Cheap Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA from $1,100 (49 Rentals)

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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
$1,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950
Studio Apartment Available Now

119 Highland Ave, Unit 20

119 Highland AveSomerville, MA 02143
Affordability
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136 & 138 Highland Avenue
Rent Specials
$1,950 - $2,600
Total Monthly Price

Total Monthly Price

Base Rent
$1,950 - $2,600

Total Monthly Price
$1,950 - $2,600
Studio to 1 Bedroom Apartments Available Now

136 & 138 Highland Avenue

136-138 Highland AveSomerville, MA 02143
Student Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 4 Langmaid Ave

$1,975

Total Monthly Price

Total Monthly Price

Base Rent
$1,975

Total Monthly Price
$1,975

Studio, 1 Bath Home for Rent

Available Now

4 Langmaid Ave

SomervilleMA02145
property at 155 Pearl St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Home for Rent

Available Now

155 Pearl St

SomervilleMA02145
property at 8 Langmaid Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Now

8 Langmaid Ave

SomervilleMA02145

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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110 Central St
$2,200 - $2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $2,500

Total Monthly Price
$2,200 - $2,500
Studio Apartment Available Now

110 Central St

110 Central StSomerville, MA 02143
Affordability
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238 School St
$2,200 - $3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $3,300

Total Monthly Price
$2,200 - $3,300
Studio to 3 Bedroom Apartment Available Now

238 School St

238 School StSomerville, MA 02145
Furnished
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367 Broadway, Unit 2D
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200
1 Bedroom Apartment Available Now

367 Broadway, Unit 2D

367 BroadwaySomerville, MA 02145
Affordability
property at 331 Broadway

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Home for Rent

Available Now

331 Broadway

SomervilleMA02145
property at 509 Medford St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Home for Rent

Available Now

509 Medford St

SomervilleMA02145

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
$2,250 - $2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $2,500

Total Monthly Price
$2,250 - $2,500
Studio Apartment Available Now

145 Highland Ave

145 Highland AveSomerville, MA 02143
Affordability
property at 54 Bonair St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Home for Rent

Available Now

54 Bonair St

SomervilleMA02145
property at 55 Sydney St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Home for Rent

Available Now

55 Sydney St

SomervilleMA02145
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53 Laurel St, Unit 5
$2,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300
1 Bedroom Apartment Available Now

53 Laurel St, Unit 5

53 Laurel StSomerville, MA 02143
Affordability
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129 Highland Ave
$2,350 - $3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350 - $3,000

Total Monthly Price
$2,350 - $3,000
Studio to 2 Bedroom Apartment Available Now

129 Highland Ave

129 Highland AveSomerville, MA 02143
Affordability
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130 Highland Ave
$2,375 - $2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,375 - $2,500

Total Monthly Price
$2,375 - $2,500
Studio to 1 Bedroom Apartment Available Mar 13

130 Highland Ave

130 Highland AveSomerville, MA 02143
Affordability
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140 Highland Ave
$2,375 - $2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,375 - $2,500

Total Monthly Price
$2,375 - $2,500
Studio to 1 Bedroom Apartment Available Mar 13

140 Highland Ave

140 Highland AveSomerville, MA 02143
Affordability
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482 Broadway
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
1 Bedroom Apartment Available Now

482 Broadway

482 BroadwaySomerville, MA 02145
Affordability
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108 Cross St
$2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450
1 Bedroom Apartment Available Now

108 Cross St

108 Cross StSomerville, MA 02145
Affordability

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
$2,475
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,475

Total Monthly Price
$2,475
1 Bedroom Apartment Available Now

119 Highland Ave, Unit 1

119 Highland AveSomerville, MA 02143
Affordability
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82 Highland Ave, Unit 203
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
1 Bedroom Apartment Available Now

82 Highland Ave, Unit 203

82 Highland AveSomerville, MA 02143
Affordability
  • Smoke Free
property at 45 Prescott St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

45 Prescott St

SomervilleMA02143

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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140 Highland Ave, Unit #15
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600
1 Bedroom Apartment Available Now

140 Highland Ave, Unit #15

140 Highland AveSomerville, MA 02143
Affordability
  • Smoke Free
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22 Temple St
$2,600
Total Monthly Price9 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

22 Temple St

22 Temple StSomerville, MA 02145
Affordability
  • Smoke Free
property at 30 Thorpe St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

30 Thorpe St

SomervilleMA02143
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4A-6 Pleasant Ave
1 to 3 Bedroom Apartments

4A-6 Pleasant Ave

4A-6 Pleasant AveSomerville, MA 02143
  • Utilities Included
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The Princeton
Studio to 2 Bedroom Apartments

The Princeton

333 BroadwaySomerville, MA 02145
  • Utilities Included

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.

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110 Thurston St
1 Bedroom Apartments

110 Thurston St

110 Thurston StSomerville, MA 02145
  • Utilities Included
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123 Highland Avenue
Studio to 2 Bedroom Apartments

123 Highland Avenue

121-123 Highland AveSomerville, MA 02143
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112 Thurston St
1 Bedroom Apartments

112 Thurston St

112 Thurston StSomerville, MA 02145
  • Utilities Included
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The Hollander
1 Bedroom Apartments

The Hollander

2-6a Pleasant AveSomerville, MA 02143

Winter Hill, Somerville, MA Local Guide

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 ListingModel NameBed/BathPrice Per Sq.Ft.
15 Sargent Ave, Unit 215 Sargent Ave2BR,1BA$0.27
238 School St238 School St3BR,1BA$0.33
196 Central St, Unit 1C196 Central StStudio ,1BA$0.22
110 Walnut St, Unit 1110 Walnut St4BR,2BA$1.64
187 Central St, Unit 1187 Central St6BR,3.5BA$2.20
79 Glenwood Rd, Unit 279 Glenwood Rd4BR,1BA$1.60
45 Thurston St45 Thurston St4BR,2BA$2.20
11 Stickney Ave, Unit 111 Stickney Ave3BR,2BA$2.19
22 Temple St, Unit 222 Temple St2BR,1BA$2.00
301 Medford St, Unit 2301 Medford St3BR,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.

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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.

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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.

Read Article
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Quick 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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Pet Friendly Lifestyle
Winter Hill, Somerville, MA

Ranked #13

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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.

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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.

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Renting with Roommates: Realistic Expectations for Shared Lease

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