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$900
Total Monthly Price9 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$900
Total Monthly Price
$900
99 School St, Unit 1
99 School StSomerville, MA 02143
Cheap Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA from $900 (54 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Hill area of Somerville.
4 Forster St
SomervilleMA02145
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$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
42 Preston Rd, Unit 1
42 Preston RdSomerville, MA 02143
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$2,050 - $3,750
Plus Fees
Studio to 3 Bedroom Apartments Contact Us For AvailabilitySomerville Square
379-385 BroadwaySomerville, MA 02145
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$2,100 - $2,645
Total Monthly Price
Studio to 1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,100 - $2,645
Total Monthly Price
$2,100 - $2,645
136 & 138 Highland Avenue
136-138 Highland AveSomerville, MA 02143
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$2,100
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,100
Total Monthly Price
$2,100
131 Summer St, Unit 1R
131 Summer StSomerville, MA 02143
8 Langmaid Ave
SomervilleMA02145
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$2,100
Plus Fees12 Month Lease Term
Studio Apartments Available Now136 Highland Ave
136 Highland AveSomerville, MA 02143
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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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$2,150 - $2,350
Plus Fees9 Month Lease Term
1 Bedroom Apartments Available Now136 School St
136 School StSomerville, 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.
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$2,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
196 Central St, Unit 1C
196 Central StSomerville, MA 02145
155 Pearl St
SomervilleMA02145
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$2,250
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
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$2,250
Total Monthly Price
$2,250
145 Highland Ave, Unit #30
145 Highland AveSomerville, MA 02143
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$2,250
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
140 Highland Ave, Unit #6
140 Highland AveSomerville, MA 02143
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$2,295
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,295
Total Monthly Price
$2,295
140 Highland Ave, Unit 3
140 Highland AveSomerville, MA 02143
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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$2,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,350
Total Monthly Price
$2,350
9 Bond St, Unit 2
9 Bond StSomerville, MA 02145
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$2,385
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,385
Total Monthly Price
$2,385
130 Highland Ave, Unit 4
130 Highland AveSomerville, MA 02143
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$2,400
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
482 Broadway
482 BroadwaySomerville, MA 02145
331 Broadway
SomervilleMA02145
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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
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$2,450
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
110 Central St, Unit 138-12A
110 Central StSomerville, MA 02143
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$2,450
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
108 Cross St
108 Cross StSomerville, MA 02145
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
63 Sycamore St, Unit 1
63 Sycamore StSomerville, MA 02145
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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$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
15 Jaques St, Unit 1
15 Jaques StSomerville, MA 02145
15 Jaques St
SomervilleMA02145
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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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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
12 Douglas Ave, Unit 1
12 Douglas AveSomerville, MA 02145
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$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
15 Jaques St, Unit 3TT
15 Jaques StSomerville, MA 02145
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
45 Prescott St, Unit 1
45 Prescott StSomerville, MA 02143
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
45 Prescott St, Unit 1
45 Prescott StSomerville, MA 02143
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$2,600
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
82 Highland Ave, Unit 203
82 Highland AveSomerville, MA 02143
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
22 Temple St, Unit 22
22 Temple StSomerville, MA 02145
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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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,600
Total Monthly Price
$2,600
22 Temple St, Unit 2
22 Temple StSomerville, MA 02145
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$2,600
Total Monthly Price9 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,600
Total Monthly Price
$2,600
22 Temple St
22 Temple StSomerville, MA 02145
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
22 Temple St, Unit 2
22 Temple StSomerville, MA 02145
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$2,600
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available Jan 1, 202680 Highland Ave
80 Highland AveSomerville, MA 02143
22 Temple St
SomervilleMA02145
51 Sargent Ave
SomervilleMA02145
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$2,600
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
140 Highland Ave, Unit #15
140 Highland AveSomerville, MA 02143
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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.
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 an apartment in Winter Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winter Hill Studio Apartments | $2,225 | $1,850 | $2,500 |
| Winter Hill 1 Bedroom Apartments | $2,552 | $2,100 | $3,250 |
| Winter Hill 2 Bedroom Apartments | $3,066 | $2,350 | $5,500 |
| Winter Hill 3 Bedroom Apartments | $3,485 | $900 | $5,100 |
| Winter Hill 4 Bedroom Apartments | $4,459 | $3,400 | $5,995 |
| Winter Hill 5 Bedroom Apartments | $5,468 | $3,400 | $6,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 54 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
- Nearby Cities
- ZIP codes
- Local Counties
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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 December 25, 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 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.
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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 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.
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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 Cheap Winter Hill Apartments
What is the Cheapest Studio apartment in Winter Hill?
Currently the most affordable Cheap Studio Apartment in Winter Hill is at 136 & 138 Highland Avenue listed at $2,100.
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.
What is the lowest price for a Cheap Two Bedroom Winter Hill Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winter Hill is starting from $2,495 at Somerville Square.
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!