63-65 Harvard St
WinchesterMA01890
Luxury Townhomes for Rent in Winchester, MA (40 Rentals)
The most luxurious Townhomes in Winchester with high-end amenities, features, and finishes.
7 Ridge St
WinchesterMA01890
5 Quigley Ct
WinchesterMA01890
28 East St
WinchesterMA01890
79 Bacon St
WinchesterMA01890
21 Royall St
MedfordMA02155
30 Early Ave
MedfordMA02155
35 Sunnyside Ave
ArlingtonMA02474
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
169 Franklin St
StonehamMA02180
97-99 W Quincy St
SomervilleMA02144
79 Curtis St
SomervilleMA02144
74 Cambridge Rd
WoburnMA01801
31 Lyman Ave
MedfordMA02155
83 Harlow St
ArlingtonMA02474
92 Hume Ave
MedfordMA02155
39 Harlow St
ArlingtonMA02474
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.
28 Early Ave
MedfordMA02155
993 Massachusetts Ave
LexingtonMA02420
991 Massachusetts Ave
LexingtonMA02420
45 Woods Ave
SomervilleMA02144
28 Churchill Ave
ArlingtonMA02476
39 Manning St
MedfordMA02155
14 Schouler Ct
ArlingtonMA02476
555 Main St
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.
36 Chester Ave
MedfordMA02155
463 Fulton St
MedfordMA02155
159 Bedford Rd
WoburnMA01801
132 Grant St
LexingtonMA02420
6 Johnson St
WoburnMA01801
1087 Massachusetts Ave
ArlingtonMA02476
2 Glenbrook Ln
ArlingtonMA02474
801 Manor Ter
LexingtonMA02420
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.
3 Hamilton Rd
SomervilleMA02144
122 Massachusetts Ave
LexingtonMA02420
2-4 Holton St
MedfordMA02155
4 Senator Rd
WoburnMA01801
582 Massachusetts Ave
LexingtonMA02420
72 Cambridge Rd
WoburnMA01801
421 High St
MedfordMA02155
38 Courtyard Pl
LexingtonMA02420
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 1-40, Page 1 of 1
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 Townhomes for Rent | $3,253 | $2,300 | $4,750 |
| Winchester 3 Bedroom Townhomes for Rent | $3,802 | $2,800 | $6,500 |
| Winchester 4 Bedroom Townhomes for Rent | $4,075 | $3,450 | $4,500 |
| Winchester 5 Bedroom Townhomes for Rent | $4,950 | $4,950 | $4,950 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Townhomes 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.
Read Article
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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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 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 $800 to $6,500.
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 $800 to $6,500 with an average monthly rent of $3,522.
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 $2,800 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,450 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
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!
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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
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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.
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.