
2 Bedroom Apartments for Rent in Winchester, MA (205 Rentals)


Sanctuary at Winchester West

834 Main St, Unit 834 Main Street

Washington Crossing Apartments

Brigham Square Apartments

Hanover Stoneham
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The Artemis at Arlington Heights

The Legacy at Arlington Center

Brattle Drive Apartments
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Leisure Lane Apartments

991 Massachusetts Ave, Unit 1

1 Victoria St, Unit 1A

1298 Broadway, Unit 2A

232 Powder House Blvd, Unit 1

86 Coolidge Rd, Unit 1

159 Franklin St, Unit #D3
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

29 Wachusett Ave, Unit 29 R Wachusett Ave

1 Victoria St, Unit 1

69 Raymond Ave, Unit 1

1 Victoria St, Unit 1

1501 Massachusetts Ave, Unit #1

165 Radcliffe Rd, Unit #169

69 Raymond Ave, Unit 1R

8 Eastern Ave, Unit 1st floor

279 Alewife Brook Pky, Unit 1A
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Studio Apartments | $2,259 | $1,765 | $3,435 |
Winchester 1 Bedroom Apartments | $2,759 | $1,500 | $8,502 |
Winchester 2 Bedroom Apartments | $3,456 | $1,900 | $9,375 |
Winchester 3 Bedroom Apartments | $3,862 | $1,500 | $10,000+ |
Winchester 4 Bedroom Apartments | $4,551 | $3,249 | $5,750 |
Winchester 5 Bedroom Apartments | $5,533 | $4,000 | $7,800 |
Winchester 6 Bedroom Apartments | $6,997 | $6,000 | $9,900 |
Browse Top Apartments in Winchester
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Winchester, MA Local Guide
- Winchester Neighborhoods
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Largest Available Winchester 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Winchester, MA is found at The Legacy at Arlington Center in the East Arlington neighborhood and is 1,555 square feet priced from $3,650. Tudor Glen Village in the Turning Mill neighborhood has the second largest 2 Bedroom, which is sized at 1,500 square feet and currently listed start at $3,195. Here is today’s list of the largest available 2 Bedroom units in Winchester:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
The Legacy at Arlington Center | 2 Bedroom/2 Bathroom Townhome | 1,555 Sq Ft | $3,650 |
Tudor Glen Village | Alder (Townhouse w/basement) | 1,500 Sq Ft | $3,195 |
Arlington 360 | T1R Townhome | 1,470 Sq Ft | $4,828 |
Stonehill Towers | Two Bedroom Corner Unit | 1,343 Sq Ft | $3,100 |
Hanover Stoneham | M | 1,322 Sq Ft | $4,826 |
Cheapest Available Winchester 2 Bedroom Apartments
As of May 05, 2025 the lowest priced 2 Bedroom apartment unit in Winchester, MA is the 2 bedroom Model starting from $2,195 at Leisure Lane Apartments in the West Side neighborhood. The second most affordable Winchester 2 Bedroom is the B1M Model at Medford Square Riverside starting at $2,300 in the Edgeworth neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $3,456. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:
Apartment Listing | Model Name | Priced From |
---|---|---|
Leisure Lane Apartments | 2 bedroom | $2,195 |
Medford Square Riverside | B1M | $2,300 |
Brookside Apartments | B1 | $2,350 |
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Getting Around Winchester, MA
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 2 Bedroom Winchester Apartments
What is the Cheapest apartment in Winchester with 2 Bedroom?
Currently the most affordable 2 Bedroom in Winchester is at Leisure Lane Apartments listed at $2,195.
How much is the average rent for a 2 Bedroom Winchester Apartment?
The average rent for a 2 Bedroom Apartment in Winchester is $3,456.
What is the largest available 2 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a 1,555 square feet unit starting from $3,650 at The Legacy at Arlington Center.
What is the average size for Winchester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winchester is currently 3,107 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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