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Apartments for Rent in Winchester, MA with a Swimming Pool

54 Rentals
.
  1. 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
  2. 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
  3. 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
  6. 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
  7. 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
  8. Building Photo - 3 Colonial Village Dr
    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
  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

    1 Colonial Village Dr Unit 10

    1 Colonial Village Dr, Arlington, MA 02474
  10. 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

    25 Arlington Rd Unit Apt #3 6

    25 Arlington Rd, Woburn, MA 01801
  11. Building Photo - 200 Swanton St
    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

    200 Swanton St Unit T35

    200 Swanton St, Winchester, MA 01890
  12. Building Photo - 666 Main St
    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

    666 Main St Unit 208

    666 Main St, Winchester, MA 01890
  13. Building Photo - Shaker Glen Village
    1 BED
    $2,295+
    2 BEDS
    $2,795+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295 - $2,795
    Required Monthly FeesNone
    Total Monthly Price$2,295 - $2,795

    Shaker Glen Village

    241 Lexington St, Woburn, MA 01801

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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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