
Cheap Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA from $1,100 (49 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Hill area of Somerville.


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119 Highland Ave, Unit 20

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136 & 138 Highland Avenue

138 Highland Ave

4 Langmaid Ave

155 Pearl St

Somerville Square

8 Langmaid Ave

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131 Summer St, Unit 1R
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

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110 Central St

290 Broadway

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238 School St

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196 Central St, Unit 1C

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367 Broadway, Unit 2D

331 Broadway

509 Medford St

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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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145 Highland Ave

54 Bonair St

55 Sydney St

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53 Laurel St, Unit 5

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129 Highland Ave

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130 Highland Ave

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140 Highland Ave

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482 Broadway

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108 Cross St
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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119 Highland Ave, Unit 1

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44 Temple St, Unit 3

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63 Sycamore St, Unit 1

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12 Douglas Ave, Unit 1

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82 Highland Ave, Unit 203

45 Prescott St

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108 Thurston St, Unit 6

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45 Prescott St, Unit 1

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45 Prescott St, Unit 1
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.

102 Cross St

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140 Highland Ave, Unit #15

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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

30 Thorpe St

4A-6 Pleasant Ave

The Princeton
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.

110 Thurston St

123 Highland Avenue

112 Thurston St

The Hollander
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 | $2,077 | $1,950 | $2,200 |
| Winter Hill 1 Bedroom Apartments | $2,664 | $2,100 | $3,558 |
| Winter Hill 2 Bedroom Apartments | $2,974 | $2,500 | $3,750 |
| Winter Hill 3 Bedroom Apartments | $3,442 | $2,750 | $4,050 |
| Winter Hill 4 Bedroom Apartments | $4,488 | $3,200 | $5,200 |
| Winter Hill 6 Bedroom Apartments | $5,500 | $5,500 | $5,500 |
Browse Apartments in this Neighborhood
There are currently 49 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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Best Value Apartments for Rent in Winter Hill, MA
As of February 21, 2026 the best value apartment in the Winter Hill area is the $0.27 price per square foot 15 Sargent Ave Model at 15 Sargent Ave, Unit 2 in the in the Winter Hill neighborhood starting from $2,650. The second greatest value Winter Hill apartment is the 238 School St Model at 238 School St starting at $3,300 with a $0.33 price per square foot in the Winter Hill 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. |
|---|---|---|---|
| 15 Sargent Ave, Unit 2 | 15 Sargent Ave | 2BR,1BA | $0.27 |
| 238 School St | 238 School St | 3BR,1BA | $0.33 |
| 196 Central St, Unit 1C | 196 Central St | Studio ,1BA | $0.22 |
| 110 Walnut St, Unit 1 | 110 Walnut St | 4BR,2BA | $1.64 |
| 187 Central St, Unit 1 | 187 Central St | 6BR,3.5BA | $2.20 |
| 79 Glenwood Rd, Unit 2 | 79 Glenwood Rd | 4BR,1BA | $1.60 |
| 45 Thurston St | 45 Thurston St | 4BR,2BA | $2.20 |
| 11 Stickney Ave, Unit 1 | 11 Stickney Ave | 3BR,2BA | $2.19 |
| 22 Temple St, Unit 2 | 22 Temple St | 2BR,1BA | $2.00 |
| 301 Medford St, Unit 2 | 301 Medford St | 3BR,1BA | $2.47 |
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
How much is rent for a Cheap One Bedroom Winter Hill Apartment?
The lowest price for a Cheap One Bedroom Winter Hill Apartment is $2,150 at 136 School St.
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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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.