
Homes for Rent in Winchester, MA (273 Rentals) Page 6 of 6


3 Greenview Rd

184 William St

101 Richmond Rd

17 Circle Rd

18 Charles St

20 Marrett Rd

15 Trotting Horse Dr

15 Winchester Dr

322 Lowell St

12 Summit Rd

30 Whipple Rd

23 Thoreau Rd

6 Bailey St

12 Windermere Ave

30 Touro Ave, Unit 1, Unit 1

177 Franklin St, Unit 2, Unit 2

18 Laurel St, Unit 20, Unit 20

183 Forest St

7 Marrigan St

2 Old Colony Ln, Unit 5, Unit 5

17 Old Colony Ln, Unit 10, Unit 10

11 Garrison Rd
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 | $3,001 | $2,299 | $4,900 |
| Winchester 3 Bedroom Homes for Rent | $4,160 | $2,600 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,928 | $3,300 | $7,950 |
| Winchester 5 Bedroom Homes for Rent | $7,323 | $1,275 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,488 | $5,497 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $12,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winchester
Explore Winchester
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 480 Apartments for Rent in Winchester, MA with pricing that ranges from $1,110 to $17,921. There are also 268 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,275 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 $1,275 to $28,000 with an average monthly rent of $5,511.
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 $6,034, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $16,000. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $1,150.
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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.