
Cheap Apartments for Rent in the Winter Hill Neighborhood of Somerville, MA from $1,000 (30 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Hill area of Somerville.


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43 Temple St

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420 Medford St, Unit 1

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Somerville Square

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81 Bailey Rd, Unit 81R 1

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61 Summer St, Unit 1

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136 & 138 Highland Avenue
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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145 Highland Ave, Unit 1

136 Highland Ave, Unit 6

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130 Highland Ave

146 Highland Ave, Unit #1R

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146 Highland Ave, Unit 1

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129 Highland Ave

192 Central St, Unit #B
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192 Central St

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11 Bond St

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119 Highland Ave, Unit 47

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108 Thurston St, Unit 6

394 Broadway, Unit 2

102 Cross St, Unit A

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35 Bradley St, Unit 1
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68 Trull St

4A-6 Pleasant Ave

The Princeton

110 Thurston St

136 School St

112 Thurston St

The Hollander
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123 Highland Avenue

102 Cross St, Unit A
Winter Hill, Somerville, MA Local Guide

How much does it cost to rent an apartment in Winter Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winter Hill Studio Apartments | $2,266 | $2,050 | $2,350 |
| Winter Hill 1 Bedroom Apartments | $2,750 | $1,040 | $3,300 |
| Winter Hill 2 Bedroom Apartments | $3,157 | $2,400 | $4,250 |
| Winter Hill 3 Bedroom Apartments | $3,647 | $2,795 | $5,400 |
| Winter Hill 4 Bedroom Apartments | $4,188 | $1,000 | $5,400 |
Browse Apartments in this Neighborhood
There are currently 30 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
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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 | $2,250 |
Best Value Apartments for Rent in Winter Hill, MA
As of September 12, 2026 the best value apartment in the Winter Hill area is the $0.29 price per square foot 250 School St Model at 250 School St in the in the Harvard Square neighborhood starting from $2,895. The second greatest value Winter Hill apartment is the 67 Wheatland St Model at 67 Wheatland St, Unit 1 starting at $3,350 with a $0.34 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. |
|---|---|---|---|
| 250 School St | 250 School St | 2BR,1BA | $0.29 |
| 67 Wheatland St, Unit 1 | 67 Wheatland St | 2BR,1BA | $0.34 |
| 20 Radcliffe Rd, Unit 1 | 20 Radcliffe Rd | 2BR,1BA | $0.34 |
| 67 Wheatland St, Unit 1 | 67 Wheatland St | 2BR,1BA | $0.35 |
| 15 Sargent Ave, Unit 2A | 15 Sargent Ave | 2BR,1BA | $0.35 |
| 20 Radcliffe Rd, Unit 1A | 20 Radcliffe Rd | 2BR,1BA | $0.37 |
| 20 Fellsway W, Unit 2 | 20 Fellsway W | 4BR,1.5BA | $0.38 |
| 20 Fellsway W, Unit 2 | 20 Fellsway W | 4BR,1.5BA | $0.38 |
| 20 Fellsway W, Unit 2 | 20 Fellsway W | 4BR,1.5BA | $0.40 |
| 11 Partridge Ave, Unit 2 | 11 Partridge Ave | 3BR,1BA | $0.41 |
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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.
Pet Friendly LifestyleWinter Hill, Somerville, MA
Ranked #9
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 a cheap apartment in Winter Hill?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Hill is under $2,250.
What is the price of a cheap apartment in Winter Hill?
The cheapest apartment in Winter Hill is 136 & 138 Highland Avenue which is listed at $2,550, while the average apartment in Winter Hill costs $3,300.
How do the prices of cheap apartments compare to the average apartment in Winter Hill?
Cheap apartments in Winter Hill have an average cost of $310 which is $2,990 cheaper than the average rent for all rentals in Winter Hill.
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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