31 Fells Rd
WinchesterMA01890
Pet Friendly Homes for Rent in Winchester, MA (107 Rentals)
Homes for rent in Winchester that love your dogs or cats as much as you do!
34 Glen Rd
WinchesterMA01890
186 Ridge St
WinchesterMA01890
120 Jerome St
MedfordMA02155
301 Alewife Brook Pky
SomervilleMA02144
21 Jerome St
MedfordMA02155
3 Day Cir
WoburnMA01801
15 Allen St
ArlingtonMA02474
5 Arizona Ter, Unit 6, Unit 6
5 Arizona Ter
ArlingtonMA02474
2012 Symmes Cir, Unit 1, Unit 1
2012 Symmes Cir
ArlingtonMA02474
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.
48 Maynard St, Unit 1, Unit 1
48 Maynard St
ArlingtonMA02474
133 Sunset Rd
ArlingtonMA02474
41 Rublee St, Unit 1, Unit 1
41 Rublee St
ArlingtonMA02476
61 Wollaston Ave, Unit 61 Wollaston Ave - Unit 2, Unit 61 Wollaston Ave - Unit 2
61 Wollaston Ave
ArlingtonMA02476
25 Falmouth Rd
ArlingtonMA02474
48 Orchard St, Unit 3, Unit 3
48 Orchard St
MedfordMA02155
48 Forest St, Unit 106, Unit 106
48 Forest St
MedfordMA02155
38 George St, Unit 2, Unit 2
38 George St
MedfordMA02155
260 Boston Ave, Unit 1, Unit 1
260 Boston Ave
MedfordMA02155
258 Boston Ave
MedfordMA02155
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.
207 Boston Ave
MedfordMA02155
227 Boston Ave
MedfordMA02155
7 Greenleaf Ave, Unit 1, Unit 1
7 Greenleaf Ave
MedfordMA02155
151 Walsh St
MedfordMA02155
48 Forest St, Unit 106, Unit 106
48 Forest St
MedfordMA02155
5 Harris Rd
MedfordMA02155
77 Lyman Ave, Unit 2, Unit 2
77 Lyman Ave
MedfordMA02155
207 Boston Ave, Unit 1, Unit 1
207 Boston Ave
MedfordMA02155
12 Headland Way
MedfordMA02155
476 Fulton St
MedfordMA02155
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
476 Fulton St
MedfordMA02155
10 Greenleaf Ave, Unit 1, Unit 1
10 Greenleaf Ave
MedfordMA02155
217 Arlington St
MedfordMA02155
480 Fulton St, Unit 478, Unit 478
480 Fulton St
MedfordMA02155
217 Arlington St, Unit 1, Unit 1
217 Arlington St
MedfordMA02155
476 Fulton St, Unit 476, Unit 476
476 Fulton St
MedfordMA02155
17 Tesla Ave
MedfordMA02155
57 Quincy St, Unit 1, Unit 1
57 Quincy St
MedfordMA02155
136 Burget Ave
MedfordMA02155
120 Jerome St
MedfordMA02155
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
128 Monument St, Unit 126, Unit 126
128 Monument St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St, Unit 1, Unit 1
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St, Unit 120, Unit 120
120 Jerome St
MedfordMA02155
232 Fulton St, Unit T, Unit T
232 Fulton St
MedfordMA02155
232 Fulton St, Unit 232, Unit 232
232 Fulton St
MedfordMA02155
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,886 | $2,299 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,058 | $950 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,847 | $3,100 | $7,900 |
| Winchester 5 Bedroom Homes for Rent | $6,996 | $1,250 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,596 | $5,497 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,800 | $5,600 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
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- School Districts
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
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 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.
Read ArticleQuick 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!
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If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
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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 $950 to $12,327. There are also 309 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $950 to $28,000.
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 $950 to $28,000 with an average monthly rent of $5,060.
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 $2,699 to $5,950, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $10,000. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,100.
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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.