Cheap Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA from $2,000 (27 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Winter Hill area of Somerville.

property at 155 Pearl 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 Sep 1

155 Pearl St

SomervilleMA02145
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136 & 138 Highland Avenue
$2,250 - $3,200
Total Monthly Price

Total Monthly Price

Base Rent
$2,250 - $3,200

Total Monthly Price
$2,250 - $3,200
Studio to 1 Bedroom Apartments Available Aug 1

136 & 138 Highland Avenue

136-138 Highland AveSomerville, MA 02143
Student Housing
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  • Customer Reviewed
  • Utilities Included
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130 Highland Ave
$2,300 - $3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $3,200

Total Monthly Price
$2,300 - $3,200
Studio to 2 Bedroom Apartment Available Sep 1

130 Highland Ave

130 Highland AveSomerville, MA 02143
Affordability
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145 Highland Ave, Unit 1
$2,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350
Studio Apartment Available Aug 1

145 Highland Ave, Unit 1

145 Highland AveSomerville, MA 02143
Affordability
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Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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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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61 Summer St, Unit 1
$2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

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

61 Summer St, Unit 1

61 Summer StSomerville, MA 02143
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119 Highland Ave, Unit 47
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

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

119 Highland Ave, Unit 47

119 Highland AveSomerville, MA 02143
Affordability

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140 Highland Ave
$2,700 - $3,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700 - $3,150

Total Monthly Price
$2,700 - $3,150
1 Bedroom Apartment Available Aug 1

140 Highland Ave

140 Highland AveSomerville, MA 02143
Affordability
property at 7 Jaques St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

1 Bedroom, 1 Bath Home for Rent

Available Aug 1

7 Jaques St

SomervilleMA02145
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57 Summer St, Unit 2
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
1 Bedroom Apartment Available Sep 1

57 Summer St, Unit 2

57 Summer StSomerville, MA 02143
Affordability
  • Smoke Free

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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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
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110 Thurston St
1 Bedroom Apartments

110 Thurston St

110 Thurston StSomerville, MA 02145
  • Utilities Included
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112 Thurston St
1 Bedroom Apartments

112 Thurston St

112 Thurston StSomerville, MA 02145
  • Utilities Included
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136 School St
1 Bedroom Apartments

136 School St

136 School StSomerville, MA 02143
Student Housing

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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The Hollander
1 Bedroom Apartments

The Hollander

2-6a Pleasant AveSomerville, MA 02143
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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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625 McGrath
Studio to 3 Bedroom Apartments

625 McGrath

625 McGrath HwySomerville, MA 02145
  • Utilities Included

Winter Hill, Somerville, MA Local Guide

Best Value Apartments for Rent in Winter Hill, MA

As of July 29, 2026 the best value apartment in the Winter Hill area is the $0.31 price per square foot 131 Summer St Model at 131 Summer St, Unit #2 in the in the Kendall Square neighborhood starting from $3,100. The second greatest value Winter Hill apartment is the 20 Fellsway W Model at 20 Fellsway W, Unit 2 starting at $4,000 with a $0.40 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 ListingModel NameBed/BathPrice Per Sq.Ft.
131 Summer St, Unit #2131 Summer St2BR,1BA$0.31
20 Fellsway W, Unit 220 Fellsway W4BR,1.5BA$0.40
20 Fellsway W, Unit 220 Fellsway W4BR,1.5BA$0.40
62 Governor Winthrop Rd, Unit 162 Governor Winthrop Rd3BR,2.5BA$2.42
28 Temple St, Unit 328 Temple St4BR,1BA$1.60
79 Glenwood Rd, Unit 379 Glenwood Rd3BR,1BA$1.63
61 Putnam St, Unit 261 Putnam St4BR,1BA$2.53
20 Fellsway W, Unit 220 Fellsway W4BR,1.5BA$2.67
115 Bartlett St, Unit 1115 Bartlett St3BR,1BA$2.92
44 Berkeley St44 Berkeley St3BR,1BA$2.92

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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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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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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