200 Swanton St, Unit 228
200 Swanton St
WinchesterMA01890
Homes for Rent in Winchester, MA (277 Rentals)
270 Cross St
WinchesterMA01890
161 Highland Ave
WinchesterMA01890
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$2,0501 Bedroom Apartments Available Now
2 Elmwood Ave, Unit 1
2 Elmwood AveWinchester, MA 01890
171 Swanton St
WinchesterMA01890
200 Swanton St
WinchesterMA01890
8 Mason St
WinchesterMA01890
7 Ridge St
WinchesterMA01890
63-65 Harvard St
WinchesterMA01890
28 East St
WinchesterMA01890
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city
22 Baldwin St
WinchesterMA01890
488 Washington St
WinchesterMA01890
79 Bacon St
WinchesterMA01890
111 Highland Ave
WinchesterMA01890
270 Cross St
WinchesterMA01890
31 Fells Rd
WinchesterMA01890
60 Graystone Circle
WinchesterMA01890
18 Grant Rd
WinchesterMA01890
161 Highland Ave
WinchesterMA01890
186 Ridge St
WinchesterMA01890
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.
63 Holland St
WinchesterMA01890
200 Swanton St, Unit 412
200 Swanton St
WinchesterMA01890
74 Sharon St
MedfordMA02155
29 Harvard Ave, Unit 33
29 Harvard Ave
MedfordMA02155
2500 Mystic Valley Pky, Unit 702
2500 Mystic Valley Pky
MedfordMA02155
73 Main St
WoburnMA01801
555 Main St
WoburnMA01801
40 Campbell St
WoburnMA01801
6 Johnson St
WoburnMA01801
3 Day Cir
WoburnMA01801
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.
353 Washington St
ArlingtonMA02474
4 Arizona Ter, Unit 5
4 Arizona Ter
ArlingtonMA02474
1 Brattle Dr, Unit 1
1 Brattle Dr
ArlingtonMA02474
333 Massachusetts Ave
ArlingtonMA02474
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
24 Oxford St, Unit 1
24 Oxford St
ArlingtonMA02474
14 Kings Ct
ArlingtonMA02474
61 Wollaston Ave, Unit 61 Wollaston Ave - 2
61 Wollaston Ave
ArlingtonMA02476
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
2 Michael St
ArlingtonMA02474
15 Campbell Rd
ArlingtonMA02476
25 Falmouth Rd
ArlingtonMA02474
98 Sharon St
MedfordMA02155
15 Governors Ave, Unit 17
15 Governors Ave
MedfordMA02155
50 Water St, Unit 76
50 Water St
MedfordMA02155
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
46 Clewley Rd, Unit 3
46 Clewley Rd
MedfordMA02155
2500 Mystic Valley Pky, Unit 805
2500 Mystic Valley Pky
MedfordMA02155
21 Royall St, Unit 3B1B on 2nd FL
21 Royall St
MedfordMA02155
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Showing Results 1-50, Page 1 of 6
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 | $3,101 | $2,300 | $4,750 |
| Winchester 3 Bedroom Homes for Rent | $4,129 | $2,900 | $6,500 |
| Winchester 4 Bedroom Homes for Rent | $5,290 | $2,850 | $9,750 |
| Winchester 5 Bedroom Homes for Rent | $8,751 | $4,900 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,941 | $6,495 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Winchester, MA Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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Top 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
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Real 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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Remember the 3 Rules of Real Estate:Location, Location, Location!
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 407 Apartments for Rent in Winchester, MA with pricing that ranges from $1,000 to $20,951. There are also 278 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $985 to $20,000.
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 $985 to $20,000 with an average monthly rent of $4,687.
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 $2,600 to $6,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,900 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,850 and Four Bedroom Apartments start at $3,300.
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
Written by: Amelia Ramstead
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!
Articles, How-To's, and Tips
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
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.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.