29 Chetwynd Rd, Unit 2
29 Chetwynd Rd
SomervilleMA02144
Condos for Rent in Winchester, MA (302 Rentals) Page 5 of 7
12 Upland Rd, Unit 1
12 Upland Rd
SomervilleMA02144
76 Curtis St, Unit #1
76 Curtis St
SomervilleMA02144
76 Curtis St, Unit 1
76 Curtis St
SomervilleMA02144
76 Curtis St, Unit 1
76 Curtis St
SomervilleMA02144
6 High St, Unit #2
6 High St
SomervilleMA02144
4 High St, Unit 2
4 High St
SomervilleMA02144
2 High St
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
18 Hamilton Rd, Unit 18
18 Hamilton Rd
SomervilleMA02144
76 Curtis St, Unit 1
76 Curtis St
SomervilleMA02144
26 Chetwynd Rd, Unit #2
26 Chetwynd Rd
SomervilleMA02144
20 Chetwynd Rd, Unit 2
20 Chetwynd Rd
SomervilleMA02144
24 Chetwynd Rd, Unit 2
24 Chetwynd Rd
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
76 Curtis St
SomervilleMA02144
76 Curtis St
SomervilleMA02144
80 Curtis St
SomervilleMA02144
10 High St, Unit 2
10 High St
SomervilleMA02144
4 High St, Unit 2
4 High St
SomervilleMA02144
4 High St, Unit 2
4 High St
SomervilleMA02144
24 Chetwynd Rd
SomervilleMA02144
76 Curtis St, Unit 1
76 Curtis St
SomervilleMA02144
4 High St
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
80 Curtis St
SomervilleMA02144
80 Curtis St
SomervilleMA02144
80 Curtis St, Unit 1
80 Curtis St
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
16 Chetwynd Rd, Unit 1
16 Chetwynd Rd
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
4 High St, Unit 1
4 High St
SomervilleMA02144
80 Curtis St, Unit 80
80 Curtis St
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
3 Hamilton Rd
SomervilleMA02144
5 Hamilton Rd, Unit 2
5 Hamilton Rd
SomervilleMA02144
16 Chetwynd Rd, Unit 16
16 Chetwynd Rd
SomervilleMA02144
80 Curtis St
SomervilleMA02144
80 Curtis St, Unit 1
80 Curtis St
SomervilleMA02144
34 Chetwynd Rd, Unit BF
34 Chetwynd Rd
SomervilleMA02144
9 Ryder St
ArlingtonMA02476
29 -2 Arlington Rd
WoburnMA01801
107 Warren St
ArlingtonMA02474
286 Main St
WoburnMA01801
286 Main St
WoburnMA01801
29 Harvard Ave
MedfordMA02155
3 Harris Rd
MedfordMA02155
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 Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $3,255 | $2,400 | $6,400 |
| Winchester 3 Bedroom Homes for Rent | $3,722 | $2,600 | $6,000 |
| Winchester 4 Bedroom Homes for Rent | $5,215 | $3,300 | $10,000+ |
| Winchester 5 Bedroom Homes for Rent | $6,128 | $975 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,107 | $5,995 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,372 | $6,995 | $9,750 |
Browse Top Condos for Rent in Winchester
Explore Winchester
Let everyone know!
Do you know the Winchester area?
If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 715 Apartments for Rent in Winchester, MA with pricing that ranges from $1,100 to $10,400. There are also 527 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $975 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 $975 to $40,000 with an average monthly rent of $4,941.
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 $2,600 to $7,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $3,425.
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.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.