
Condos for Rent in Winchester, MA (319 Rentals)Page 5 of 7


287 Alewife Brook Pky, Unit 2

56 Gordon St, Unit 2

30 Chetwynd Rd, Unit 1

44 Upland Rd, Unit 1

50 Curtis Ave, Unit 1

50 Curtis Ave, Unit 1

1 Victoria St, Unit 2

1 Victoria St, Unit 2

14 Barton St, Unit 2

2 Osgood St, Unit 3

1 Victoria St

19 Sunset Rd

32 Chetwynd Rd, Unit 2

1 Victoria St, Unit 2

1 Victoria St, Unit 2

52 Woods Ave, Unit 2

29 Chetwynd Rd

62 Woods Ave, Unit 2

19 Sunset Rd, Unit 1

62 Woods Ave, Unit 1

301 Alewife Brook Pky

301 Alewife Brook Pky

301 Alewife Brook Pky

301 Alewife Brook Pky, Unit 1

301 Alewife Brook Pky, Unit 301

301 Alewife Brook Pky, Unit 2

301 Alewife Brook Pky, Unit T

12 Upland Rd, Unit upland rd somerville

301 Alewife Brook Pky

64 Chetwynd Rd, Unit 1

19 Sunset Rd, Unit Sunset Rd

19 Sunset Rd, Unit #0

12 Upland Rd

19 Sunset Rd

62 Woods Ave

34 Chetwynd Rd, Unit 1

29 Chetwynd Rd, Unit 2

19 Sunset Rd, Unit 19

29 Chetwynd Rd, Unit 2

19 Sunset Rd, Unit Sunset rd

12 Upland Rd, Unit 1

76 Curtis St, Unit 1

76 Curtis St, Unit 1

76 Curtis St

76 Curtis St, Unit #1

76 Curtis St

76 Curtis St, Unit 1

24 Chetwynd Rd

76 Curtis St, Unit curtis 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 | $2,937 | $2,300 | $4,000 |
Winchester 3 Bedroom Homes for Rent | $3,951 | $2,800 | $7,200 |
Winchester 4 Bedroom Homes for Rent | $4,881 | $3,200 | $7,250 |
Winchester 5 Bedroom Homes for Rent | $6,480 | $2,800 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,720 | $5,500 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $9,487 | $7,975 | $10,000+ |
Browse Top Condos 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 980 Apartments for Rent in Winchester, MA with pricing that ranges from $1,100 to $11,037. There are also 485 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 $4,989.
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 $2,600 to $11,037, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 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.

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.

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.