
2 Bedroom Homes for Rent in Winchester, MA (73 Rentals)


8 Richardson St

115 Washington St, Unit 2B

100 Emerson Gardens Rd, Unit 100

14 Brattle Ln, Unit 31

79 Capen St

27 Arlington Rd, Unit 5

31 Arlington Rd, Unit 5

10 Pine Ave, Unit 10

289 Elm St, Unit 14
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

22 Hamilton Rd, Unit #106

117 Auburn St

121 Cambridge Rd, Unit B2

64 Main St, Unit 32B

101 Boston Ave, Unit #1

9 Circuit St, Unit 1

75 Mystic St, Unit 3

1180 Massachusetts Ave, Unit C

12 Water St, Unit 1

25 Arlington Rd, Unit 3
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

1 Watermill Pl, Unit 112

21 Taft St, Unit 1

53 Fairfax St, Unit 1

34 Holton St, Unit 1

139 Hillsdale Rd, Unit 2

81 College Ave, Unit 2

4 Golden Ct, Unit 2

26 Bradlee Rd

349 Boston Ave

78 Warren St, Unit 1

16 Orchard St

37 Clark St

1 Victoria St, Unit 1A

26 Orchard St, Unit 2

1 Victoria St, Unit 1A

991 Massachusetts Ave

991 Massachusetts Ave

100 High St, Unit 505

1500 Massachusetts Ave, Unit 1

100 High St, Unit 505

26 Bradlee Rd

12 Hayes St, Unit 1

100 High St, Unit 505

100 High St

40 Hamilton St, Unit 2

104 Forest St, Unit 104

132 Broadway, Unit 1

1 Victoria St

104 Forest St

104 Forest St
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 | $3,023 | $2,300 | $4,200 |
Winchester 3 Bedroom Homes for Rent | $3,933 | $3,000 | $6,900 |
Winchester 4 Bedroom Homes for Rent | $4,955 | $3,425 | $10,000+ |
Winchester 5 Bedroom Homes for Rent | $6,472 | $4,225 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,793 | $5,500 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $8,997 | $6,995 | $10,000+ |
Browse Top Homes for Rent in Winchester
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Winchester, MA Local Guide
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 932 Apartments for Rent in Winchester, MA with pricing that ranges from $1,300 to $11,077. There are also 502 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,750 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 $1,750 to $25,000 with an average monthly rent of $4,932.
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 $2,800 to $11,077, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,900. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,000.
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.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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.