
5 Bedroom Homes for Rent in Winchester, MA (68 Rentals)Page 2 of 2


48 Cleveland St

62 Woods Ave

74 Sharon St

476 Fulton St

27 Upland Rd

62 Woods Ave

418 Massachusetts Ave

74 Sharon St

5 Madison St

474 Fulton St

18 Hamilton Rd

357 Boston Ave

34 Saddle Club Rd

108 Radcliffe Rd

15 Upland Rd

130 E Emerson Rd

30 Whipple 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 | $2,992 | $2,300 | $4,200 |
Winchester 3 Bedroom Homes for Rent | $3,972 | $3,000 | $7,200 |
Winchester 4 Bedroom Homes for Rent | $4,837 | $3,200 | $7,360 |
Winchester 5 Bedroom Homes for Rent | $6,594 | $4,200 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,841 | $5,500 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $9,487 | $7,975 | $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 962 Apartments for Rent in Winchester, MA with pricing that ranges from $1,100 to $11,037. There are also 482 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 $4,999.
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 $11,037, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $7,200. Four Bedroom Single-Family rentals are also available starting from $3,200 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.

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.

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.