Room in Shared 4 bed/1.5 bath home
17 Kenneson
BostonMA02145
Cheap Homes for Rent in Winter Hill Neighborhood of Somerville, MA from $1,100 (36 Rentals)
Search the lowest-cost Homes available for rent right now in the Winter Hill area of Somerville.
Room in Shared 4 bed/1.5 bath home
17 Kenneson Rd
SomervilleMA02145
Room in Shared 4 bed/1.5 bath home
17 Kenneson Rd
SomervilleMA02145
Room in Shared 4 bed/1.5 bath home
100 Flint St
SomervilleMA02145
Room in Shared 4 bed/1.5 bath home
17 Kenneson Rd
SomervilleMA02145
51 Trull St, Unit 1
51 Trull St
SomervilleMA02145
138 Highland Ave
SomervilleMA02143
136 Highland Ave
SomervilleMA02143
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$2,100
Plus Fees12 Month Lease Term
Studio Apartments Available Now136 Highland Ave
136 Highland AveSomerville, MA 02143
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.
126 Highland Ave
SomervilleMA02143
138 Highland Ave
SomervilleMA02143
136 Highland Ave
SomervilleMA02143
136 Highland Ave
SomervilleMA02143
456 Medford St
SomervilleMA02145
138 Highland Ave
SomervilleMA02143
136 Highland Ave
SomervilleMA02143
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$2,150
Plus Fees12 Month Lease Term
Studio Apartments Available Now138 Highland Ave
138 Highland AveSomerville, MA 02143
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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.
397 Broadway, Unit #2
397 Broadway
SomervilleMA02145
138 Highland Ave
SomervilleMA02143
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60 Berkeley St
SomervilleMA02143
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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.
138 Highland Ave
SomervilleMA02143
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296A Broadway
SomervilleMA02145
136 Highland Ave
SomervilleMA02143
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$2,400
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available Jan 1, 2026136 Highland Ave
136 Highland AveSomerville, MA 02143
136 Highland Ave
SomervilleMA02143
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$2,500
Plus Fees
Studio Apartments Available Nov 15, 2026138 Highland Ave
138 Highland AveSomerville, MA 02143
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64 Grant St, Unit 3##
64 Grant St
SomervilleMA02145
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.
Showing Results 1-36, Page 1 of 1
Winter Hill, Somerville, MA Local Guide
Sunset on the Mystic by Flickr User: ekilby is licensed under CC BY 2.0
How much does it cost to rent a home in Winter Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winter Hill 2 Bedroom Homes for Rent | $3,075 | $2,200 | $3,750 |
| Winter Hill 3 Bedroom Homes for Rent | $3,787 | $2,500 | $4,600 |
| Winter Hill 4 Bedroom Homes for Rent | $3,857 | $1,100 | $5,400 |
| Winter Hill 5 Bedroom Homes for Rent | $5,240 | $3,400 | $6,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 36 rentals with your search options within a 2 mile radius of the Winter Hill Neighborhood of Somerville, MA.
Explore Somerville
Winter Hill, Somerville, MA Local Guide
- Nearby Somerville neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Winter Hill Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 136 & 138 Highland Avenue | Studio | Studio,1BA | $1,900 |
| 136 School St | Studio | 1BR,1BA | $2,150 |
Best Value Apartments for Rent in Winter Hill, MA
As of December 21, 2025 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 196 Central St Model at 196 Central St, Unit 1C starting at $2,200 with a $0.22 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. |
|---|---|---|---|
| 58 Vinal Ave, Unit 1 | 58 Vinal Ave | 3BR,1BA | $0.35 |
| 196 Central St, Unit 1C | 196 Central St | Studio ,1BA | $0.22 |
| 140 Highland Ave, Unit #6 | 140 Highland Ave | Studio ,1BA | $0.23 |
| 15 Jaques St, Unit 1 | 15 Jaques St | 1BR,1BA | $0.25 |
| 25 MacArthur St, Unit 1R | 25 MacArthur St | 1BR,1BA | $0.28 |
| 238 School St, Unit P3 | 238 School St | 2BR,1BA | $0.30 |
| 11 Hudson St, Unit 2A | 11 Hudson St | 2BR,1BA | $0.30 |
| 15 Hudson St, Unit 2A | 15 Hudson St | 2BR,1BA | $0.30 |
| 67 Wheatland St, Unit 1 | 67 Wheatland St | 2BR,1BA | $0.32 |
| 14 Otis St, Unit 1 | 14 Otis St | 3BR,2BA | $0.33 |
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 Article
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.
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.
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If you’re an expert on all things Winter Hill, tell us what you love (and don't) by rating it and writing a review.
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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 Winter Hill
What type of rentals are currently available in Winter Hill?
There are currently 256 Apartments for Rent in Winter Hill, MA with pricing that ranges from $900 to $6,500. There are also 135 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Hill ranging from $1,100 to $6,500.
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 $1,100 to $6,500 with an average monthly rent of $3,473.
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 $900 to $5,100, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $4,600. Four Bedroom Single-Family rentals are also available starting from $1,100 and Four Bedroom Apartments start at $3,400.
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
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.