
4 Bedroom Homes for Rent in Winchester, MA (244 Rentals) Page 2 of 5


32 Chetwynd Rd, Unit 2

14 Woodbine Rd

1 Victoria St, Unit 2

1 Victoria St, Unit 2

217 Arlington St

14 Fairmount St, Unit 2

14 Fairmount St, Unit 14.5

52 Woods Ave, Unit 2

314 Massachusetts Ave, Unit 2

10 Greenleaf Ave, Unit 1

64 Chetwynd Rd, Unit 1

19 Sunset Rd, Unit #0

62 Woods Ave

34 Chetwynd Rd, Unit 1

301 Alewife Brook Pky

301 Alewife Brook Pky, Unit T

301 Alewife Brook Pky, Unit 301

301 Alewife Brook Pky

301 Alewife Brook Pky, Unit 1

301 Alewife Brook Pky

23 Florence St, Unit 1

217 Arlington St

476 Fulton St

476 Fulton St

479 Fulton St

29 Chetwynd Rd, Unit 2

480 Fulton St, Unit 478

476 Fulton St

476 Fulton St

482 Fulton St

29 Chetwynd Rd, Unit 2

19 Sunset Rd, Unit 19

12 Upland Rd, Unit 1

476 Fulton St

76 Curtis St, Unit 1

298 Mystic St

76 Curtis St, Unit 1

207 Arlington St

217 Arlington St, Unit 1

217 Arlington, Unit 1

217 Arlington St

217 Arlington St, Unit 1

217 Arlington St

217 Arlington St

215 Arlington St, Unit 1

217 Arlington St, Unit 1

5 Hamilton Rd

3 Hamilton Rd, Unit 2

3 Hamilton Rd, Unit 2
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 | $3,192 | $2,225 | $6,400 |
Winchester 3 Bedroom Homes for Rent | $3,810 | $3,000 | $5,950 |
Winchester 4 Bedroom Homes for Rent | $5,064 | $3,300 | $8,900 |
Winchester 5 Bedroom Homes for Rent | $6,645 | $4,225 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,958 | $5,945 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $8,231 | $6,995 | $10,000+ |
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 803 Apartments for Rent in Winchester, MA with pricing that ranges from $1,450 to $10,400. There are also 471 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 $4,869.
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 $9,547, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $5,950. 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.