200 Swanton St, Unit L7
200 Swanton St
WinchesterMA01890
2 Bedroom Homes for Rent in Winchester, MA (77 Rentals)
60 Lake St
WinchesterMA01890
35 Vine St
WinchesterMA01890
6 Skillings Rd
WinchesterMA01890
60 Lake St
WinchesterMA01890
95 -97 Conwell Avenue, Unit 97
95 -97 Conwell Avenue
SomervilleMA02144
14 Cotting St, Unit 3
14 Cotting St
MedfordMA02155
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.
22 High St, Unit 9
22 High St
MedfordMA02155
22 High St, Unit 9
22 High St
MedfordMA02155
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
79 Mystic St, Unit 2
79 Mystic St
ArlingtonMA02474
29 Arlington Rd, Unit 01
29 Arlington Rd
WoburnMA01801
133 Franklin St, Unit 502
133 Franklin St
StonehamMA02180
69 Raymond Ave, Unit 1
69 Raymond Ave
SomervilleMA02144
28 Rawson Rd
ArlingtonMA02474
75 Mystic St, Unit 3
75 Mystic St
ArlingtonMA02474
28 Rawson Rd, Unit 1
28 Rawson Rd
ArlingtonMA02474
Explore Like a Local: The Insider's Guide to Boston
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1 Watermill Pl, Unit 1 Watermill Place
1 Watermill Pl
ArlingtonMA02476
9 Circuit St, Unit 1
9 Circuit St
MedfordMA02155
44 Main St, Unit 504
44 Main St
StonehamMA02180
53 Fairfax St, Unit 1
53 Fairfax St
SomervilleMA02144
139 Hillsdale Rd, Unit 2
139 Hillsdale Rd
SomervilleMA02144
29 Harvard Ave, Unit 33
29 Harvard Ave
MedfordMA02155
12 Pond Ln, Unit 26
12 Pond Ln
ArlingtonMA02474
4 Golden Ct, Unit 2
4 Golden Ct
MedfordMA02155
46 Lowell St, Unit 2
46 Lowell St
LexingtonMA02420
40 Hamilton St, Unit 1
40 Hamilton St
MedfordMA02155
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
24 South St, Unit 2b 2b Medford Square Apt
24 South St
MedfordMA02155
19 Newland Rd, Unit 2
19 Newland Rd
ArlingtonMA02474
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26 Bradlee Rd, Unit 1
26 Bradlee Rd
MedfordMA02155
52 Mt Vernon St
ArlingtonMA02476
269 Alewife Brook Pky, Unit 1
269 Alewife Brook Pky
SomervilleMA02144
235 Ashcroft Rd
MedfordMA02155
104 Forest St, Unit 104
104 Forest St
ArlingtonMA02474
132 Broadway, Unit 1
132 Broadway
ArlingtonMA02474
235 Ashcroft Rd, Unit 1
235 Ashcroft Rd
MedfordMA02155
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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235 Ashcroft Rd
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
1180 Massachusetts Ave, Unit C
1180 Massachusetts Ave
ArlingtonMA02476
2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
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$2,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Sep 151 Boline Pl
1 Boline PlWoburn, MA 01801
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.
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$2,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now846 Massachusetts Ave
846 Massachusetts AveArlington, MA 02476
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$3,000
Plus Fees
2 Bedroom Apartments Available Now186 Powder House Blvd
186 Powder House BlvdSomerville, MA 02144
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 | $3,026 | $2,200 | $6,375 |
| Winchester 3 Bedroom Homes for Rent | $3,909 | $2,850 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,999 | $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
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
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Quick Rent Budget Calculator
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, MA Rentals by Map
See the most popular apartments and homes in Winchester, MA
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 $4,802.
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.