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$3,7004 Bedroom Apartments Available Sep 1
15 Taylor St, Unit 1
15 Taylor StMedford, MA 02155
Luxury Homes for Rent in Winchester, MA (241 Rentals) Page 3 of 5
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.
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$3,7004 Bedroom Apartments Available Sep 1
15 Taylor St, Unit #1
15 Taylor StMedford, MA 02155
14 Hamilton Rd, Unit 1a
14 Hamilton Rd
SomervilleMA02144
38 George St
MedfordMA02155
12 Curve St
LexingtonMA02420
2 High St, Unit 1
2 High St
SomervilleMA02144
14 Belknap St, Unit 2
14 Belknap St
SomervilleMA02144
21 Jerome St
MedfordMA02155
32 Irvington Rd
SomervilleMA02144
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$3,9504 Bedroom Apartments Available Sep 1
30 Adams St, Unit 2
30 Adams StMedford, MA 02155
112 College Ave, Unit 1##
112 College Ave
MedfordMA02155
21 Jerome St
MedfordMA02155
841 Fellsway W
MedfordMA02155
57 Greenleaf Ave, Unit 3
57 Greenleaf Ave
MedfordMA02155
2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
13-15 Upland Rd
SomervilleMA02144
19 Adams St
ArlingtonMA02474
33 Raymond Ave, Unit 2
33 Raymond Ave
SomervilleMA02144
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$4,0004 Bedroom Apartments Available Now
14.5 Fairmount St
14.5 Fairmount StMedford, MA 02155
12 Seneca Rd
WoburnMA01801
11 Woodbury St
ArlingtonMA02476
127 Hillsdale Rd, Unit Second
127 Hillsdale Rd
SomervilleMA02144
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$4,2004 Bedroom Apartments Available Now
19 Adams St
19 Adams StArlington, MA 02474
14 Hamilton Rd, Unit 14
14 Hamilton Rd
SomervilleMA02144
3 Hamilton Rd
SomervilleMA02144
1 Victoria St, Unit 2
1 Victoria St
SomervilleMA02144
89 Sherwood Rd
MedfordMA02155
55 Sutherland Rd
ArlingtonMA02476
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$4,3503 Bedroom Apartments Available Sep 1
50 Raymond Ave, Unit 2
50 Raymond AveSomerville, MA 02144
30 Touro Ave
MedfordMA02155
50 Curtis Ave
SomervilleMA02144
53 Dickson Ave
ArlingtonMA02474
14 Hamilton Rd, Unit 14
14 Hamilton Rd
SomervilleMA02144
299 Lexington St
WoburnMA01801
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$4,4504 Bedroom Apartments Available Now
27 Fairfax St, Unit 1
27 Fairfax StSomerville, MA 02144
123 Winthrop St
MedfordMA02155
30 Touro Ave, Unit 1
30 Touro Ave
MedfordMA02155
3 Greenview Rd
StonehamMA02180
14 Sturtevant Ter
MedfordMA02155
62 Woods Ave, Unit 2##
62 Woods Ave
SomervilleMA02144
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$4,5003 Bedroom Apartments Available Jul 15
1 College Ave
1 College AveMedford, MA 02155
33 Raymond Ave, Unit 2
33 Raymond Ave
SomervilleMA02144
33 Raymond Ave, Unit 3
33 Raymond Ave
SomervilleMA02144
9-13 Sutherland Rd
ArlingtonMA02476
33 Raymond Ave, Unit 3
33 Raymond Ave
SomervilleMA02144
33 Raymond Ave, Unit 2
33 Raymond Ave
SomervilleMA02144
10 Spencer St
LexingtonMA02420
6 Hamilton Rd, Unit 2
6 Hamilton Rd
SomervilleMA02144
8 Greenleaf Ave
MedfordMA02155
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$4,6004 Bedroom Apartments Available Sep 1
53 Oakland St, Unit #2
53 Oakland StMedford, MA 02155
Winchester, MA Local Guide
How much does it cost to rent a home in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $3,079 | $2,100 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,117 | $2,500 | $8,000 |
| Winchester 4 Bedroom Homes for Rent | $5,153 | $1,350 | $10,000+ |
| Winchester 5 Bedroom Homes for Rent | $8,904 | $4,325 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $10,901 | $6,200 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,400 | $5,300 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 409 Apartments for Rent in Winchester, MA with pricing that ranges from $950 to $10,993. There are also 289 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,050 to $28,000.
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 $1,050 to $28,000 with an average monthly rent of $5,582.
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 $950 to $6,297, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $8,000. Four Bedroom Single-Family rentals are also available starting from $1,350 and Four Bedroom Apartments start at $2,900.
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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.