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Apartments for Rent in Winchester, MA with a Garage

76 Rentals
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  1. Building Photo - Sanctuary Winchester West
    $428 Off
    Price Drop. $428 Off
    STUDIO
    $2,321+
    1 BED
    $2,593+
    2 BEDS
    $3,572+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,321 - $4,087
    Utilities & EssentialsVaries
    Total Monthly Price$2,321 - $4,087

    Sanctuary Winchester West

    416 Cambridge St, Winchester, MA 01890
    (781) 745-3086
  2. Building Photo - The Mave
    Good Value
    1 BED
    $2,640+
    2 BEDS
    $3,300+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,640 - $4,930
    Utilities & EssentialsVaries
    Total Monthly Price$2,640 - $4,930
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  3. Building Photo - Sanctuary Winchester North
    1 Month Free
    1 Month Free
    1 BED
    $2,835+
    2 BEDS
    $3,772+
    3 BEDS
    $5,159+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,835 - $5,301
    Utilities & EssentialsVaries
    Total Monthly Price$2,835 - $5,301

    Sanctuary Winchester North

    25-35 River St, Winchester, MA 01890
    (781) 776-5276
  4. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    STUDIO
    $2,812+
    1 BED
    $2,933+
    2 BEDS
    $4,423+
    3 BEDS
    $5,620+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,812 - $5,620
    Utilities & EssentialsVaries
    Total Monthly Price$2,812 - $5,620

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  5. Building Photo - 100 Ledgewood Dr
    1 BED, 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

    100 Ledgewood Dr Unit 412

    100 Ledgewood Dr, Stoneham, MA 02180
    Apply
  6. Building Photo - 5 Stoneham St
    4 BEDS, 2.5 BATHS
    $4,625
    Total Monthly Price Total Monthly Price New
    Base Rent$4,625
    Required Monthly FeesNone
    Total Monthly Price$4,625
         - 12 Month Lease

    5 Stoneham St

    5 Stoneham St, Woburn, MA 01801
    Apply
  7. 4 BEDS, 2.5 BATHS
    $4,800
    Total Monthly Price Total Monthly Price New
    Base Rent$4,800
    Required Monthly FeesNone
    Total Monthly Price$4,800
         - 12 Month Lease

    14 Kings Ct

    14 Kings Ct, Arlington, MA 02474
    Apply
  8. 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
  9. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000
         - 12 Month Lease

    36 Century St Unit 1

    36 Century St, Medford, MA 02155
  10. 5 BEDS, 3.5 BATHS
    $11,950
    Total Monthly Price Total Monthly Price New
    Base Rent$11,950
    Required Monthly FeesNone
    Total Monthly Price$11,950
         - 12 Month Lease

    25 Falmouth Rd

    25 Falmouth Rd, Arlington, MA 02474
  11. Building Photo - 95 Hemingway St
    4 BEDS, 4.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    95 Hemingway St

    95 Hemingway St, Winchester, MA 01890
  12. Building Photo - 63-65 Harvard St
    3 BEDS, 2 BATHS
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    63-65 Harvard St

    63-65 Harvard St, Winchester, MA 01890
  13. 3 BEDS, 2.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    111 Highland Ave

    111 Highland Ave, Winchester, MA 01890
  14. 3 BEDS, 2.5 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500

    60 Graystone Circle

    60 Graystone Circle, Winchester, MA 01890
  15. 5 BEDS, 3 BATHS
    $11,500
    Total Monthly Price Total Monthly Price New
    Base Rent$11,500
    Required Monthly FeesNone
    Total Monthly Price$11,500

    10 Bellevue Ave

    10 Bellevue Ave, Winchester, MA 01890
  16. Building Photo - 321 Washington St
    4 BEDS, 1.5 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800

    321 Washington St

    321 Washington St, Arlington, MA 02474
  17. Building Photo - 53 Dickson Ave
    3 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    53 Dickson Ave

    53 Dickson Ave, Arlington, MA 02474
  18. 4 BEDS, 2.5 BATHS
    $4,800
    Total Monthly Price Total Monthly Price New
    Base Rent$4,800
    Required Monthly FeesNone
    Total Monthly Price$4,800

    14 Kings Ct

    14 Kings Ct, Arlington, MA 02474
  19. 4 BEDS, 3.5 BATHS
    $6,600
    Total Monthly Price Total Monthly Price New
    Base Rent$6,600
    Required Monthly FeesNone
    Total Monthly Price$6,600

    322 Lowell St

    322 Lowell St, Lexington, MA 02420
  20. 5 BEDS, 3 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    559 Winthrop St

    559 Winthrop St, Medford, MA 02155
  21. 3 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

    801 Manor Ter

    801 Manor Ter, Lexington, MA 02420
  22. 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

    18 Wheelwright Rd Unit 18

    18 Wheelwright Rd, Medford, MA 02155
  23. 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

    7 Gorham Rd Unit 2

    7 Gorham Rd, Medford, MA 02155
  24. Building Photo - 318 Mystic St
    3 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    318 Mystic St

    318 Mystic St, Arlington, MA 02474

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Winchester at a Glance

Average Rent

$2,935
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
9

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
Ambrose Elementary School

Public Elementary School

Public
Grades K-5
377 Students
GreatSchools Rating
Lincoln Elementary School

Public Elementary School

Public
Grades K-5
338 Students
GreatSchools Rating
Muraco Elementary School

Public Elementary School

Public
Grades K-5
296 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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