40 Dunster Ln
WinchesterMA01890
Luxury Homes for Rent in Winchester, MA (286 Rentals)
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.
7 Conant Rd
WinchesterMA01890
7 Lewis Rd, Unit 2
7 Lewis Rd
WinchesterMA01890
8 Albamont Rd
WinchesterMA01890
378 Washington St
WinchesterMA01890
2 Rangeley Rd
WinchesterMA01890
31 Coolidge Rd
WinchesterMA01890
10 Farrow St
WinchesterMA01890
10 Farrow St
WinchesterMA01890
271 Washington St
WinchesterMA01890
211 Forest St
WinchesterMA01890
10 Hillcrest Pkwy
WinchesterMA01890
35 Thornberry Rd
WinchesterMA01890
35 Thornberry Rd
WinchesterMA01890
65 Auburn St
MedfordMA02155
44 Main St, Unit 504
44 Main St
StonehamMA02180
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
100 Ledgewood Dr, Unit 515
100 Ledgewood Dr
StonehamMA02180
79 Mystic St, Unit 2
79 Mystic St
ArlingtonMA02474
28 Rawson Rd, Unit 1
28 Rawson Rd
ArlingtonMA02474
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18 Moulton Rd, Unit 2
18 Moulton Rd
ArlingtonMA02476
67 Bow St
ArlingtonMA02474
1 Old Colony Ln
ArlingtonMA02476
157 Franklin St
StonehamMA02180
29 Hammond Pl
WoburnMA01801
75 Mystic St, Unit 3
75 Mystic St
ArlingtonMA02474
17 Lorne Rd, Unit 17
17 Lorne Rd
ArlingtonMA02476
400 Massachusetts Ave, Unit 4
400 Massachusetts Ave
ArlingtonMA02474
9 Circuit St, Unit 1
9 Circuit St
MedfordMA02155
474 Massachusetts Ave
ArlingtonMA02474
995 Massachusetts Ave, Unit 403
995 Massachusetts Ave
ArlingtonMA02476
24 South St, Unit 2b 2b Medford Square Apt
24 South St
MedfordMA02155
72 Marshall St
MedfordMA02155
2 Clark St
WoburnMA01801
36 Cambridge Rd, Unit #23
36 Cambridge Rd
WoburnMA01801
29 Harvard Ave, Unit 29
29 Harvard Ave
MedfordMA02155
2 Clark St
WoburnMA01801
38 Leonard St
WoburnMA01801
50 Gould St, Unit 1
50 Gould St
StonehamMA02180
17 Usher Rd, Unit 3
17 Usher Rd
MedfordMA02155
98 Edward St ##Front Front
MedfordMA02155
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53 Fairfax St, Unit 1
53 Fairfax St
SomervilleMA02144
1 Laurel St
ArlingtonMA02476
305 Salem St
WoburnMA01801
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46 Lowell St, Unit 2
46 Lowell St
LexingtonMA02420
139 Hillsdale Rd, Unit 2
139 Hillsdale Rd
SomervilleMA02144
46 Lowell St
LexingtonMA02420
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 | $2,997 | $2,075 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,878 | $1,200 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $5,168 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,884 | $4,300 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,479 | $6,200 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Winchester, MA Local Guide
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 533 Apartments for Rent in Winchester, MA with pricing that ranges from $1,200 to $9,300. There are also 342 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 $4,661.
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 $5,521, 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.