
Homes for Rent in Winchester, MA (310 Rentals) Page 6 of 7


14 Kings Ct

37 Fountain Rd

195 Forest St

133 High Haith Rd

2 Summer Hill Cir

29 Devereaux St

334 Mystic St

82 Arlmont St

21 Franklin St

65 Lancaster Rd

15 Campbell Rd

37 Beverly Rd

15 Piggott Rd

21 Bradlee Rd

15 Governors Ave

100 High St

2500 Mystic Valley Pkwy

32 Gourley Rd

296 Fulton St

275 Boston Ave

376 Fellsway W

12 Headland Way

60 Powder House Rd

52 Hillsdale Rd

61 Warren St

60 Franklin St

71 Montvale Ave

3 Greenview Rd

101 Richmond Rd

108 Radcliffe Rd

45 Wellesley Rd

2 Manor Ter

12 Curve St

661 Lowell St

52 Albemarle Ave

30 Peacock Farm Rd

15 Trotting Horse Dr

21 Butler Ave

322 Lowell St

10 Blodgett Rd

12 Summit Rd

30 Whipple Rd

23 Thoreau Rd

6 Belmont Rd

65 Woods Ave

13-15 Upland Rd

192 North St

37 Sterling St

157 Boston Ave
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 | $3,178 | $2,150 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,164 | $2,500 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $5,196 | $1,350 | $10,000+ |
| Winchester 5 Bedroom Homes for Rent | $8,406 | $4,325 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,756 | $6,200 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $12,133 | $5,300 | $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 428 Apartments for Rent in Winchester, MA with pricing that ranges from $900 to $11,104. There are also 301 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,220 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 $1,220 to $28,000 with an average monthly rent of $5,874.
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 $6,300, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,350 and Four Bedroom Apartments start at $2,975.
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

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.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.