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Apartments for Rent in Winchester, MA with Parking

222 Rentals
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  2. 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
  3. 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
  5. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    STUDIO
    $3,102+
    1 BED
    $3,042+
    2 BEDS
    $4,428+
    3 BEDS
    $5,833+
    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
  8. 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
    Apply
  9. Building Photo - 10 Webster St
    4 BEDS, 2 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900
         - 12 Month Lease

    10 Webster St Unit 1

    10 Webster St, Winchester, MA 01890
    Apply
  10. 4 BEDS, 2.5 BATHS
    $4,950
    Total Monthly Price Total Monthly Price New
    Base Rent$4,950
    Required Monthly FeesNone
    Total Monthly Price$4,950
         - 12 Month Lease

    14 Kings Ct

    14 Kings Ct, Arlington, MA 02474
    Apply
  11. 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
  12. 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
  13. 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
  14. 4 BEDS, 4 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000
         - 12 Month Lease

    270 Cross St

    270 Cross St, Winchester, MA 01890
  15. 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
  16. 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
  17. 5 BEDS, 3.5 BATHS
    $12,950
    Total Monthly Price Total Monthly Price New
    Base Rent$12,950
    Required Monthly FeesNone
    Total Monthly Price$12,950
         - 12 Month Lease

    25 Falmouth Rd

    25 Falmouth Rd, Arlington, MA 02474
  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 2

    32 Pond St, Stoneham, MA 02180
  19. 4 BEDS, 2 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500
         - 12 Month Lease

    3 Day Cir

    3 Day Cir, Woburn, MA 01801
  20. 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
  21. 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
  22. 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
  23. Building Photo - 186 Ridge St
    5 BEDS, 4.5 BATHS
    $15,000
    Total Monthly Price Total Monthly Price New
    Base Rent$15,000
    Required Monthly FeesNone
    Total Monthly Price$15,000

    186 Ridge St

    186 Ridge St, Winchester, MA 01890
  24. Building Photo - 17 Churchill Rd
    5 BEDS, 3.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    17 Churchill Rd

    17 Churchill Rd, Winchester, MA 01890
  25. 4 BEDS, 3.5 BATHS
    $12,000
    Total Monthly Price Total Monthly Price New
    Base Rent$12,000
    Required Monthly FeesNone
    Total Monthly Price$12,000

    59 Wedgemere Ave

    59 Wedgemere Ave, Winchester, MA 01890
  26. 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
  27. 4 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

    46 Loring Ave

    46 Loring Ave, Winchester, MA 01890
  28. Building Photo - 18 Grant Rd
    4 BEDS, 2.5 BATHS
    $6,995
    Total Monthly Price Total Monthly Price New
    Base Rent$6,995
    Required Monthly FeesNone
    Total Monthly Price$6,995

    18 Grant Rd

    18 Grant Rd, Winchester, MA 01890
  29. Building Photo - 31 Fells Rd
    3 BEDS, 2 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    31 Fells Rd

    31 Fells Rd, Winchester, MA 01890
  30. 4 BEDS, 4.5 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    455 Summer St

    455 Summer St, Arlington, MA 02474
  31. 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

    36 Carroll Rd

    36 Carroll Rd, Woburn, MA 01801
  32. 5 BEDS, 3 BATHS
    $6,800
    Total Monthly Price Total Monthly Price New
    Base Rent$6,800
    Required Monthly FeesNone
    Total Monthly Price$6,800

    559 Winthrop St

    559 Winthrop St, Medford, MA 02155
  33. Building Photo - 12 Anna Rd
    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

    12 Anna Rd

    12 Anna Rd, Woburn, MA 01801
  34. Building Photo - 53 Old Mystic St
    5 BEDS, 2.5 BATHS
    $9,000
    Total Monthly Price Total Monthly Price New
    Base Rent$9,000
    Required Monthly FeesNone
    Total Monthly Price$9,000

    53 Old Mystic St

    53 Old Mystic St, Arlington, MA 02474
  35. 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
  36. 4 BEDS, 2.5 BATHS
    $4,950
    Total Monthly Price Total Monthly Price New
    Base Rent$4,950
    Required Monthly FeesNone
    Total Monthly Price$4,950

    14 Kings Ct

    14 Kings Ct, Arlington, MA 02474
  37. 3 BEDS, 2.5 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    801 Manor Ter

    801 Manor Ter, Lexington, MA 02420
  38. 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
  39. 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

    61 Warren St

    61 Warren St, Medford, MA 02155
  40. 4 BEDS, 2 BATHS
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100

    7 Gorham Rd Unit 2L

    7 Gorham Rd, Medford, MA 02155
  41. 3 BEDS, 2 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    53 Dickson Ave

    53 Dickson Ave, Arlington, MA 02474
  42. 3 BEDS, 2.5 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    6 Lily Pond Ln

    6 Lily Pond Ln, Lexington, MA 02420
Showing 42 of 44 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.

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