Homes for Rent in Winchester, MA (407 Rentals)

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property at 200 Swanton St

200 Swanton St, Unit L7

200 Swanton St
WinchesterMA01890
property at 60 Lake St

60 Lake St

WinchesterMA01890
property at 848 Main St

848 Main St

WinchesterMA01890
property at 10 Farrow St

10 Farrow St

WinchesterMA01890

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

property at 200 Swanton St

200 Swanton St

WinchesterMA01890

Explore Like a Local: The Insider's Guide to Boston

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

property at 200 Swanton St

200 Swanton St

WinchesterMA01890
property at 200 Swanton St

200 Swanton St

WinchesterMA01890
property at 40 Brattle St

40 Brattle St

ArlingtonMA02476
property at 22 James St

22 James St

WoburnMA01801
property at 86 Orchard St

86 Orchard St, Unit #1

86 Orchard St
MedfordMA02155
property at 95 -97 Conwell Avenue

95 -97 Conwell Avenue, Unit 97

95 -97 Conwell Avenue
SomervilleMA02144

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

property at 74 Beach St

74 Beach St, Unit Continental Court

74 Beach St
WoburnMA01801
property at 1 Continental Ct

1 Continental Ct

WoburnMA01801
property at 10 Arizona Ter

10 Arizona Ter, Unit 4

10 Arizona Ter
ArlingtonMA02474
property at 215 Massachusetts Ave

215 Massachusetts Ave, Unit 47

215 Massachusetts Ave
ArlingtonMA02474
property at 993 Massachusetts Ave

993 Massachusetts Ave, Unit 212

993 Massachusetts Ave
ArlingtonMA02476
property at 74 Beach St

74 Beach St, Unit 6-9

74 Beach St
WoburnMA01801
property at 7 Arizona Ter

7 Arizona Ter, Unit 2

7 Arizona Ter
ArlingtonMA02474
property at 79 Mystic St

79 Mystic St, Unit 2

79 Mystic St
ArlingtonMA02474

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

property at 29 Arlington Rd

29 Arlington Rd, Unit 01

29 Arlington Rd
WoburnMA01801
property at 75 Mystic St

75 Mystic St, Unit 3

75 Mystic St
ArlingtonMA02474
property at 28 Rawson Rd

28 Rawson Rd, Unit 1

28 Rawson Rd
ArlingtonMA02474
property at 28 Rawson Rd

28 Rawson Rd

ArlingtonMA02474
property at 400 Massachusetts Ave

400 Massachusetts Ave, Unit 4

400 Massachusetts Ave
ArlingtonMA02474
property at 1 Watermill Pl

1 Watermill Pl, Unit 1 Watermill Place

1 Watermill Pl
ArlingtonMA02476
property at 995 Massachusetts Ave

995 Massachusetts Ave, Unit 403

995 Massachusetts Ave
ArlingtonMA02476
property at 995 Massachusetts Ave

995 Massachusetts Ave, Unit 403

995 Massachusetts Ave
ArlingtonMA02476
property at 12 Pond Ln

12 Pond Ln, Unit 26

12 Pond Ln
ArlingtonMA02474
property at 37 Westminster Ave

37 Westminster Ave, Unit 2

37 Westminster Ave
ArlingtonMA02474

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 19 Newland Rd

19 Newland Rd, Unit 2

19 Newland Rd
ArlingtonMA02474
property at 52 Mt Vernon St

52 Mt Vernon St

ArlingtonMA02476
property at 132 Broadway

132 Broadway, Unit 1

132 Broadway
ArlingtonMA02474

Winchester, MA Local Guide

Quick Rent Budget Calculator

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winchester, MA Rentals by Map

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Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 636 Apartments for Rent in Winchester, MA with pricing that ranges from $1,550 to $9,300. There are also 405 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,200 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 $1,200 to $40,000 with an average monthly rent of $4,802.

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 $2,250 to $7,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,850 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,200.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.