171 Swanton St
WinchesterMA01890
Homes for Rent in Winchester, MA with Hardwood Floors (156 Rentals)
270 Cross St
WinchesterMA01890
148 Forest St
WinchesterMA01890
7 Thornberry Rd
WinchesterMA01890
19 Arizona Ter
ArlingtonMA02474
7 Brattle Dr, Unit 1
7 Brattle Dr
ArlingtonMA02474
211 Forest St, Unit 1
211 Forest St
ArlingtonMA02474
14 Brattle Ln, Unit 31
14 Brattle Ln
ArlingtonMA02474
20 Hamilton Rd, Unit 201
20 Hamilton Rd
ArlingtonMA02474
12 Hayes St, Unit 1
12 Hayes St
ArlingtonMA02474
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
1 School St, Unit 301
1 School St
ArlingtonMA02476
15 Patrick St, Unit 1
15 Patrick St
ArlingtonMA02474
34 Fessenden Rd, Unit 34
34 Fessenden Rd
ArlingtonMA02476
32-34 Fessenden Rd, Unit 2
32-34 Fessenden Rd
ArlingtonMA02476
104 Forest St
ArlingtonMA02474
104 Forest St
ArlingtonMA02474
28 Wadsworth Rd
ArlingtonMA02476
32 River St
ArlingtonMA02474
43 Columbia Rd
ArlingtonMA02474
308 Washington St
ArlingtonMA02474
32 River St
ArlingtonMA02474
27 Michael St
ArlingtonMA02474
32 Washington St
ArlingtonMA02474
32 Washington St
ArlingtonMA02474
6 Perth Rd
ArlingtonMA02476
6 Perth Rd
ArlingtonMA02476
201 Winn St
WoburnMA01801
12 Norcross Cir
ArlingtonMA02474
15 Farmer Rd
ArlingtonMA02476
15 Farmer Rd
ArlingtonMA02476
15 Farmer Rd
ArlingtonMA02476
21 Franklin St
ArlingtonMA02474
10 Wright St
ArlingtonMA02474
39 Hopkins Rd
ArlingtonMA02476
9 Wildwood Rd
MedfordMA02155
91 Hillsdale Rd, Unit 2A
91 Hillsdale Rd
MedfordMA02155
422 High St, Unit 30
422 High St
MedfordMA02155
190 High St, Unit 109
190 High St
MedfordMA02155
30 Early Ave, Unit 1
30 Early Ave
MedfordMA02155
19 Canal St, Unit 2
19 Canal St
MedfordMA02155
51 Warren St, Unit 2
51 Warren St
MedfordMA02155
3 Forest St, Unit 401
3 Forest St
MedfordMA02155
7 North St, Unit 2
7 North St
MedfordMA02155
34 Holton St, Unit 1
34 Holton St
MedfordMA02155
349 Boston Ave
MedfordMA02155
194 Forest St, Unit 2
194 Forest St
MedfordMA02155
26 Bradlee Rd
MedfordMA02155
40 Hamilton St, Unit 2
40 Hamilton St
MedfordMA02155
258 Boston Ave, Unit 2
258 Boston Ave
MedfordMA02155
17 Stoughton St, Unit 2
17 Stoughton 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 Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,986 | $2,200 | $4,000 |
| Winchester 3 Bedroom Homes for Rent | $3,912 | $2,800 | $7,200 |
| Winchester 4 Bedroom Homes for Rent | $4,931 | $3,100 | $7,500 |
| Winchester 5 Bedroom Homes for Rent | $6,238 | $2,800 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $7,972 | $4,600 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $7,837 | $7,700 | $7,975 |
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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.
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 985 Apartments for Rent in Winchester, MA with pricing that ranges from $1,100 to $11,425. There are also 558 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,725 to $25,000.
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 $1,725 to $25,000 with an average monthly rent of $4,804.
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 $11,425, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $7,200. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,249.
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.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.