31 Coolidge Rd
WinchesterMA01890
Pet Friendly Homes for Rent in Winchester, MA (150 Rentals)
Homes for rent in Winchester that love your dogs or cats as much as you do!
10 Farrow St
WinchesterMA01890
35 Thornberry Rd
WinchesterMA01890
200 Swanton St
WinchesterMA01890
40 Dunster Ln
WinchesterMA01890
378 Washington St
WinchesterMA01890
2 Rangeley Rd
WinchesterMA01890
25 Berkshire Dr
WinchesterMA01890
211 Forest St
WinchesterMA01890
10 Hillcrest Pkwy
WinchesterMA01890
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.
35 Thornberry Rd
WinchesterMA01890
46 Lowell St, Unit 2
46 Lowell St
LexingtonMA02420
339 Massachusetts Ave, Unit 10
339 Massachusetts Ave
ArlingtonMA02474
3 Brattle Dr, Unit 3
3 Brattle Dr
ArlingtonMA02474
310 Massachusetts Ave, Unit 11
310 Massachusetts Ave
ArlingtonMA02474
314 Massachusetts Ave, Unit 11
314 Massachusetts Ave
ArlingtonMA02474
892 Massachusetts Ave, Unit 50
892 Massachusetts Ave
ArlingtonMA02476
1 Brattle Dr, Unit 9
1 Brattle Dr
ArlingtonMA02474
18 Moulton Rd, Unit 2
18 Moulton Rd
ArlingtonMA02476
17 Lorne Rd, Unit 17
17 Lorne Rd
ArlingtonMA02476
Explore Like a Local: The Insider's Guide to Boston
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995 Massachusetts Ave, Unit 403
995 Massachusetts Ave
ArlingtonMA02476
1 Laurel St
ArlingtonMA02476
21 Franklin St, Unit 1
21 Franklin St
WoburnMA01801
37 Westminster Ave, Unit 2
37 Westminster Ave
ArlingtonMA02474
19 Newland Rd, Unit 2
19 Newland Rd
ArlingtonMA02474
104 Forest St, Unit 104
104 Forest St
ArlingtonMA02474
132 Broadway, Unit 1
132 Broadway
ArlingtonMA02474
116 Medford St, Unit 1
116 Medford St
ArlingtonMA02474
47 Webster St, Unit 47
47 Webster St
ArlingtonMA02474
40 Brattle St
ArlingtonMA02476
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
13 Garfield Ave
WoburnMA01801
271 Ridge St
ArlingtonMA02474
22 James St
WoburnMA01801
22 James St
WoburnMA01801
35 Bowdoin St, Unit 35
35 Bowdoin St
ArlingtonMA02474
40 Brattle St
ArlingtonMA02476
3 Day Cir
WoburnMA01801
422 High St, Unit 10
422 High St
MedfordMA02155
14 Cotting St, Unit 3
14 Cotting 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.
177 Central St
StonehamMA02180
9 Circuit St, Unit 1
9 Circuit St
MedfordMA02155
17 Usher Rd, Unit 3
17 Usher Rd
MedfordMA02155
26 Bradlee Rd, Unit 1
26 Bradlee Rd
MedfordMA02155
165 Sharon St
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
227 Boston Ave, Unit 1
227 Boston Ave
MedfordMA02155
21 Jerome St
MedfordMA02155
5 Harris Rd, Unit 1
5 Harris Rd
MedfordMA02155
293 Boston Ave, Unit 2
293 Boston Ave
MedfordMA02155
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
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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 | $2,988 | $2,075 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,925 | $1,200 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $5,140 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,884 | $4,300 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,479 | $6,200 | $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
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Winchester, MA Local Guide
- Winchester Neighborhoods
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Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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 ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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 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.
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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 534 Apartments for Rent in Winchester, MA with pricing that ranges from $1,200 to $9,300. There are also 335 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,100 to $40,000.
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 $1,100 to $40,000 with an average monthly rent of $4,678.
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 $6,900, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $3,000.
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.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.