Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA (322 Rentals)

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136 & 138 Highland Avenue
Rent Specials
$2,150 - $2,645
Total Monthly Price

Total Monthly Price

Base Rent
$2,150 - $2,645

Total Monthly Price
$2,150 - $2,645
Studio to 1 Bedroom Apartments Available Now

136 & 138 Highland Avenue

136-138 Highland AveSomerville, MA 02143
Student Housing
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247 Pearl St, Unit #204
$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

247 Pearl St, Unit #204

247 Pearl StSomerville, MA 02145
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119 Central St
$4,200
Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200
2 Bedroom Apartment Available Dec 1

119 Central St

119 Central StSomerville, MA 02145
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55 Marshall St, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Now

55 Marshall St, Unit 1

55 Marshall StSomerville, MA 02145
Affordability
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127 Walnut St, Unit 2
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

127 Walnut St, Unit 2

127 Walnut StSomerville, MA 02145
Affordability
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428 Broadway, Unit 1
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

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

428 Broadway, Unit 1

428 BroadwaySomerville, MA 02145
Affordability
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39 Bradley St
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
3 Bedroom Apartment Available Now

39 Bradley St

39 Bradley StSomerville, MA 02145
Pet Friendly
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47 Main St
$2,300
Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$2,300

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

47 Main St

47 Main StSomerville, MA 02145
Affordability
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140 Highland Ave, Unit 22
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200
Studio Apartment Available Now

140 Highland Ave, Unit 22

140 Highland AveSomerville, MA 02143
Affordability
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106 Highland Ave
$3,000
Total Monthly Price9 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

106 Highland Ave

106 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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96 Heath St
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
3 Bedroom Apartment Available Now

96 Heath St

96 Heath StSomerville, MA 02145
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4 Forster St, Unit 1
$1,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850
Studio Apartment Available Jan 1, 2026

4 Forster St, Unit 1

4 Forster StSomerville, MA 02145
Affordability
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140 Highland Ave, Unit 3
$2,295
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295
1 Bedroom Apartment Available Now

140 Highland Ave, Unit 3

140 Highland AveSomerville, MA 02143
Affordability
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11 Hudson St, Unit 2A
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

11 Hudson St, Unit 2A

11 Hudson StSomerville, MA 02143
Cost Per Sq.Ft.
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15 Hudson St, Unit 2T
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

15 Hudson St, Unit 2T

15 Hudson StSomerville, MA 02143
Cost Per Sq.Ft.

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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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53 Marshall St, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Jan 1, 2026

53 Marshall St, Unit 1

53 Marshall StSomerville, MA 02145
Cost Per Sq.Ft.
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29 Derby St, Unit 2
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

29 Derby St, Unit 2

29 Derby StSomerville, MA 02145
Cost Per Sq.Ft.
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29 Trull St
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
3 Bedroom Apartment Available Now

29 Trull St

29 Trull StSomerville, MA 02145
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102 Sycamore St, Unit 3
$2,550
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550
2 Bedroom Apartment Available Dec 1

102 Sycamore St, Unit 3

102 Sycamore StSomerville, MA 02145
Affordability
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67 Flint St, Unit 2
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
3 Bedroom Apartment Available Now

67 Flint St, Unit 2

67 Flint StSomerville, MA 02145
Cost Per Sq.Ft.
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67 Flint St, Unit 2
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
3 Bedroom Apartment Available Now

67 Flint St, Unit 2

67 Flint StSomerville, MA 02145
Cost Per Sq.Ft.

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67 Flint St, Unit 2
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
3 Bedroom Apartment Available Now

67 Flint St, Unit 2

67 Flint StSomerville, MA 02145
Cost Per Sq.Ft.
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20 Madison St, Unit 2A
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
4 Bedroom Apartment Available Now

20 Madison St, Unit 2A

20 Madison StSomerville, MA 02143
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20 Madison St, Unit 2
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
4 Bedroom Apartment Available Jan 1, 2026

20 Madison St, Unit 2

20 Madison StSomerville, MA 02143
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45 Temple St, Unit 1A
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

45 Temple St, Unit 1A

45 Temple StSomerville, MA 02145
Affordability
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27 Albion St, Unit 1
$4,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400
4 Bedroom Apartment Available Jan 1, 2026

27 Albion St, Unit 1

27 Albion StSomerville, MA 02143
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17 Hudson St, Unit 2
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Jan 1, 2026

17 Hudson St, Unit 2

17 Hudson StSomerville, MA 02143
Cost Per Sq.Ft.
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408 Mystic Ave, Unit 306
$3,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350
2 Bedroom Apartment Available Now

408 Mystic Ave, Unit 306

408 Mystic AveSomerville, MA 02145
Affordability

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

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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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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Getting Around the Winter Hill Neighborhood in Somerville, MA

Walk Score®

90 / 100

Walker’s Paradise

Daily errands do not require a car

Bike Score®

85 / 100

Very Bikeable

Biking is convenient for most trips

Transit Score®

55 / 100

Good Transit

Many nearby public transportation options

Frequently Asked Questions about Winter Hill

How much are Studio apartments in Winter Hill?

There are currently 67 Studio Apartments in Winter Hill with rent ranges from $1,850 to $2,500 with an average price of $2,216.

What is the current price range for One Bedroom Winter Hill Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Hill ranges from $1,950 to $3,500 with an average monthly rent of $2,542.

What does renting a Two Bedroom Apartment in Winter Hill cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Hill range from $2,200 to $5,800. Today's average rental price for Two Bedrooms here is $3,094.

How expensive are Winter Hill Three Bedroom Apartments?

There are currently 100 Three Bedroom Apartments listings available in Winter Hill on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $5,100 - averaging $3,332 for the location.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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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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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.