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

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40 Elmwood Ave
2 Bedroom Apartments

40 Elmwood Ave

40 Elmwood AveWinchester, MA 01890
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10 Winchester Plz
2 Bedroom Apartments

10 Winchester Plz

10 Winchester PlzWinchester, MA 01890
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171 Swanton St
2 Bedroom Apartments

171 Swanton St

171 Swanton StWinchester, MA 01890

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

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Winchester, MA Local Guide

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 ListingModel NamePriced From
Leisure Lane Apartments2 bedroom$2,195
Mill Street Gardens2 Bedroom$2,250
Medford Square RiversideB1M$2,300

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Location, Location, Location!

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See the most popular apartments and homes in Winchester, MA

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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.

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