200 Swanton St
WinchesterMA01890
Homes for Rent in Winchester, MA Under $2,500 (66 Rentals)
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$2,050Studio Apartments Available Now
2 Elmwood Ave
2 Elmwood AveWinchester, MA 01890
200 Swanton St
WinchesterMA01890
200 Swanton St
WinchesterMA01890
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$1,9001 Bedroom Apartments Available Now
2 Elmwood Ave
2 Elmwood AveWinchester, MA 01890
39 Franklin St
WoburnMA01801
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
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$2,5002 Bedroom Apartments Available Jul 1
7 Totman Dr
7 Totman DrWoburn, MA 01801
286 Main St
WoburnMA01801
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$2,4951 Bedroom Apartments Available Now
286 Main St
286 Main StWoburn, MA 01801
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.
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$2,4502 Bedroom Apartments Available Jul 1
50 Mill St
50 Mill StWoburn, MA 01801
74 Beach St
WoburnMA01801
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$2,4001 Bedroom Apartments Available Jul 2
385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
34 Hamilton Rd, Unit 206
34 Hamilton Rd
ArlingtonMA02474
121 Cambridge Rd
WoburnMA01801
107 Warren St
ArlingtonMA02474
286 Main St
WoburnMA01801
57 Russell St
WoburnMA01801
6 Old Colony Ln, Unit 2
6 Old Colony Ln
ArlingtonMA02476
1 Viking Ct
ArlingtonMA02474
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.
22 Hamilton Rd
ArlingtonMA02474
22 Hamilton Rd
ArlingtonMA02474
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$2,3001 Bedroom Apartments Available Jul 2
8 Brattle Dr
8 Brattle DrArlington, MA 02474
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$2,3002 Bedroom Apartments Available Now
22 High St
22 High StMedford, MA 02155
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$2,3001 Bedroom Apartments Available Sep 1
163 Summer St
163 Summer StArlington, MA 02474
17 Old Colony Ln, Unit 10
17 Old Colony Ln
ArlingtonMA02476
67 Grove St
ArlingtonMA02474
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$2,2501 Bedroom Apartments Available Jun 2
898 Massachusetts Ave
898 Massachusetts AveArlington, MA 02476
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$2,2501 Bedroom Apartments Available Aug 4
2 Brattle Dr
2 Brattle DrArlington, MA 02474
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$2,2501 Bedroom Apartments Available Jun 2
8 Brattle Dr
8 Brattle DrArlington, MA 02474
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.
15 Governors Ave
MedfordMA02155
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$2,2501 Bedroom Apartments Available Jul 2
0 Brattle Dr
0 Brattle DrArlington, MA 02474
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$2,2001 Bedroom Apartments Available Now
898 Massachusetts Ave
898 Massachusetts AveArlington, MA 02476
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$2,2001 Bedroom Apartments Available Jun 1
5 Boston Ave
5 Boston AveMedford, MA 02155
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$2,2001 Bedroom Apartments Available Aug 4
0 Brattle Dr
0 Brattle DrArlington, MA 02474
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$2,2001 Bedroom Apartments Available Now
898 Massachusetts Ave
898 Massachusetts AveArlington, MA 02476
15 Governors Ave
MedfordMA02155
15 Governors Ave
MedfordMA02155
15 Governors Ave
MedfordMA02155
15 Governors Ave
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.
15 Governors Ave, Unit 17
15 Governors Ave
MedfordMA02155
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$2,1501 Bedroom Apartments Available Now
11 Allen St
11 Allen StArlington, MA 02474
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$2,1501 Bedroom Apartments Available Aug 4
11 Brattle Dr
11 Brattle DrArlington, MA 02474
15 Allen St
ArlingtonMA02474
6 Harris Cir
ArlingtonMA02474
269 Cambridge Rd, Unit undisclosed
269 Cambridge Rd
WoburnMA01801
77 Fairfax St
SomervilleMA02144
8 Old Colony Ln
ArlingtonMA02476
80 N Warren St
WoburnMA01801
98 Sharon St
MedfordMA02155
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
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 | $3,046 | $2,275 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,102 | $950 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,994 | $2,975 | $7,900 |
| Winchester 5 Bedroom Homes for Rent | $7,887 | $4,325 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,778 | $6,200 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $12,300 | $5,300 | $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
- Nearby Cities
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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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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 438 Apartments for Rent in Winchester, MA with pricing that ranges from $950 to $11,733. There are also 287 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 $5,796.
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 $6,300, 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 $2,975 and Four Bedroom Apartments start at $2,975.
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.
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