87 College Ave
MedfordMA02155
Luxury Homes for Rent in Winchester, MA (240 Rentals) Page 5 of 5
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.
24 Chetwynd Rd, Unit 2
24 Chetwynd Rd
SomervilleMA02144
136 Burget Ave
MedfordMA02155
136 Burget Ave
MedfordMA02155
57 Quincy St, Unit 57
57 Quincy St
MedfordMA02155
357 Boston Ave
MedfordMA02155
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80 Curtis St
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
232 Fulton St, Unit 2
232 Fulton St
MedfordMA02155
128 Monument St, Unit 126
128 Monument St
MedfordMA02155
140 Jerome St
MedfordMA02155
230 Fulton St
MedfordMA02155
23 Winter St
MedfordMA02155
4 High St, Unit 1
4 High St
SomervilleMA02144
3 Day Cir
WoburnMA01801
3 Day Cir
WoburnMA01801
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
5 Hamilton Rd, Unit 2
5 Hamilton Rd
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
80 Curtis St
SomervilleMA02144
162 E Emerson Rd
LexingtonMA02420
80 Curtis St
SomervilleMA02144
174 Fulton St
MedfordMA02155
232 Fulton St, Unit 232
232 Fulton St
MedfordMA02155
120 Jerome St, Unit 120
120 Jerome St
MedfordMA02155
232 Fulton St, Unit T
232 Fulton St
MedfordMA02155
19 Shirley Rd
MedfordMA02155
6 Gordon Rd
ArlingtonMA02474
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17 Tesla Ave, Unit 2
17 Tesla Ave
MedfordMA02155
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30 Whipple Rd
LexingtonMA02420
23 Thoreau Rd
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 | $2,911 | $2,050 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,593 | $1,475 | $5,500 |
| Winchester 4 Bedroom Homes for Rent | $4,916 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,307 | $2,800 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,308 | $6,200 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $7,700 | $7,700 | $7,700 |
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 469 Apartments for Rent in Winchester, MA with pricing that ranges from $1,000 to $9,300. There are also 296 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,050 to $30,000.
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 $30,000 with an average monthly rent of $4,729.
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 $1,475 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
The 10 Best Affordable Neighborhoods in Boston, MA
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Explore Like a Local: The Insider's Guide to Boston
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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 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.
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!