76 Curtis St
SomervilleMA02144
Homes for Rent in Winchester, MA with Hardwood Floors (81 Rentals) Page 2 of 2
16 Chetwynd Rd
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
3 Hamilton Rd
SomervilleMA02144
80 Curtis St
SomervilleMA02144
close
View Me
$2,2501 Bedroom Apartments Available Jun 1
5 Arizona Terrace, Unit #6
5 Arizona TerraceArlington, MA 02474
close
View Me
$2,1501 Bedroom Apartments Available Now
10 Totman Dr, Unit 7
10 Totman DrWoburn, MA 01801
close
View Me
$2,2001 Bedroom Apartments Available Jun 15
276 Massachusetts Ave, Unit #408
276 Massachusetts AveArlington, MA 02474
close
View Me
$7,0005 Bedroom Apartments Available Jul 1
14 Sturtevant Terrace, Unit 1
14 Sturtevant TerraceMedford, MA 02155
close
View Me
$3,9004 Bedroom Apartments Available Sep 1
15 Taylor St, Unit 1B
15 Taylor StMedford, MA 02155
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.
close
View Me
$2,4502 Bedroom Apartments Available Jul 1
50 Mill St, Unit 11
50 Mill StWoburn, MA 01801
close
View Me
$2,7002 Bedroom Apartments Available Now
10 Totman Dr, Unit 12
10 Totman DrWoburn, MA 01801
close
View Me
$3,9004 Bedroom Apartments Available Sep 1
15 Taylor St, Unit #1
15 Taylor StMedford, MA 02155
close
View Me
$3,0002 Bedroom Apartments Available Now
92 Sylvia St
92 Sylvia StArlington, MA 02474
close
View Me
$3,4002 Bedroom Apartments Available Aug 1
235 Winthrop St, Unit #7708
235 Winthrop StMedford, MA 02155
close
View Me
$8,4006 Bedroom Apartments Available Jul 1
14 Sturtevant Terrace, Unit 2
14 Sturtevant TerraceMedford, MA 02155
close
View Me
$3,2002 Bedroom Apartments Available Jun 1
38 George St, Unit #1
38 George StMedford, MA 02155
close
View Me
$4,5003 Bedroom Apartments Available Jul 15
1 College Ave
1 College AveMedford, MA 02155
close
View Me
$3,0002 Bedroom Apartments Available Sep 1
79 Capen St, Unit 2
79 Capen StMedford, MA 02155
close
View Me
$3,6294 Bedroom Apartments Available Sep 1
227 Boston Ave, Unit 1
227 Boston AveMedford, MA 02155
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
close
View Me
$3,6503 Bedroom Apartments Available Jun 1
38 George St, Unit 1
38 George StMedford, MA 02155
close
View Me
$3,1002 Bedroom Apartments Available May 1
69 Raymond Ave, Unit #1R
69 Raymond AveSomerville, MA 02144
close
View Me
$4,5455 Bedroom Apartments Available Sep 1
227 Boston Ave, Unit 2
227 Boston AveMedford, MA 02155
close
View Me
$3,4503 Bedroom Apartments Available Sep 1
96 Conwell Ave, Unit 2
96 Conwell AveSomerville, MA 02144
close
View Me
$6,3505 Bedroom Apartments Available Jun 1
14 Dow St, Unit 2
14 Dow StSomerville, MA 02144
close
View Me
$5,5005 Bedroom Apartments Available Now
65 Conwell Ave, Unit 1
65 Conwell AveSomerville, MA 02144
close
View Me
$4,6004 Bedroom Apartments Available Sep 1
27 Fairfax St, Unit 2
27 Fairfax StSomerville, MA 02144
close
View Me
$4,4504 Bedroom Apartments Available Jun 1
27 Fairfax St, Unit 1
27 Fairfax StSomerville, MA 02144
275 Boston Ave
MedfordMA02155
478 Fulton St
MedfordMA02155
177 Franklin St, Unit 2, Unit 2
177 Franklin St
StonehamMA02180
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 | $2,987 | $2,299 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,209 | $2,600 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,886 | $3,100 | $7,900 |
| Winchester 5 Bedroom Homes for Rent | $6,894 | $1,250 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,526 | $5,497 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,800 | $5,600 | $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
Explore Winchester
Let everyone know!
Do you know the Winchester area?
If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 474 Apartments for Rent in Winchester, MA with pricing that ranges from $1,110 to $12,929. There are also 313 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,250 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 $1,250 to $28,000 with an average monthly rent of $5,062.
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 $6,034, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $16,000. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,100.
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
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.