close
View Me
5 Bedroom Homes for Rent in Winchester, MA (54 Rentals)
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
$4,2005 Bedroom, 2 Bath Condo for RentAvailable Now
215 Boston Ave, Unit 2
215 Boston Ave
Medford, MA 02155close
View Me
close
View Me
close
View Me
$4,5005 Bedroom, 2 Bath Condo for RentAvailable Now
203 Boston Ave, Unit 2
203 Boston Ave
Medford, MA 02155close
View Me
$5,0005 Bedroom, 2 Bath Condo for RentAvailable Mar 1
314 Massachusetts Ave, Unit 2
314 Massachusetts Ave
Arlington, MA 02474Boston'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
close
View Me
close
View Me
$5,2005 Bedroom, 2 Bath Condo for RentAvailable Jun 1
62 Woods Ave, Unit 2
62 Woods Ave
Somerville, MA 02144close
View Me
close
View Me
$5,5005 Bedroom, 3 Bath Condo for RentAvailable Mar 1
418 Massachusetts Ave, Unit 2
418 Massachusetts Ave
Arlington, MA 02474close
View Me
$5,5005 Bedroom, 2 Bath Condo for RentAvailable Sep 1
132 George St, Unit 2
132 George St
Medford, MA 02155close
View Me
close
View Me
close
View Me
$6,0005 Bedroom, 2 Bath Condo for RentAvailable Jun 1
22 Harris Rd, Unit 2
22 Harris Rd
Medford, MA 02155close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable Jun 1
76 Curtis St, Unit 1
76 Curtis St
Somerville, MA 02144close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable May 31
76 Curtis St, Unit 1
76 Curtis St
Somerville, MA 02144close
View Me
close
View Me
close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable Jun 1
76 Curtis St, Unit 1
76 Curtis St
Somerville, MA 02144close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable Jun 1
76 Curtis St, Unit #1
76 Curtis St
Somerville, MA 02144close
View Me
close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable Jun 1
14 Fairmount St, Unit 14.5
14 Fairmount St
Medford, MA 02155close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable Jun 1
14 Fairmount St, Unit 1
14 Fairmount St
Medford, MA 02155close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable Jun 1
76 Curtis St, Unit 1
76 Curtis St
Somerville, MA 02144close
View Me
$6,2505 Bedroom, 1 Bath Condo for RentAvailable Jun 1
76 Curtis St, Unit 1
76 Curtis St
Somerville, MA 02144close
View Me
close
View Me
$6,3755 Bedroom, 1 Bath Condo for RentAvailable Jun 1
76 Curtis St, Unit 1
76 Curtis St
Somerville, MA 02144close
View Me
$6,3755 Bedroom, 1 Bath Condo for RentAvailable Jun 1
76 Curtis St, Unit curtis st
76 Curtis St
Somerville, MA 02144close
View Me
close
View Me
$6,5005 Bedroom, 2 Bath Condo for RentAvailable Jun 1
136 Burget Ave, Unit 1
136 Burget Ave
Medford, MA 02155close
View Me
$6,5005 Bedroom, 2 Bath Condo for RentAvailable Jun 1
136 Burget Ave, Unit 136 Burget Ave.
136 Burget Ave
Medford, MA 02155close
View Me
$6,5005 Bedroom, 2 Bath Condo for RentAvailable Sep 1
57 Quincy St, Unit 1
57 Quincy St
Medford, MA 02155close
View Me
close
View Me
$6,5005 Bedroom, 2 Bath Condo for RentAvailable Sep 1
57 Quincy St, Unit 57
57 Quincy St
Medford, MA 02155close
View Me
$6,5005 Bedroom, 2 Bath Condo for RentAvailable Sep 1
57 Quincy St, Unit 1
57 Quincy St
Medford, MA 02155close
View Me
$6,5005 Bedroom, 1 Bath Condo for RentAvailable Jun 1
24 Chetwynd Rd, Unit 2
24 Chetwynd Rd
Somerville, MA 02144close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,913 | $2,295 | $4,000 |
| Winchester 3 Bedroom Homes for Rent | $3,955 | $1,660 | $6,375 |
| Winchester 4 Bedroom Homes for Rent | $4,848 | $3,200 | $7,500 |
| Winchester 5 Bedroom Homes for Rent | $6,432 | $3,000 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,052 | $4,600 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $7,700 | $7,700 | $7,700 |
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Let everyone know!
Do you know the Winchester area?
If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 823 Apartments for Rent in Winchester, MA with pricing that ranges from $1,050 to $11,700. There are also 470 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $900 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 $900 to $25,000 with an average monthly rent of $4,753.
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 $2,700 to $6,598, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,660 to $6,375. Four Bedroom Single-Family rentals are also available starting from $3,200 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.
How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.
Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.
What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.