
Condos for Rent in Winchester, MA (387 Rentals)Page 2 of 8


9 Bartlett Ave, Unit 2

91 Williams St, Unit 91

47 Webster St, Unit 47

18 Albermarle St, Unit 18

22 Cleveland St, Unit A

48 Newcomb St, Unit 48

22 Cleveland St, Unit A

2012 Symmes Cir, Unit 1

21 Mount Vernon St, Unit 1

33 Grafton St, Unit 2

52 Webster St, Unit 52

35 Bowdoin St, Unit 35

314 Massachusetts Ave, Unit 2

314 Massachusetts Ave, Unit 2

418 Massachusetts Ave, Unit 2

102 Hathaway Cir, Unit 102

22 High St, Unit 14

79 Capen St

91 Hillsdale Rd, Unit 2A

422 High St, Unit 30

289 Elm St, Unit 14

190 High St, Unit 109

30 Early Ave, Unit 1

19 Canal St, Unit 2

28 Maple Ave, Unit 1

9 Circuit St, Unit 1

101 Boston Ave, Unit Boston Ave

101 Boston Ave, Unit #1

51 Warren St, Unit 2

3 Forest St, Unit 401

71 Adams St, Unit 1

71 Adams St, Unit 1

213 Forest St, Unit 1

26 Bradlee Rd, Unit 1

40 Walnut St, Unit 1

7 North St, Unit 2

4 Golden Ct, Unit 1

34 Holton St, Unit 1

26 Bradlee Rd

349 Boston Ave

16 Orchard St

26 Bradlee Rd, Unit 402

26 Bradlee Rd, Unit 402

194 Forest St, Unit 2

20 Burget Ave

20 Burget Ave, Unit T

26 Bradlee Rd, Unit #402

4 Golden Ct, Unit 2

43 Orchard St, Unit #0
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 | $2,991 | $2,375 | $4,000 |
Winchester 3 Bedroom Homes for Rent | $3,920 | $2,800 | $7,200 |
Winchester 4 Bedroom Homes for Rent | $4,920 | $3,100 | $7,500 |
Winchester 5 Bedroom Homes for Rent | $6,163 | $1,150 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,967 | $4,600 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $7,837 | $7,700 | $7,975 |
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 993 Apartments for Rent in Winchester, MA with pricing that ranges from $1,100 to $10,400. There are also 559 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,150 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 $1,150 to $25,000 with an average monthly rent of $4,799.
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 $7,135, 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 $3,100 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.

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.