
Homes for Rent in Winchester, MA Under $4,300 (266 Rentals) Page 5 of 6


400 Massachusetts Ave, Unit 4

75 Mystic St, Unit 3

50 Water St, Unit 25

50 Water St

35 Woods Ave

107 Warren St

215 Massachusetts Ave, Unit 19

2 Colonial Village Dr

215 Massachusetts Ave

220 Massachusetts Ave, Unit 3

289 Elm St, Unit 14

9 Abigail Way, Unit 2004

68 Main St

215 Massachusetts Ave

22 High St

22 High St, Unit 11

74 Beach St

990 Massachusetts Ave

32 Hamilton Rd

333 Massachusetts Ave

24 South St, Unit 3

24 South St

7 Arizona Ter, Unit 2

898 Massachusetts Ave

14 Brattle Ln, Unit 5

67 Grove St

840 Massachusetts Ave

11 Old Colony Ln

282 Main St, Unit 2

2 Viking Ct

9 Ryder St

35 Prospect St, Unit 35 Prospect St # 102

422 High St, Unit 10

98 Sharon 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 | $3,267 | $2,225 | $6,400 |
Winchester 3 Bedroom Homes for Rent | $3,791 | $3,000 | $6,000 |
Winchester 4 Bedroom Homes for Rent | $5,057 | $3,300 | $9,500 |
Winchester 5 Bedroom Homes for Rent | $6,646 | $4,225 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,935 | $5,995 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $8,798 | $6,995 | $10,000+ |
Browse Top Homes for Rent in Winchester
Explore Winchester
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 741 Apartments for Rent in Winchester, MA with pricing that ranges from $1,595 to $10,400. There are also 520 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $920 to $40,000.
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 $920 to $40,000 with an average monthly rent of $4,954.
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 $2,500 to $9,577, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,300 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.