
Homes for Rent in Winchester, MA (509 Rentals)Page 2 of 11


2001 Symmes Cir

314 Massachusetts Ave, Unit 2

418 Massachusetts Ave, Unit 2

314 Massachusetts Ave, Unit 2

15 Farmer Rd

15 Farmer Rd

298 Mystic St

48 Webcowet Rd

29 Addison St

6 Farmer Cir

22 Belknap St

39 Hopkins Rd

390 Fellsway W, Unit 5A

22 High St, Unit 14

43 Pomeworth St, Unit 34

4 Nixon Ln, Unit 1W

9 Wildwood Rd

80 Sharon St

79 Capen St

289 Elm St, Unit 14

9 Circuit St, Unit 1

101 Boston Ave, Unit #1

64 Main St, Unit 32B

34 Holton St, Unit 1

16 Orchard St

26 Bradlee Rd

349 Boston Ave

20 Burget Ave

20 Burget Ave, Unit T

4 Golden Ct, Unit 2

81 College Ave, Unit 2

37 Clark St

26 Orchard St, Unit 2

100 High St, Unit 505

100 High St, Unit 505

26 Bradlee Rd

100 High St

29 Harvard Ave, Unit 33

40 Hamilton St, Unit 2

112 College Ave, Unit 1

258 Boston Ave, Unit 2

260 Boston Ave, Unit 1

258 Boston Ave, Unit 2

258 Boston Ave, Unit 3

258 Boston Ave, Unit 2

45 Orchard St, Unit #0

8 Vera Ln

23 Curtis St

227 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 | $3,132 | $2,275 | $6,400 |
Winchester 3 Bedroom Homes for Rent | $3,965 | $2,600 | $6,900 |
Winchester 4 Bedroom Homes for Rent | $4,955 | $3,425 | $10,000+ |
Winchester 5 Bedroom Homes for Rent | $6,207 | $4,225 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,746 | $6,200 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $8,997 | $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 912 Apartments for Rent in Winchester, MA with pricing that ranges from $1,400 to $10,902. There are also 507 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 $4,914.
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 $1,500 to $10,902, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $6,900. Four Bedroom Single-Family rentals are also available starting from $3,425 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.

Navigating the Rental Market: Tips for First-Time Renters
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Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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.