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$3,000
Plus Fees
2 Bedroom Apartments Available Now186 Powder House Blvd
186 Powder House BlvdSomerville, MA 02144
Luxury Homes for Rent in Winchester, MA (280 Rentals) Page 2 of 6
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.
14 Belknap St
SomervilleMA02144
56 Gordon St
SomervilleMA02144
26 Bradlee Rd, Unit 1
26 Bradlee Rd
MedfordMA02155
56 Gordon St, Unit 1
56 Gordon St
SomervilleMA02144
12 Pinkham Rd, Unit 1
12 Pinkham Rd
MedfordMA02155
4 Golden Ct, Unit 2
4 Golden Ct
MedfordMA02155
23 James St
WoburnMA01801
44 Winter St
MedfordMA02155
18 Marble St
StonehamMA02180
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.
34 Union St
WoburnMA01801
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100 High St
MedfordMA02155
8 Cross St
WoburnMA01801
21 Franklin St, Unit 1
21 Franklin St
WoburnMA01801
133 Brattle St
ArlingtonMA02474
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
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139 W Adams St
SomervilleMA02144
2500 Mystic Valley Pkwy, Unit 403
2500 Mystic Valley Pkwy
MedfordMA02155
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
61 Decatur St
ArlingtonMA02474
37 Westminster Ave, Unit 2
37 Westminster Ave
ArlingtonMA02474
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$3,200
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Now12 Quincy St
12 Quincy StMedford, MA 02155
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19 Newland Rd, Unit 2
19 Newland Rd
ArlingtonMA02474
112 College Ave, Unit U1
112 College Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
165 Sharon St
MedfordMA02155
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$3,300
Plus Fees
2 Bedroom Apartments Available Now385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
258 Boston Ave, Unit #3
258 Boston Ave
MedfordMA02155
132 Broadway, Unit 1
132 Broadway
ArlingtonMA02474
269 Alewife Brook Pky, Unit 1
269 Alewife Brook Pky
SomervilleMA02144
104 Forest St, Unit 104
104 Forest St
ArlingtonMA02474
489 Main St
StonehamMA02180
349 Fulton St
MedfordMA02155
89 Decatur St
ArlingtonMA02474
12 Quincy St
MedfordMA02155
489 Main St
StonehamMA02180
235 Ashcroft Rd
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
116 Medford St, Unit 1
116 Medford St
ArlingtonMA02474
1180 Massachusetts Ave, Unit C
1180 Massachusetts Ave
ArlingtonMA02476
14 Belknap St, Unit 1
14 Belknap St
SomervilleMA02144
227 Boston Ave, Unit 1
227 Boston Ave
MedfordMA02155
59 Quincy St
MedfordMA02155
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46 Winter St, Unit 2
46 Winter St
MedfordMA02155
39 Belknap St, Unit 2
39 Belknap St
SomervilleMA02144
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 | $3,004 | $2,075 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,869 | $1,200 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $5,192 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,816 | $4,200 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,392 | $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 532 Apartments for Rent in Winchester, MA with pricing that ranges from $1,200 to $9,300. There are also 331 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,100 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 $1,100 to $40,000 with an average monthly rent of $4,642.
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 $1,200 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $3,000.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
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!
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.