Cheap Homes for Rent in Winter Hill Neighborhood of Somerville, MA from $2,000 (40 Rentals)

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Search the lowest-cost Homes available for rent right now in the Winter Hill area of Somerville.

property at 59 Partridge Ave

59 Partridge Ave

SomervilleMA02145
property at 59 Partridge Ave

59 Partridge Ave

SomervilleMA02145

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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.

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property at 123 Highland Ave

123 Highland Ave

SomervilleMA02143

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.

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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.

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property at 482 Broadway

482 Broadway, Unit 2

482 Broadway
SomervilleMA02145

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

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Showing Results 1-40, Page 1 of 1

Winter Hill, Somerville, MA Local Guide

Cheapest Available Winter Hill Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
136 & 138 Highland AvenueStudioStudio,1BA$2,250

Best Value Apartments for Rent in Winter Hill, MA

As of June 23, 2025 the best value apartment in the Winter Hill area is the $0.28 price per square foot 25 MacArthur St Model at 25 MacArthur St, Unit 1R in the in the Kendall Square neighborhood starting from $2,800. The second greatest value Winter Hill apartment is the 55 Marshall St Model at 55 Marshall St, Unit 1 starting at $3,500 with a $0.35 price per square foot in the Kendall Square neighborhood. Here is today’s list of the best values for Winter Hill apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
25 MacArthur St, Unit 1R25 MacArthur St1BR,1BA$0.28
55 Marshall St, Unit 155 Marshall St2BR,1BA$0.35
90 Gilman St, Unit 190 Gilman St3BR,1BA$0.35
171 Walnut St, Unit 5171 Walnut St3BR,2BA$0.40
22 Grand View Ave, Unit 122 Grand View Ave3BR,1BA$0.36
510 Medford St, Unit 1510 Medford St3BR,2BA$0.38
110 Central St, Unit 1110 Central St3BR,1BA$0.28
67 Avon St, Unit 167 Avon St3BR,1BA$0.30
67 Wheatland St, Unit 167 Wheatland St2BR,1BA$0.32
238 School St, Unit P3238 School St2BR,1BA$0.30

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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Frequently Asked Questions about Winter Hill

What type of rentals are currently available in Winter Hill?

There are currently 528 Apartments for Rent in Winter Hill, MA with pricing that ranges from $1,075 to $6,500. There are also 159 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Hill ranging from $2,050 to $8,500.

What is the current price range for Rental Homes in Winter Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Hill ranges from $2,050 to $8,500 with an average monthly rent of $3,909.

How much are larger Three and Four Bedroom Rentals in Winter Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Hill range from $2,695 to $5,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $8,500. Four Bedroom Single-Family rentals are also available starting from $3,885 and Four Bedroom Apartments start at $1,075.

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.

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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.

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

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.

decorative image for Know Your Budget: Calculating What You Can Realistically Afford When Renting article

Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.