
Homes for Rent in Winchester, MA (405 Rentals) Page 5 of 9


19 Sunset Rd, Unit 45

14 Dow St, Unit 1

76 Curtis St

14 Dow St, Unit 1

14 Dow St, Unit 1

14 Dow St

44 Sunset Rd, Unit 46

28 Chetwynd Rd, Unit 24-1

24 Chetwynd Rd, Unit 1

25 Chetwynd Rd, Unit 24-1

24 Chetwynd Rd, Unit 1

46 Sunset Rd, Unit 1

24 Chetwynd Rd, Unit 1

46 Sunset Rd, Unit 1

301 Alewife Brook Pky

301 Alewife Brook Pky, Unit 301

301 Alewife Brook Pky, Unit T

301 Alewife Brook Pky

19 Sunset Rd, Unit 19

64 Chetwynd Rd, Unit 1

19 Sunset Rd, Unit #0

29 Chetwynd Rd, Unit 2

46 Sunset Rd, Unit 48

42 Sunset Rd, Unit #2

48 Sunset Rd, Unit 1

76 Curtis St, Unit 1

3 Hamilton Rd, Unit 2

76 Curtis St, Unit 1

6 High St, Unit #2

33 Raymond Ave

8 High St, Unit 4-2a

31 Raymond Ave, Unit 33-2

35 Raymond Ave, Unit X

35 Raymond Ave, Unit 33-2

26 Chetwynd Rd, Unit #2

20 Chetwynd Rd, Unit 2

3 Hamilton Rd, Unit 2

80 Curtis St

26 Chetwynd Rd, Unit #2

22 Chetwynd Rd, Unit 2

80 Curtis St

16 Chetwynd Rd

10 High St, Unit 2

4 High St, Unit 2

80 Curtis St

16 Chetwynd Rd

16 Chetwynd Rd

4 High St, Unit 1

80 Curtis St, Unit 80
Winchester, MA Local Guide

How much does it cost to rent a home in Winchester?
Bedroom | Average Price | Cheapest Price | Highest Price |
---|---|---|---|
Winchester 2 Bedroom Homes for Rent | $3,053 | $2,200 | $6,375 |
Winchester 3 Bedroom Homes for Rent | $3,890 | $2,850 | $10,000+ |
Winchester 4 Bedroom Homes for Rent | $4,990 | $3,425 | $8,500 |
Winchester 5 Bedroom Homes for Rent | $6,311 | $4,300 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $8,641 | $5,995 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $7,347 | $6,995 | $7,700 |
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 636 Apartments for Rent in Winchester, MA with pricing that ranges from $1,550 to $9,300. There are also 405 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,200 to $40,000.
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 $1,200 to $40,000 with an average monthly rent of $4,804.
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 $2,250 to $7,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,850 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,200.
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.

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.