
Cheap Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA from $1,900 (38 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Hill area of Somerville.


335 Broadway

Somerville Square

136 School St

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95 Highland Ave, Unit B

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136 & 138 Highland Avenue

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474 Broadway, Unit 37

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9 Bradford Ave, Unit 3

134 Pearl St, Unit 2
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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79 Flint St, Unit A

79 Flint St

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9 Bond St, Unit 2

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129 Highland Ave

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140 Highland Ave

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130 Highland Ave

136 Highland Ave, Unit 27

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482 Broadway

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238 School St
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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108 Cross St

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119 Highland Ave, Unit 1

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12 Douglas Ave, Unit 1

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509 Medford St, Unit 2

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108 Thurston St, Unit 6

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145 Highland Ave, Unit 1

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367 Broadway, Unit 6

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140 Highland Ave, Unit #15

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11 Bond St, Unit 1
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.

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61 Summer St, Unit 1

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61 Summer St, Unit 1

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99 Thurston St, Unit #6

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55 Grant St

4A-6 Pleasant Ave

The Princeton

110 Thurston St

123 Highland Avenue

112 Thurston St
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.

The Hollander

625 McGrath
Winter Hill, Somerville, MA Local Guide

How much does it cost to rent an apartment in Winter Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winter Hill Studio Apartments | $2,281 | $1,950 | $2,500 |
| Winter Hill 1 Bedroom Apartments | $2,783 | $2,150 | $4,648 |
| Winter Hill 2 Bedroom Apartments | $3,355 | $2,350 | $7,403 |
| Winter Hill 3 Bedroom Apartments | $3,932 | $2,700 | $5,850 |
| Winter Hill 4 Bedroom Apartments | $4,552 | $3,200 | $5,595 |
Browse Apartments in this Neighborhood
There are currently 38 rentals with your search options within a 2 mile radius of the Winter Hill Neighborhood of Somerville, MA.
See all Apartments in SomervilleExplore Somerville
Winter Hill, Somerville, MA Local Guide
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Cheapest Available Winter Hill Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 136 School St | Studio | 1BR,1BA | $2,150 |
| 136 & 138 Highland Avenue | Studio | Studio,1BA | $2,250 |
Best Value Apartments for Rent in Winter Hill, MA
As of June 13, 2026 the best value apartment in the Winter Hill area is the $0.41 price per square foot 67 Governor Winthrop Rd Model at 67 Governor Winthrop Rd, Unit 1 in the in the Harvard Square neighborhood starting from $4,100. The second greatest value Winter Hill apartment is the 10 Sewall St Model at 10 Sewall St, Unit 4 starting at $5,100 with a $0.51 price per square foot in the Harvard Square neighborhood. Here is today’s list of the best values for Winter Hill apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 67 Governor Winthrop Rd, Unit 1 | 67 Governor Winthrop Rd | 3BR,1BA | $0.41 |
| 10 Sewall St, Unit 4 | 10 Sewall St | 3BR,2.5BA | $0.51 |
| 13 Sewall St, Unit 4 | 13 Sewall St | 3BR,2.5BA | $0.51 |
| 238 School St | 238 School St | 2BR,1BA | $0.32 |
| 122 Cross St | 122 Cross St | 4BR,2BA | $0.56 |
| 367 Broadway, Unit 6 | 367 Broadway | 2BR,1BA | $0.26 |
| 509 Medford St, Unit 2 | 509 Medford St | 2BR,1BA | $0.25 |
| 28 Temple St, Unit 3 | 28 Temple St | 4BR,1BA | $1.60 |
| 79 Glenwood Rd, Unit 2 | 79 Glenwood Rd | 4BR,1BA | $1.60 |
| 79 Glenwood Rd, Unit 3 | 79 Glenwood Rd | 3BR,1BA | $1.63 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Pet Friendly LifestyleWinter Hill, Somerville, MA
Ranked #17
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Cheap Winter Hill Apartments
What is a cheap apartment in Winter Hill?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Hill is under $2,250.
What is the price of a cheap apartment in Winter Hill?
The cheapest apartment in Winter Hill is 136 School St which is listed at $2,150, while the average apartment in Winter Hill costs $5,250.
What types of apartments are the cheapest in Winter Hill?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 6 regular apartments in Winter Hill that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
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
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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
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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.

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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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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.