104 Wendell St
WinchesterMA01890
3 Bedroom Homes for Rent in Winchester, MA (86 Rentals)
171 Swanton St
WinchesterMA01890
8 Albamont Rd
WinchesterMA01890
25 Berkshire Dr
WinchesterMA01890
40 Brattle St
ArlingtonMA02476
17 Usher Rd, Unit 3
17 Usher Rd
MedfordMA02155
20 Burget Ave, Unit T
20 Burget Ave
MedfordMA02155
56 Gordon St, Unit 1
56 Gordon St
SomervilleMA02144
12 Pinkham Rd, Unit 1
12 Pinkham Rd
MedfordMA02155
12 Pinkham Rd, Unit 1
12 Pinkham Rd
MedfordMA02155
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
69 Conwell Ave, Unit 1
69 Conwell Ave
SomervilleMA02144
69 Conwell Ave, Unit 1
69 Conwell Ave
SomervilleMA02144
49 Conwell Ave, Unit 2
49 Conwell Ave
SomervilleMA02144
37 Westminster Ave, Unit 2
37 Westminster Ave
ArlingtonMA02474
260 Boston Ave, Unit 1
260 Boston Ave
MedfordMA02155
112 College Ave, Unit U1
112 College Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit #3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit #3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
Explore Like a Local: The Insider's Guide to Boston
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258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
14 Belknap St, Unit 1
14 Belknap St
SomervilleMA02144
23 Curtis St
MedfordMA02155
116 Medford St, Unit 1
116 Medford St
ArlingtonMA02474
75 Lyman Ave, Unit 1
75 Lyman Ave
MedfordMA02155
91 Williams St, Unit 91
91 Williams St
ArlingtonMA02476
21 Jerome St
MedfordMA02155
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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14 Belknap St, Unit 1
14 Belknap St
SomervilleMA02144
32 Irvington Rd
SomervilleMA02144
49 Conwell Ave, Unit 2
49 Conwell Ave
SomervilleMA02144
49 Conwell Ave, Unit 2
49 Conwell Ave
SomervilleMA02144
5 Harris Rd, Unit 1
5 Harris Rd
MedfordMA02155
106 W Adams St, Unit 1
106 W Adams St
SomervilleMA02144
293 Boston Ave, Unit 2
293 Boston Ave
MedfordMA02155
32 Irvington Rd
SomervilleMA02144
59 Quincy St, Unit 59
59 Quincy St
MedfordMA02155
12 Upland Rd
SomervilleMA02144
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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59 Quincy St
MedfordMA02155
10 Harvard Street Ext
WoburnMA01801
33 Rublee St
ArlingtonMA02476
59 Quincy St
MedfordMA02155
117 Burget Ave, Unit 1
117 Burget Ave
MedfordMA02155
119 Burget Ave, Unit 2
119 Burget Ave
MedfordMA02155
20 Bellevue St
MedfordMA02155
3 Hamilton Rd
SomervilleMA02144
119 Burget Ave, Unit 2
119 Burget Ave
MedfordMA02155
271 Ridge St
ArlingtonMA02474
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$2,700
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Sep 153 Boline Pl
3 Boline PlWoburn, MA 01801
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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.
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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 | $3,026 | $2,200 | $6,375 |
| Winchester 3 Bedroom Homes for Rent | $3,909 | $2,850 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,999 | $3,425 | $8,500 |
| Winchester 5 Bedroom Homes for Rent | $6,311 | $4,300 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,641 | $5,995 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $7,347 | $6,995 | $7,700 |
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
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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 636 Apartments for Rent in Winchester, MA with pricing that ranges from $1,550 to $9,300. There are also 405 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,200 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 $1,200 to $40,000 with an average monthly rent of $4,802.
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 $2,250 to $7,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,850 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,200.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.