200 Swanton St, Unit 738
200 Swanton St
WinchesterMA01890
Condos for Rent in Winchester, MA (89 Rentals)
200 Swanton St, Unit 705
200 Swanton St
WinchesterMA01890
200 Swanton St
WinchesterMA01890
115 Washington St
WinchesterMA01890
666 Main St
WinchesterMA01890
200 Swanton St, Unit 240
200 Swanton St
WinchesterMA01890
200 Swanton St, Unit 738
200 Swanton St
WinchesterMA01890
125 Pleasant St, Unit 306
125 Pleasant St
ArlingtonMA02476
305 Salem St, Unit 210
305 Salem St
WoburnMA01801
2 Albert Dr, Unit 10
2 Albert Dr
WoburnMA01801
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
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379 Main St, Unit 1
379 Main St
WoburnMA01801
1033 Massachusetts Ave, Unit 10
1033 Massachusetts Ave
ArlingtonMA02476
3 Colonial Village Dr, Unit 10
3 Colonial Village Dr
ArlingtonMA02474
72 Harlow St, Unit 72
72 Harlow St
ArlingtonMA02474
4 Park St, Unit 1
4 Park St
ArlingtonMA02474
164 Mystic Valley Pky, Unit 164 Mystic Valley Pkwy
164 Mystic Valley Pky
ArlingtonMA02474
24 Oxford St, Unit 1
24 Oxford St
ArlingtonMA02474
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
46 Clewley Rd, Unit 3
46 Clewley Rd
MedfordMA02155
29 Harvard Ave, Unit 33
29 Harvard Ave
MedfordMA02155
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
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2500 Mystic Valley Pky, Unit 702
2500 Mystic Valley Pky
MedfordMA02155
7 Hillside Ave, Unit 3
7 Hillside Ave
MedfordMA02155
7 Greenleaf Ave, Unit 1
7 Greenleaf Ave
MedfordMA02155
112 College Ave, Unit 1##
112 College Ave
MedfordMA02155
34 Salem St, Unit 201
34 Salem St
MedfordMA02155
14 Sturtevant Ter, Unit 1
14 Sturtevant Ter
MedfordMA02155
120 Jerome St, Unit 1
120 Jerome St
MedfordMA02155
73 Hillsdale Rd, Unit 2
73 Hillsdale Rd
MedfordMA02155
120 Jerome St
MedfordMA02155
100 Ledgewood Dr, Unit 412
100 Ledgewood Dr
StonehamMA02180
What It Really Costs to Live in Boston: A Local Renter’s Guide
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177 Central St
StonehamMA02180
33 Sterling St, Unit 1
33 Sterling St
SomervilleMA02144
62 Woods Ave, Unit 2##
62 Woods Ave
SomervilleMA02144
11 Raymond Ave
SomervilleMA02144
33 Raymond Ave, Unit 2
33 Raymond Ave
SomervilleMA02144
33 Raymond Ave, Unit 2
33 Raymond Ave
SomervilleMA02144
35 Prospect St, Unit 311
35 Prospect St
WoburnMA01801
385 Massachusetts Ave, Unit 56
385 Massachusetts Ave
ArlingtonMA02474
898 Massachusetts Ave, Unit 24
898 Massachusetts Ave
ArlingtonMA02476
89 Burget Ave, Unit 2
89 Burget Ave
MedfordMA02155
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
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898 Massachusetts Ave, Unit 32
898 Massachusetts Ave
ArlingtonMA02476
89 Burget Ave, Unit 2
89 Burget Ave
MedfordMA02155
898 Massachusetts Ave, Unit 23
898 Massachusetts Ave
ArlingtonMA02476
12 Brattle Dr, Unit 5
12 Brattle Dr
ArlingtonMA02474
15 Governors Ave, Unit 22
15 Governors Ave
MedfordMA02155
85 Boston Ave, Unit 2
85 Boston Ave
MedfordMA02155
15 Governors Ave, Unit 28
15 Governors Ave
MedfordMA02155
15 Governors Ave, Unit 24
15 Governors Ave
MedfordMA02155
15 Governors Ave, Unit 2
15 Governors Ave
MedfordMA02155
97 W Quincy St
SomervilleMA02144
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Showing Results 1-50, Page 1 of 2
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 Condos for Rent | $2,844 | $2,350 | $3,500 |
| Winchester 3 Bedroom Condos for Rent | $3,864 | $3,000 | $4,995 |
| Winchester 4 Bedroom Condos for Rent | $4,770 | $3,800 | $5,600 |
| Winchester 5 Bedroom Condos for Rent | $5,810 | $4,900 | $7,250 |
| Winchester 6 Bedroom Condos for Rent | $7,515 | $6,495 | $8,700 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Condos for Rent in Winchester
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Winchester, MA Local Guide
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Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
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Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Quick Rent Budget Calculator
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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.
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Explore Winchester, MA Rentals by Map
See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 445 Apartments for Rent in Winchester, MA with pricing that ranges from $825 to $18,885. There are also 283 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,800 to $8,700.
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 $1,800 to $8,700 with an average monthly rent of $3,315.
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 $6,718, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $4,995. Four Bedroom Single-Family rentals are also available starting from $3,800 and Four Bedroom Apartments start at $2,900.
Expert Rental Resources
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.
Helpful Local Expert Guides
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
What It Really Costs to Live in Boston: A Local Renter's Guide
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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
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Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.