
2 Bedroom Apartments for Rent in Winchester, MA (232 Rentals)


Sanctuary at Winchester West

10 Mystic Ave, Unit 3920-412

10 Mystic Ave, Unit 3920-412

345 Washington St
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

Washington Crossing Apartments

Brigham Square Apartments

Hanover Stoneham

The Artemis at Arlington Heights

The Legacy at Arlington Center

Brattle Drive Apartments

Leisure Lane Apartments

26 Bradlee Rd, Unit 102

94 Raymond Ave

94 Raymond Ave, Unit #1

94 Raymond Ave, Unit 1

1 Victoria St, Unit 1

181 Central St, Unit #11

180 Medford St, Unit 1

279 Alewife Brook Pky, Unit 1A

32-34 Fessenden Rd, Unit 2

1 Victoria St, Unit 1 Victoria St. #1

29 Wachusett Ave, Unit 29 Wachusett Ave

279 Alewife Brook Pky, Unit 1T
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 | $2,526 | $1,705 | $5,264 |
Winchester 1 Bedroom Apartments | $2,781 | $1,500 | $6,807 |
Winchester 2 Bedroom Apartments | $3,278 | $1,750 | $8,935 |
Winchester 3 Bedroom Apartments | $3,748 | $2,600 | $10,000+ |
Winchester 4 Bedroom Apartments | $4,585 | $3,249 | $5,750 |
Winchester 5 Bedroom Apartments | $5,502 | $4,000 | $7,800 |
Winchester 6 Bedroom Apartments | $7,434 | $1,800 | $9,900 |
Browse Top Apartments in Winchester
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Winchester, MA Local Guide
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Cheapest Available Winchester 2 Bedroom Apartments
As of March 22, 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 2 Bedroom Model at Mill Street Gardens starting at $2,250 in the Nobility Hill neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $3,278. 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 |
Mill Street Gardens | 2 Bedroom | $2,250 |
Medford Square Riverside | B1M | $2,300 |
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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 $3,278.
What is the largest available 2 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a square feet unit at .
What is the average size for Winchester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winchester is currently 2,496 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.

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.