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  1. Building Photo - Sanctuary Winchester West
    1 Month Free
    1 Month Free
    STUDIO
    $2,748+
    1 BED
    $3,168+
    2 BEDS
    $3,984+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,748 - $4,646
    Utilities & EssentialsVaries
    Total Monthly Price$2,748 - $4,646

    Sanctuary Winchester West

    416 Cambridge St, Winchester, MA 01890
    (781) 745-3086
  2. Building Photo - Hanover Stoneham
    Exceptional Value
    |
    STUDIO
    $2,256+
    1 BED
    $2,563+
    2 BEDS
    $4,700+
    3 BEDS
    $5,312+
    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
  3. Good Value
    1 BED
    $2,695+
    2 BEDS
    $3,325+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,695 - $5,350
    Utilities & EssentialsVaries
    Total Monthly Price$2,695 - $5,350
         - 1 Month Lease

    The Mave

    225 Fallon Rd, Stoneham, MA 02180
    (978) 396-2160
  4. Building Photo - Sanctuary Winchester North
    $888 Off
    Price Drop. $888 Off
    1 BED
    $2,976+
    2 BEDS
    $3,795+
    3 BEDS
    $5,465+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,976 - $5,615
    Utilities & EssentialsVaries
    Total Monthly Price$2,976 - $5,615

    Sanctuary Winchester North

    25-35 River St, Winchester, MA 01890
    (781) 776-5276
  5. Fully Equipped Kitchen with Stainless Steel Appliances Dishwasher and Garbage Disposal - Arlington 360
    STUDIO
    $3,102+
    1 BED
    $2,912+
    2 BEDS
    $4,579+
    3 BEDS
    $5,897+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,912 - $6,063
    Utilities & EssentialsVaries
    Total Monthly Price$2,912 - $6,063

    Arlington 360

    4105 Symmes Cir, Arlington, MA 02474
    (781) 678-7526
  7. Building Photo - 63 Holland St
    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
  8. Building Photo - 200 Swanton St
    1 BED, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    200 Swanton St Unit 412

    200 Swanton St, Winchester, MA 01890
  10. 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
  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
    Apply
  14. 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
  15. 6 BEDS, 2.5 BATHS
    $8,500
    Total Monthly Price Total Monthly Price New
    Base Rent$8,500
    Required Monthly FeesNone
    Total Monthly Price$8,500
         - 12 Month Lease

    161 Highland Ave

    161 Highland Ave, Winchester, MA 01890
    Apply
  16. 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
  17. Building Photo - 14 Kings Ct
    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
  18. Building Photo - 270 Cross St
    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
  19. 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
  20. 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
  21. 2 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400
         - 12 Month Lease

    3 Colonial Village Dr Unit 10

    3 Colonial Village Dr, Arlington, MA 02474
  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 2w

    32 Pond St, Stoneham, MA 02180
  23. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 12 Month Lease

    39 Century St Unit 1

    39 Century St, Medford, MA 02155
  24. 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
  25. 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
  26. 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
  27. 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
  28. 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
  29. Building Photo - 270 Cross St
    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

    270 Cross St

    270 Cross St, Winchester, MA 01890
  30. 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

    200 Swanton St Unit 228

    200 Swanton St, Winchester, MA 01890
  31. 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
  32. 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

    200 Swanton St Unit 705

    200 Swanton St, Winchester, MA 01890
  33. 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
  34. 4 BEDS, 1.5 BATHS
    $4,650
    Total Monthly Price Total Monthly Price New
    Base Rent$4,650
    Required Monthly FeesNone
    Total Monthly Price$4,650

    488 Washington St

    488 Washington St, Winchester, MA 01890
  35. 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
  36. 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
  37. 3 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    63-65 Harvard St

    63-65 Harvard St, Winchester, MA 01890
  38. 1 BED, 1 BATH
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    200 Swanton St Unit 416

    200 Swanton St, Winchester, MA 01890
  39. 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
  40. 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
  41. 6 BEDS, 2 BATHS
    $8,500
    Total Monthly Price Total Monthly Price New
    Base Rent$8,500
    Required Monthly FeesNone
    Total Monthly Price$8,500

    161 Highland Ave

    161 Highland Ave, Winchester, MA 01890
  42. 1 BED, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    8 Mason St

    8 Mason St, Winchester, MA 01890
Showing 42 of 85 results, Page 1 of 3

Winchester at a Glance

Average Rent

$3,018
(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)

Average Rent in Nearby Cities

(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.

Apartments for Rent Near Winchester

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Winchester Apartments for Rent in Your Budget

Frequently asked questions about renting in Winchester, MA

What are the average rent costs in Winchester, MA?

The average rent in Winchester, MA is $3,018.

What are the average rent costs of a studio apartment in Winchester, MA?

The average rent for a studio apartment in Winchester, MA is $2,838.

What are the average rent costs of a one bedroom apartment in Winchester, MA?

The average rent for a 1 bedroom apartment in Winchester, MA is $3,018.

What are the average rent costs of a two bedroom apartment in Winchester, MA?

The average rent for a 2 bedroom apartment in Winchester, MA is $4,175.

What are the average rent costs of a three bedroom apartment in Winchester, MA?

The average rent for a 3 bedroom apartment in Winchester, MA is $5,618.

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