
2 Bedroom Homes for Rent in Winchester, MA (103 Rentals)Page 2 of 3


12 Hayes St, Unit 1

12 Hayes St, Unit 1

100 High St, Unit 505

1500 Massachusetts Ave, Unit 1

100 High St, Unit 505

100 High St, Unit 505

26 Bradlee Rd

40 Hamilton St, Unit 2

1 St Clare Rd, Unit 14

132 Broadway, Unit 1

34 Fessenden Rd, Unit 34

18 Pine St, Unit 18

32-34 Fessenden Rd, Unit 2

104 Forest St, Unit 104

104 Forest St

104 Forest St

1 Victoria St, Unit 1A

1 Victoria St, Unit #1A

1 Victoria St

32 Fessenden Rd, Unit #2

1 Victoria St, Unit 1A

235 Winthrop St, Unit 3307

22 Cleveland St, Unit A

22 Cleveland St, Unit A

2012 Symmes Cir, Unit 1

122 Decatur St

67 Grove St

27 -2 Arlington Rd

594 Main St

17 Oakledge St

975 Massachusetts Ave

116 Paul Revere Rd

17 Dwyer Cir

7 Winthrop Ct

159 Main St

180 Medford St

25 -1 Arlington Rd

158 W Adams St

281 Alewife Brook Pkwy

88 Emerson Gardens Rd

45 Lakehill Ave

16 Orchard St

11 Century St

43 Orchard St

991 Massachusetts Ave

1500 Massachusetts Ave

104 Forest St

26 Bradlee Rd

32-34-34 Fessenden Rd
Winchester, MA Local Guide

How much does it cost to rent a home in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester 2 Bedroom Homes for Rent | $2,984 | $2,200 | $4,000 |
Winchester 3 Bedroom Homes for Rent | $3,920 | $2,800 | $7,200 |
Winchester 4 Bedroom Homes for Rent | $4,923 | $3,100 | $7,500 |
Winchester 5 Bedroom Homes for Rent | $6,234 | $2,800 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,967 | $4,600 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $7,837 | $7,700 | $7,975 |
Browse Top Homes for Rent in Winchester
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 996 Apartments for Rent in Winchester, MA with pricing that ranges from $1,100 to $10,400. There are also 562 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,725 to $25,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $1,725 to $25,000 with an average monthly rent of $4,807.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,600 to $7,135, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $7,200. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,249.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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.