132 Broadway, Unit 1
132 Broadway
ArlingtonMA02474
Homes for Rent in Winchester, MA (405 Rentals) Page 2 of 9
116 Medford St, Unit 1
116 Medford St
ArlingtonMA02474
1180 Massachusetts Ave, Unit C
1180 Massachusetts Ave
ArlingtonMA02476
91 Williams St, Unit 91
91 Williams St
ArlingtonMA02476
47 Webster St, Unit 47
47 Webster St
ArlingtonMA02474
40 Campbell St
WoburnMA01801
10 Harvard Street Ext
WoburnMA01801
2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
33 Rublee St
ArlingtonMA02476
13 Garfield Ave
WoburnMA01801
133 Park Ave
ArlingtonMA02476
271 Ridge St
ArlingtonMA02474
35 Bowdoin St, Unit 35
35 Bowdoin St
ArlingtonMA02474
21 Harlow St, Unit 1
21 Harlow St
ArlingtonMA02474
298 Mystic St
ArlingtonMA02474
422 High St, Unit 10
422 High St
MedfordMA02155
14 Cotting St, Unit 3
14 Cotting St
MedfordMA02155
22 High St, Unit 9
22 High St
MedfordMA02155
22 High St, Unit 9
22 High St
MedfordMA02155
22 High St
MedfordMA02155
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
22 High St, Unit 11
22 High St
MedfordMA02155
133 Franklin St, Unit 502
133 Franklin St
StonehamMA02180
9 Circuit St, Unit 1
9 Circuit St
MedfordMA02155
44 Main St, Unit 504
44 Main St
StonehamMA02180
17 Usher Rd, Unit 3
17 Usher Rd
MedfordMA02155
29 Harvard Ave, Unit 33
29 Harvard Ave
MedfordMA02155
20 Burget Ave, Unit T
20 Burget Ave
MedfordMA02155
4 Golden Ct, Unit 2
4 Golden Ct
MedfordMA02155
12 Pinkham Rd, Unit 1
12 Pinkham Rd
MedfordMA02155
12 Pinkham Rd, Unit 1
12 Pinkham Rd
MedfordMA02155
40 Hamilton St, Unit 1
40 Hamilton St
MedfordMA02155
24 South St, Unit 2b 2b Medford Square Apt
24 South St
MedfordMA02155
26 Bradlee Rd, Unit 1
26 Bradlee Rd
MedfordMA02155
260 Boston Ave, Unit 1
260 Boston Ave
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
258 Boston Ave, Unit 3
258 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
235 Ashcroft Rd, Unit 1
235 Ashcroft Rd
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
23 Curtis St
MedfordMA02155
227 Boston Ave, Unit 1
227 Boston Ave
MedfordMA02155
75 Lyman Ave, Unit 1
75 Lyman Ave
MedfordMA02155
165 Sharon 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 | $3,053 | $2,200 | $6,375 |
| Winchester 3 Bedroom Homes for Rent | $3,890 | $2,850 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,990 | $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
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 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 $4,804.
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 $2,250 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.