    95 Maple St, Stoneham, MA 02180
    (781) 818-1154
  16. Building Photo - 32 Pond St
    2 BEDS, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450
         - 12 Month Lease

    32 Pond St Unit 2w

    32 Pond St, Stoneham, MA 02180
  17. Building Photo - 32 Pond St
    2 BEDS, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450
         - 12 Month Lease

    32 Pond St Unit 2

    32 Pond St, Stoneham, MA 02180
  18. 2 BEDS, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450
         - 12 Month Lease

    32 Pond St Unit A

    32 Pond St, Stoneham, MA 02180
  19. 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
         - 12 Month Lease

    48 Nashua St Unit 2

    48 Nashua St, Woburn, MA 01801
    Apply
  20. Building Photo - 99 Garfield Ave
    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
  21. Building - 25 Arlington Rd
    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
         - 12 Month Lease

    25 Arlington Rd Unit Apt #3 6

    25 Arlington Rd, Woburn, MA 01801
  23. Building Photo - 200 Swanton St
    2 BEDS, 1 BATH
    $2,675
    Total Monthly Price Total Monthly Price New
    Base Rent$2,675
    Required Monthly FeesNone
    Total Monthly Price$2,675
         - 12 Month Lease

    200 Swanton St Unit T37

    200 Swanton St, Winchester, MA 01890
  24. Building Photo - The Mave
    1 BED
    $2,680+
    2 BEDS
    $3,325+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,680 - $5,440
    Utilities & EssentialsVaries
    Total Monthly Price$2,680 - $5,440
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  25. Building Photo - 27 Highland St
    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
  26. Building Photo - 37 Fowle St
    3 BEDS, 1 BATH
    $2,725
    Total Monthly Price Total Monthly Price New
    Base Rent$2,725
    Required Monthly FeesNone
    Total Monthly Price$2,725
         - 12 Month Lease

    37 Fowle St

    37 Fowle St, Woburn, MA 01801
    Apply
  27. Building Photo - 46 Clewley Rd
    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
         - 12 Month Lease

    46 Clewley Rd Unit 3

    46 Clewley Rd, Medford, MA 02155
  28. Building Photo - 142 Washington 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

    142 Washington St Unit 2

    142 Washington St, Woburn, MA 01801
  29. Building Photo - 97 Bow 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

    97 Bow St Unit 1

    97 Bow St, Arlington, MA 02474
  30. 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
  32. Building Photo - 286 Main St
    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
  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
  34. Building Photo - 20 Bryant St
    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
  35. Building Photo - 1 Watermill Pl
    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
  36. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    1 BED
    $3,042+
    2 BEDS
    $4,639+
    3 BEDS
    $5,844+
    Total Monthly Price Total Monthly Price New
    Base Rent$3,042 - $5,994
    Utilities & EssentialsVaries
    Total Monthly Price$3,042 - $5,994

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  37. Building Photo - 18 Wheelwright Rd
    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
  39. Building Photo - 60 Lake St
    2 BEDS, 1.5 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    60 Lake St Unit D

    60 Lake St, Winchester, MA 01890
  40. 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
  41. 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
  42. 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

    63 Holland St

    63 Holland St, Winchester, MA 01890
Showing 42 of 77 results, Page 1 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
Learn more about
Schools 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)

Education

Private University
Private University
Private University
Private University
Private University
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.

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.