![227 Boston Ave, Unit #2](https://images1.apartmenthomeliving.com/i2/cb0E1poPXMSCOjjjju8rH_v7nsm2RE3KmIPjWHo5n-c/117/image.jpg?p=1)
5 Bedroom Apartments for Rent in Winchester, MA (90 Rentals)
![227 Boston Ave, Unit #2](https://images1.apartmenthomeliving.com/i2/cb0E1poPXMSCOjjjju8rH_v7nsm2RE3KmIPjWHo5n-c/117/image.jpg?p=1)
![14 Fairmount St, Unit T](https://images1.apartmenthomeliving.com/i2/GR9NCUxkYZwQ35LWQQcbuIB5jf05Bkv5M1bVQMxmBww/117/image.jpg?p=1)
14 Fairmount St, Unit T
Boston'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
![14 Fairmount St, Unit 14](https://images1.apartmenthomeliving.com/i2/AUwYUVDvkoQ5B9tmmCyI2-gGrzy6kwI4MwrvvqUAKUk/117/image.jpg?p=1)
14 Fairmount St, Unit 14
![65 Conwell Ave, Unit #1](https://images1.apartmenthomeliving.com/i2/3Cbrk2CbcSBDFJgO6O3UpGRwb0PTWdEwbfGBFNQ1E1M/117/image.jpg?p=1)
65 Conwell Ave, Unit #1
![314 Massachusetts Ave, Unit #2](https://images1.apartmenthomeliving.com/i2/h3C-ZeCPgQYh3R6Uk3_8wdMzbrh6Jo6UsXa1hrTQ7aI/117/image.jpg?p=1)
314 Massachusetts Ave, Unit #2
![57 Quincy St, Unit 57 Quincy St](https://images1.apartmenthomeliving.com/i2/fvn1WKattwy2ItPf1qlmWW_UyLLztXfvQLxZ-o_M6Es/117/image.jpg?p=1)
57 Quincy St, Unit 57 Quincy St
![314 Massachusetts Ave, Unit 2](https://images1.apartmenthomeliving.com/i2/fjfAlWlhSD33IEAi5l8AcQJqxsIjn_YoriZsToF_808/117/image.jpg?p=1)
314 Massachusetts Ave, Unit 2
![418 Massachusetts Ave, Unit #2](https://images1.apartmenthomeliving.com/i2/ik5tfMchXuOQCLNx2wvC6_FVq2vEzkudhbaCumCM3Gs/117/image.jpg?p=1)
418 Massachusetts Ave, Unit #2
![14 Fairmount St, Unit T](https://images1.apartmenthomeliving.com/i2/OEC5cxw0JqeoU_8o2ez6HKQADueDjXjuIVZrqCKj1Sg/117/image.jpg?p=1)
14 Fairmount St, Unit T
![14 Fairmount St, Unit A](https://images1.apartmenthomeliving.com/i2/7P50j2PtnwF0E94agN47cXc9J8out-W2J6U89GWzDe8/117/image.jpg?p=1)
14 Fairmount St, Unit A
![14 Fairmount St, Unit 1](https://images1.apartmenthomeliving.com/i2/uxg8rRWPDPFx4MdcE4uR66f7XxgMLgSlbT6POKTstOA/117/image.jpg?p=1)
14 Fairmount St, Unit 1
![136 Burget Ave, Unit 2](https://images1.apartmenthomeliving.com/i2/5jw2wsI6htvvCQcZCTD78N6IHdGNv-kj_uSUU7gQUu8/117/image.jpg?p=1)
136 Burget Ave, Unit 2
![136 Burget Ave, Unit 136](https://images1.apartmenthomeliving.com/i2/cKQ7_YF414X4Q0_zaB-QVerHsB3bOjtau2pixnT7I8c/117/image.jpg?p=1)
136 Burget Ave, Unit 136
![14 Fairmount St, Unit 14.5](https://images1.apartmenthomeliving.com/i2/7qaBJFRwtdigmnt_I_gzrdc3GzH_12eSezxsZ29Kcj0/117/image.jpg?p=1)
14 Fairmount St, Unit 14.5
![65 Conwell Ave, Unit 1](https://images1.apartmenthomeliving.com/i2/mtvdJF8Cz2qngkpFYULq7mEBEm0mjZiKkFwOV0H5JpA/117/image.jpg?p=1)
65 Conwell Ave, Unit 1
![24 Chetwynd Rd, Unit 2](https://images1.apartmenthomeliving.com/i2/tkE0U-1CTmQmykiPDRHi9cdL_OiVKqU4wai4iqOO0ws/117/image.jpg?p=1)
24 Chetwynd Rd, Unit 2
![41 Chetwynd Rd, Unit 2](https://images1.apartmenthomeliving.com/i2/o7w9AaNjUcR43MJ68BZbQr7SkN6rokfhTmGTKWWee9E/117/image.jpg?p=1)
41 Chetwynd Rd, Unit 2
Winchester, MA Local Guide
![Apartments for rent in Winchester, MA](https://assets.apartmenthomeliving.com/content/ma/winchester/winchester_ma.jpg)
How much does it cost to rent an apartment in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Studio Apartments | $2,444 | $1,300 | $4,065 |
Winchester 1 Bedroom Apartments | $2,703 | $1,050 | $4,190 |
Winchester 2 Bedroom Apartments | $3,157 | $1,170 | $6,411 |
Winchester 3 Bedroom Apartments | $3,762 | $2,700 | $6,598 |
Winchester 4 Bedroom Apartments | $4,406 | $3,249 | $5,500 |
Winchester 5 Bedroom Apartments | $5,906 | $4,000 | $7,800 |
Winchester 6 Bedroom Apartments | $7,728 | $6,300 | $10,000+ |
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
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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.
Getting Around Winchester, MA
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winchester
How much are Studio apartments in Winchester?
There are currently 33 Studio Apartments in Winchester with rent ranges from $1,300 to $4,065 with an average price of $2,444.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,050 to $4,190 with an average monthly rent of $2,703.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,170 to $6,411. Today's average rental price for Two Bedrooms here is $3,157.
How expensive are Winchester Three Bedroom Apartments?
There are currently 158 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,700 to $6,598 - averaging $3,762 for the location.
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.
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The 10 Best Affordable Neighborhoods in Boston, MA
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How Your Move-In Inspection Can Protect Your Security Deposit
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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.
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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.