
Cheap Homes for Rent in Winchester, MA from $1,700 (81 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.


40 Warren Ave

147 Pleasant St, Unit B

22 High St, Unit 14

995 Massachusetts Ave

1157-1163 Massachusetts Ave

23 Burlington St, Unit 2

47 Broadway

43 Pomeworth St, Unit 34

15 Governors Ave

26 Heath Rd
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

200 Swanton St

80 Cambridge Rd, Unit 16

80 Cambridge Rd

19 Arizona Ter, Unit 4

14 Arizona Terrace

19 Arizona Ter, Unit 4

19 Arizona Ter, Unit 4

19 Arizona Ter, Unit 4

19 Arizona Ter

19 Arizona Terrace

14 Arizona Ter, Unit 5

14 Brattle Ln, Unit 35

129 Pleasant St

15 Old Colony Ln, Unit 8

20 Hamilton Rd, Unit 101

4 Brattle Dr

22 Hamilton Rd

538 Main St

19 N Union St

11 Allen St, Unit 3

49 Broadway, Unit #6

9 Wildwood Rd

1 Wyman St

49 Broadway

67 Grove St

7 Arizona Ter, Unit 2

64 Forest St

7 Arizona Terrace

7 Arizona Ter

7 Arizona Ter, Unit 2

57 Russell St

12 Totman Dr

35 Vine St

79 Capen St

3 Acton St, Unit 1

91 Hillsdale Rd, Unit 2A

200 Ledgewood Dr

15 Woods Ave

120 Franklin St, Unit 1
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 | $2,275 | $4,000 |
Winchester 3 Bedroom Homes for Rent | $3,923 | $2,800 | $6,200 |
Winchester 4 Bedroom Homes for Rent | $4,786 | $3,200 | $7,500 |
Winchester 5 Bedroom Homes for Rent | $6,271 | $2,800 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $8,009 | $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 926 Apartments for Rent in Winchester, MA with pricing that ranges from $1,400 to $12,069. There are also 491 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,700 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 $1,700 to $25,000 with an average monthly rent of $4,773.
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 $2,700 to $12,069, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,200. Four Bedroom Single-Family rentals are also available starting from $3,200 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.

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.

What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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.