200 Swanton St, Unit 239
200 Swanton St
WinchesterMA01890
2 Bedroom Homes for Rent in Winchester, MA (82 Rentals)
343 Washington St
WinchesterMA01890
200 Swanton St, Unit 2
200 Swanton St
WinchesterMA01890
247 Washington St, Unit 13
247 Washington St
WinchesterMA01890
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200 Swanton St
WinchesterMA01890
273 Cross St
WinchesterMA01890
247 Washington St
WinchesterMA01890
189 Washington St
WinchesterMA01890
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.
40 Florence St
WinchesterMA01890
200 Swanton St
WinchesterMA01890
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
75 Mystic St, Unit 3
75 Mystic St
ArlingtonMA02474
50 Water St, Unit 25
50 Water St
MedfordMA02155
22 Scott St, Unit 1
22 Scott St
WoburnMA01801
42 Everett St, Unit #1
42 Everett St
ArlingtonMA02474
9 Circuit St, Unit 1
9 Circuit St
MedfordMA02155
1180 Massachusetts Ave, Unit C
1180 Massachusetts Ave
ArlingtonMA02476
384 Fellsway W, Unit 1
384 Fellsway W
MedfordMA02155
2500 Mystic Valley Pky, Unit 1106
2500 Mystic Valley Pky
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.
60 Hamilton St, Unit 1
60 Hamilton St
MedfordMA02155
53 Fairfax St, Unit 1
53 Fairfax St
SomervilleMA02144
34 Holton St, Unit 1
34 Holton St
MedfordMA02155
139 Hillsdale Rd, Unit 2
139 Hillsdale Rd
SomervilleMA02144
81 College Ave, Unit 2
81 College Ave
MedfordMA02155
349 Boston Ave
MedfordMA02155
4 Golden Ct, Unit 2
4 Golden Ct
MedfordMA02155
37 Clark St
MedfordMA02155
40 Hamilton St, Unit 1
40 Hamilton 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.
100 Emerson Gardens Rd, Unit 100
100 Emerson Gardens Rd
LexingtonMA02420
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
29 Harvard Ave, Unit 33
29 Harvard Ave
MedfordMA02155
75 Forest St, Unit 1
75 Forest St
MedfordMA02155
471 Main St
StonehamMA02180
269 Alewife Brook Pky, Unit 1
269 Alewife Brook Pky
SomervilleMA02144
104 Forest St, Unit 104
104 Forest St
ArlingtonMA02474
104 Forest St
ArlingtonMA02474
104 Forest St
ArlingtonMA02474
1 Victoria St
SomervilleMA02144
132 Broadway, Unit 1
132 Broadway
ArlingtonMA02474
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.
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
1 Victoria St
SomervilleMA02144
663 Lowell St, Unit 19
663 Lowell St
LexingtonMA02420
2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
63 Fairfax St, Unit 2
63 Fairfax St
SomervilleMA02144
4 Stratton Dr, Unit 205
4 Stratton Dr
WoburnMA01801
19 Lily Pond Ln
LexingtonMA02420
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
19 Lily Pond Ln
LexingtonMA02420
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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 Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $3,255 | $2,225 | $6,400 |
| Winchester 3 Bedroom Homes for Rent | $3,793 | $3,000 | $6,000 |
| Winchester 4 Bedroom Homes for Rent | $5,111 | $3,300 | $9,500 |
| Winchester 5 Bedroom Homes for Rent | $6,504 | $4,225 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $7,932 | $5,995 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,798 | $6,995 | $10,000+ |
Browse Top Homes for Rent in Winchester
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Winchester, MA Local Guide
- Winchester Neighborhoods
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Quick 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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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 746 Apartments for Rent in Winchester, MA with pricing that ranges from $1,595 to $10,400. There are also 538 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,700 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 $1,700 to $40,000 with an average monthly rent of $4,971.
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 $2,800 to $9,418, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,000. 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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.