5 Bedroom Homes for Rent in Winchester, MA (56 Rentals)

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property at 62 Woods Ave

62 Woods Ave

SomervilleMA02144
property at 74 Sharon St

74 Sharon St

MedfordMA02155
property at 41 Suffolk St

41 Suffolk St

MedfordMA02155
property at 14 Fairmount St

14 Fairmount St

MedfordMA02155

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 76 Curtis St

76 Curtis St

SomervilleMA02144
property at 76 Curtis St

76 Curtis St, Unit 1

76 Curtis St
SomervilleMA02144
property at 14 Fairmount St

14 Fairmount St, Unit 14.5

14 Fairmount St
MedfordMA02155
property at 479 Fulton St

479 Fulton St

MedfordMA02155
property at 123 Winthrop St

123 Winthrop St

MedfordMA02155
property at 76 Curtis St

76 Curtis St, Unit 1

76 Curtis St
SomervilleMA02144
property at 76 Curtis St

76 Curtis St, Unit 1

76 Curtis St
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 6 High St

6 High St, Unit #2

6 High St
SomervilleMA02144
property at 476 Fulton St

476 Fulton St, Unit 476

476 Fulton St
MedfordMA02155
property at 476 Fulton St

476 Fulton St

MedfordMA02155
property at 477 Fulton St

477 Fulton St, Unit T

477 Fulton St
MedfordMA02155
property at 76 Curtis St

76 Curtis St, Unit 1

76 Curtis St
SomervilleMA02144
property at 26 Chetwynd Rd

26 Chetwynd Rd, Unit #2

26 Chetwynd Rd
SomervilleMA02144
property at 14 Fairmount St

14 Fairmount St, Unit 1

14 Fairmount St
MedfordMA02155
property at 14 Fairmount St

14 Fairmount St

MedfordMA02155
property at 76 Curtis St

76 Curtis St

SomervilleMA02144

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 14 Fairmount St

14 Fairmount St

MedfordMA02155
property at 14 Fairmount St

14 Fairmount St, Unit 14.5

14 Fairmount St
MedfordMA02155
property at 14 Fairmount St

14 Fairmount St, Unit 1

14 Fairmount St
MedfordMA02155
property at 76 Curtis St

76 Curtis St, Unit 1

76 Curtis St
SomervilleMA02144
property at 24 Chetwynd Rd

24 Chetwynd Rd

SomervilleMA02144
property at 136 Burget Ave

136 Burget Ave

MedfordMA02155
property at 57 Quincy St

57 Quincy St, Unit 57

57 Quincy St
MedfordMA02155
property at 57 Quincy St

57 Quincy St, Unit 1

57 Quincy St
MedfordMA02155
property at 57 Quincy St

57 Quincy St, Unit 1

57 Quincy St
MedfordMA02155

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 5 Sollys Way

5 Sollys Way

LexingtonMA02420
property at 162 E Emerson Rd

162 E Emerson Rd

LexingtonMA02420

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Winchester, MA Local Guide

Quick Rent Budget Calculator

How much rent can you afford?

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 663 Apartments for Rent in Winchester, MA with pricing that ranges from $900 to $9,300. There are also 460 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,000 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 $1,000 to $40,000 with an average monthly rent of $4,877.

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 $6,500. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,000.

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.

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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 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.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

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.

decorative image for Roommate Matching: Finding the Right Fit and Avoiding Pitfalls article

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.