
Condos for Rent in Winchester, MA (309 Rentals)


90 Sylvester Ave

8 Richardson St

171 Swanton St

115 Washington St, Unit 2B

100 Emerson Gardens Rd, Unit 100

147 Pleasant St, Unit B

19 Arizona Ter, Unit 4

19 Arizona Ter

17 Arizona Ter, Unit 11
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

14 Dudley St, Unit 6

7 Brattle Dr, Unit 1

49 Broadway, Unit #6

14 Brattle Ln, Unit 31

7 Arizona Ter, Unit 2

27 Arlington Rd, Unit 5

31 Arlington Rd, Unit 5

10 Pine Ave, Unit 10

125 Pleasant St, Unit 401

22 Hamilton Rd, Unit #106
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

121 Cambridge Rd, Unit B2

75 Mystic St, Unit 3

400 Massachusetts Ave, Unit 4

1180 Massachusetts Ave, Unit C

12 Water St, Unit 1

25 Arlington Rd, Unit 3

1 Watermill Pl, Unit 112

78 Warren St, Unit 1

12 Hayes St, Unit 1

37 Westminster Ave, Unit 2

1500 Massachusetts Ave, Unit 1

132 Broadway, Unit 1

104 Forest St, Unit 104

116 Medford St, Unit 1

91 Williams St, Unit 91

47 Webster St, Unit 47

2012 Symmes Cir, Unit 1

21 Mount Vernon St, Unit 1

35 Bowdoin St, Unit 35

314 Massachusetts Ave, Unit 2

418 Massachusetts Ave, Unit 2

314 Massachusetts Ave, Unit 2

390 Fellsway W, Unit 5A

22 High St, Unit 14

43 Pomeworth St, Unit 34

4 Nixon Ln, Unit 1W

79 Capen St

289 Elm St, Unit 14

9 Circuit St, Unit 1

101 Boston Ave, Unit #1
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 | $3,023 | $2,300 | $4,200 |
Winchester 3 Bedroom Homes for Rent | $3,933 | $3,000 | $6,900 |
Winchester 4 Bedroom Homes for Rent | $4,955 | $3,425 | $10,000+ |
Winchester 5 Bedroom Homes for Rent | $6,472 | $4,225 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,793 | $5,500 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $8,997 | $6,995 | $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 932 Apartments for Rent in Winchester, MA with pricing that ranges from $1,300 to $11,077. There are also 501 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 $4,932.
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 $2,800 to $11,077, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,900. Four Bedroom Single-Family rentals are also available starting from $3,425 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.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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.