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$3,700
Plus Fees
3 Bedroom Apartments Available Jun 1, 202649 Conwell Ave
49 Conwell AveSomerville, MA 02144
Homes for Rent in Winchester, MA (315 Rentals) Page 5 of 7
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$8,200
Plus Fees
6 Bedroom Apartments Available Jun 1, 202680 Curtis St
80 Curtis StSomerville, MA 02144
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$5,600
Plus Fees
4 Bedroom Apartments Available Jun 1, 202650 Upland Rd
50 Upland RdSomerville, MA 02144
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$3,700
Plus Fees
4 Bedroom Apartments Available Jun 1, 2026248 Powder House Blvd
248 Powder House BlvdSomerville, MA 02144
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$5,900
Plus Fees
5 Bedroom Apartments Available Jun 1, 202676 Curtis St
76 Curtis StSomerville, MA 02144
31-33 Raymond Ave. Unit 33-2
31-33 Raymond Ave
SomervilleMA02144
0 Brattle Dr
ArlingtonMA02474
3 Day Cir
WoburnMA01801
489 Main St
StonehamMA02180
12 Brattle Dr
ArlingtonMA02474
35 Montvale Ave
WoburnMA01801
27 Walter St
MedfordMA02155
4 Brattle Dr
ArlingtonMA02474
385 Massachusetts Ave
ArlingtonMA02474
385 Massachusetts Ave
ArlingtonMA02474
385 Massachusetts Ave
ArlingtonMA02474
385 Massachusetts Ave
ArlingtonMA02474
4 Brattle Dr
ArlingtonMA02474
46-48-48 Moulton Rd
ArlingtonMA02476
11 Pinkham Rd
MedfordMA02155
49 Ripley Rd
MedfordMA02155
9 Woodland Ave
MedfordMA02155
48 Warren Ave
WoburnMA01801
60 Pleasant St
ArlingtonMA02476
9 Ryder St
ArlingtonMA02476
14 Church Ave
WoburnMA01801
6 Harris Cir
ArlingtonMA02474
5 Viking Ct
ArlingtonMA02474
69 Grove St
ArlingtonMA02474
230 Massachusetts Ave
ArlingtonMA02474
993 Massachusetts Ave
ArlingtonMA02476
995 Massachusetts Ave
ArlingtonMA02476
25 Arlington Rd
WoburnMA01801
67 Grove St
ArlingtonMA02474
9 Heath Rd
ArlingtonMA02474
11 Heath Rd
ArlingtonMA02474
114 Pleasant St
ArlingtonMA02476
67 Bow St
ArlingtonMA02474
4 Colonial Village Dr
ArlingtonMA02474
2 Frazer Rd
ArlingtonMA02476
36 Union St
WoburnMA01801
48 Moulton Rd
ArlingtonMA02476
474 Massachusetts Ave
ArlingtonMA02474
295 Salem St
WoburnMA01801
89 Decatur St
ArlingtonMA02474
555 Main St
WoburnMA01801
9 Church St
WoburnMA01801
65 Broadway
ArlingtonMA02474
133 Brattle St
ArlingtonMA02474
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 | $2,920 | $2,175 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,672 | $2,800 | $5,500 |
| Winchester 4 Bedroom Homes for Rent | $5,007 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,517 | $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 $4,471.
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
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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.
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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!