
Cheap Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA from $900 (58 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Hill area of Somerville.


4 Forster St

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42 Preston Rd, Unit 1

Somerville Square

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136 & 138 Highland Avenue

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131 Summer St, Unit 1R

8 Langmaid Ave

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123 Highland Ave
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.

136 School St

9 Temple St

155 Pearl St

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196 Central St, Unit 1C

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145 Highland Ave, Unit #30

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140 Highland Ave, Unit #6
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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130 Summer St, Unit 3R

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140 Highland Ave, Unit 3

331 Broadway

54 Bonair St

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9 Bond St, Unit 2

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130 Highland Ave, Unit 4

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482 Broadway
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.

136 Highland Ave

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110 Central St, Unit 138-12A

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108 Cross St

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63 Sycamore St, Unit 1

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15 Jaques St, Unit 1

15 Jaques St

138 Highland Ave

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12 Douglas Ave, Unit 1

45 Prescott St
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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15 Jaques St, Unit 3TT

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45 Prescott St, Unit 1

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45 Prescott St, Unit 1

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82 Highland Ave, Unit 203

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22 Temple St, Unit 22

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22 Temple St, Unit 2

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22 Temple St

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22 Temple St, Unit 2

51 Sargent Ave
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.
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 | $2,224 | $1,850 | $2,500 |
| Winter Hill 1 Bedroom Apartments | $2,506 | $2,100 | $3,250 |
| Winter Hill 2 Bedroom Apartments | $3,082 | $2,350 | $5,500 |
| Winter Hill 3 Bedroom Apartments | $3,515 | $900 | $5,100 |
| Winter Hill 4 Bedroom Apartments | $4,430 | $3,200 | $5,995 |
| Winter Hill 5 Bedroom Apartments | $5,468 | $3,400 | $6,500 |
Browse Apartments in this Neighborhood
There are currently 58 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
- Nearby Somerville neighborhoods
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Cheapest Available Winter Hill Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 136 & 138 Highland Avenue | Studio | Studio,1BA | $2,100 |
| 136 School St | Studio | 1BR,1BA | $2,150 |
Best Value Apartments for Rent in Winter Hill, MA
As of January 01, 2026 the best value apartment in the Winter Hill area is the $0.35 price per square foot 58 Vinal Ave Model at 58 Vinal Ave, Unit 1 in the in the Kendall Square neighborhood starting from $3,500. The second greatest value Winter Hill apartment is the 25 MacArthur St Model at 25 MacArthur St, Unit 1R starting at $2,800 with a $0.28 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 58 Vinal Ave, Unit 1 | 58 Vinal Ave | 3BR,1BA | $0.35 |
| 25 MacArthur St, Unit 1R | 25 MacArthur St | 1BR,1BA | $0.28 |
| 14 Otis St, Unit 1 | 14 Otis St | 3BR,2BA | $0.33 |
| 67 Wheatland St, Unit 1 | 67 Wheatland St | 2BR,1BA | $0.32 |
| 238 School St, Unit P3 | 238 School St | 2BR,1BA | $0.30 |
| 196 Central St, Unit 1C | 196 Central St | Studio ,1BA | $0.22 |
| 140 Highland Ave, Unit #6 | 140 Highland Ave | Studio ,1BA | $0.23 |
| 11 Hudson St, Unit 2A | 11 Hudson St | 2BR,1BA | $0.30 |
| 15 Jaques St, Unit 1 | 15 Jaques St | 1BR,1BA | $0.25 |
| 15 Hudson St, Unit 2A | 15 Hudson St | 2BR,1BA | $0.30 |
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 ArticleThe 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.
Read ArticleCash 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.
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 #13
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 $2,150.
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 $5,500.
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 11 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
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

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!









