
4 Bedroom Homes for Rent in Winchester, MA (117 Rentals) Page 2 of 3


28 Chetwynd Rd, Unit 24-1

24 Chetwynd Rd, Unit 1

24 Chetwynd Rd, Unit 1

46 Sunset Rd, Unit 1

44 Sunset Rd, Unit 46

25 Chetwynd Rd, Unit 24-1

24 Chetwynd Rd, Unit 1

355 Boston Ave, Unit 1

355 Boston Ave, Unit 1

301 Alewife Brook Pky, Unit T

301 Alewife Brook Pky

19 Sunset Rd, Unit 19

10 Greenleaf Ave, Unit 1

64 Chetwynd Rd, Unit 1

301 Alewife Brook Pky

301 Alewife Brook Pky, Unit 301

19 Sunset Rd, Unit #0

217 Arlington St

480 Fulton St, Unit 478

29 Chetwynd Rd, Unit 2

46 Sunset Rd, Unit 48

48 Sunset Rd, Unit 1

42 Sunset Rd, Unit #2

298 Mystic St

217 Arlington St, Unit 1

217 Arlington St, Unit 1

217 Arlington St, Unit 1

35 Raymond Ave, Unit X

35 Raymond Ave, Unit 33-2

31 Raymond Ave, Unit 33-2

33 Raymond Ave

19 Shirley Rd

93 Winthrop St

19 Sunset Rd

10 Pinkham Rd

373 Salem St

227 Boston Ave

34 Main St

25 Bailey St

45-47-47 Webster St

15 Taylor St

62 Woods Ave

133 Brattle St

469 Appleton St

215-217 Boston Ave

1 Victoria St

133 Park Ave
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 | $3,026 | $2,200 | $6,375 |
Winchester 3 Bedroom Homes for Rent | $3,909 | $2,850 | $10,000+ |
Winchester 4 Bedroom Homes for Rent | $4,999 | $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 $4,802.
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.