
4 Bedroom Homes for Rent in Winchester, MA (244 Rentals) Page 5 of 5


27 Upland Rd

126 Monument St

40 George St

44 George St

357 Boston Ave

62 Woods Ave

15 Upland Rd

227 Boston Ave

56 Warren Ave

15 Taylor St

143 Ridge St

252 Florence Ave

41 Blueberry Hill Rd

215-217 Boston Ave

25 Auburn St

476 Fulton St

74 Sharon St

104 W Adams St

58 Revere Rd

478 Fulton St

29 Devereaux St

419 Boston Ave

195 Forest St

217 Arlington St

15 Trotting Horse Dr

474 Fulton St

122 Jerome St

12 White Pine Ln

161 North St

18 Wyman St

357 Boston Ave

232 Fulton St

126 Monument St

40 Lantern Rd

244 Clifton St

174 Fulton St

39 Winter St

9 Lantern Rd

120 Jerome St

45 Wellesley Rd

109 E Emerson Rd

30 Whipple Rd

23 Thoreau Rd
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 | $3,192 | $2,225 | $6,400 |
Winchester 3 Bedroom Homes for Rent | $3,810 | $3,000 | $5,950 |
Winchester 4 Bedroom Homes for Rent | $5,064 | $3,300 | $8,900 |
Winchester 5 Bedroom Homes for Rent | $6,645 | $4,225 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,958 | $5,945 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $8,231 | $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 803 Apartments for Rent in Winchester, MA with pricing that ranges from $1,450 to $10,400. There are also 471 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $920 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 $920 to $40,000 with an average monthly rent of $4,869.
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 $2,500 to $9,547, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $5,950. Four Bedroom Single-Family rentals are also available starting from $3,300 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.