35 Bowdoin St, Unit 35
35 Bowdoin St
ArlingtonMA02474
Homes for Rent in Winchester, MA (307 Rentals) Page 2 of 7
40 Brattle St
ArlingtonMA02476
3 Day Cir
WoburnMA01801
100 Ledgewood Dr, Unit 216
100 Ledgewood Dr
StonehamMA02180
422 High St, Unit 9
422 High St
MedfordMA02155
177 Central St
StonehamMA02180
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
100 Ledgewood Dr, Unit 515
100 Ledgewood Dr
StonehamMA02180
9 Circuit St, Unit 1
9 Circuit St
MedfordMA02155
17 Usher Rd, Unit 3
17 Usher Rd
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
4 Golden Ct, Unit 2
4 Golden Ct
MedfordMA02155
165 Sharon St
MedfordMA02155
112 College Ave, Unit U1
112 College Ave
MedfordMA02155
258 Boston Ave, Unit #3
258 Boston Ave
MedfordMA02155
260 Boston Ave, Unit 1
260 Boston Ave
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
227 Boston Ave, Unit 1
227 Boston Ave
MedfordMA02155
841 Fellsway W
MedfordMA02155
165 Gaston St
MedfordMA02155
5 Harris Rd, Unit 1
5 Harris Rd
MedfordMA02155
293 Boston Ave, Unit 2
293 Boston Ave
MedfordMA02155
59 Quincy St, Unit 59
59 Quincy St
MedfordMA02155
148 George St, Unit 2
148 George St
MedfordMA02155
30 High St, Unit 43
30 High St
MedfordMA02155
111 Sharon St, Unit Unit 1
111 Sharon St
MedfordMA02155
10 Pinkham Rd, Unit 2
10 Pinkham Rd
MedfordMA02155
5 Harris Rd
MedfordMA02155
207 Boston Ave, Unit A
207 Boston Ave
MedfordMA02155
49 Ripley Rd
MedfordMA02155
112 College Ave, Unit U2
112 College Ave
MedfordMA02155
112 College Ave, Unit U2
112 College Ave
MedfordMA02155
14 Fairmount St
MedfordMA02155
355 Boston Ave, Unit 1
355 Boston Ave
MedfordMA02155
10 Greenleaf Ave, Unit 1
10 Greenleaf Ave
MedfordMA02155
217 Arlington St
MedfordMA02155
479 Fulton St
MedfordMA02155
480 Fulton St, Unit 478
480 Fulton St
MedfordMA02155
217 Arlington St, Unit 1
217 Arlington St
MedfordMA02155
240 Boston Ave
MedfordMA02155
476 Fulton St, Unit 476
476 Fulton St
MedfordMA02155
17 Tesla Ave, Unit 1
17 Tesla Ave
MedfordMA02155
16 Fairmount St, Unit U2
16 Fairmount St
MedfordMA02155
136 Burget Ave
MedfordMA02155
57 Quincy St, Unit 57
57 Quincy St
MedfordMA02155
57 Quincy St, Unit 1
57 Quincy St
MedfordMA02155
232 Fulton St, Unit 2
232 Fulton St
MedfordMA02155
128 Monument St, Unit 126
128 Monument St
MedfordMA02155
230 Fulton St
MedfordMA02155
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 | $2,919 | $2,175 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,681 | $2,800 | $5,500 |
| Winchester 4 Bedroom Homes for Rent | $5,010 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,565 | $2,800 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,124 | $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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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 486 Apartments for Rent in Winchester, MA with pricing that ranges from $1,000 to $9,300. There are also 314 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,500 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 $1,500 to $40,000 with an average monthly rent of $4,480.
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 $2,800 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $1,000.
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
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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!