
Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,300 (20 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.


Baker Chocolate Factory

Reed Street Apartments

J.E. Furnished Apartments of Quincy

Elevation Apartments at Crown Colony

763 Truman Pkwy, Unit 3

55 Elmwood Park

1142 River St
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

1144 River St

Residences at Great Pond

306 Copeland St
Hillside Street, Milton, MA Local Guide

How much does it cost to rent an apartment in Hillside Street?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Hillside Street Studio Apartments | $2,158 | $1,483 | $2,825 |
Hillside Street 1 Bedroom Apartments | $2,570 | $1,975 | $4,000 |
Hillside Street 2 Bedroom Apartments | $3,070 | $1,777 | $4,725 |
Hillside Street 3 Bedroom Apartments | $3,572 | $2,700 | $5,400 |
Hillside Street 4 Bedroom Apartments | $3,856 | $3,400 | $4,500 |
Browse Apartments in this Neighborhood
There are currently 20 rentals with your search options within a 3 mile radius of the Hillside Street Neighborhood of Milton, MA.
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Hillside Street, Milton, MA Local Guide
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Cheapest Available Hillside Street Apartments for Rent
 The cheapest available apartment rental in the Hillside Street area of Boston, MA is a Studio unit found at The Pryde – 62+ SENIOR priced from $1,483. Reed Street Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,695. Here are the most affordable Hillside Street apartments for rent in Boston, MA:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
The Pryde – 62+ SENIOR | Studio | Studio,1BA | $1,483 |
Reed Street Apartments | Renovated Studio | Studio,1BA | $1,695 |
J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,800 |
Elevation Apartments at Crown Colony | Studio | Studio,1BA | $1,925 |
Elmwood Park | One Bed One Bath | 1BR,1BA | $1,995 |
Best Value Apartments for Rent in Hillside Street, MA
As of March 24, 2025 the best value apartment in the Hillside Street area is the $0.25 price per square foot 17 Bow St Model at 17 Bow St, Unit 14 in the in the Brush Hill neighborhood starting from $2,500. The second greatest value Hillside Street apartment is the 55 Gordon Ave Model at 55 Gordon Ave, Unit 2 starting at $3,400 with a $0.34 price per square foot in the Brush Hill neighborhood. Here is today’s list of the best values for Hillside Street apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
17 Bow St, Unit 14 | 17 Bow St | 1BR,1BA | $0.25 |
55 Gordon Ave, Unit 2 | 55 Gordon Ave | 2BR,1BA | $0.34 |
55 Gordon Ave, Unit #2 | 55 Gordon Ave | 2BR,1BA | $0.34 |
71 Arlington St, Unit 2 | 71 Arlington St | 3BR,2BA | $1.76 |
Prynne Hills | B2N | 2BR,2BA | $2.38 |
36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
713 Metropolitan Ave, Unit 2 | 713 Metropolitan Ave | 3BR,1.5BA | $2.41 |
Ridge at Blue Hills | Plan E (B2G) | 2BR,2BA | $2.53 |
19 Maida Ter, Unit 301 | 19 Maida Ter | 1BR,1BA | $2.50 |
83 Canton St, Unit 1A | 83 Canton St | 2BR,1BA | $2.63 |
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Pet Friendly LifestyleHillside Street, Milton, MA
Ranked #5
Among neighborhoods in Milton, MA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Hillside Street, Milton, MA
School data provided by Great Schools
Best Local Schools in Hillside Street, Milton, MA
School data provided by Great Schools
Frequently Asked Questions about Cheap Hillside Street Apartments
What is a cheap apartment in Hillside Street?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Hillside Street is under $2,300.
What is the price of a cheap apartment in Hillside Street?
The cheapest apartment in Hillside Street is Elmwood Park which is listed at $1,995, while the average apartment in Hillside Street costs $3,880.
What types of apartments are the cheapest in Hillside Street?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 90 regular apartments in Hillside Street that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Hillside Street?
Cheap apartments in Hillside Street have an average cost of $153 which is $3,727 cheaper than the average rent for all rentals in Hillside Street.
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.

The 10 Best Affordable Neighborhoods in Boston, MA
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Understanding Amenity Fees: Know Where You Might Be Able to Save Money
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With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

What to Know About Fees and Fines When Renting
Written by: Trey Huguley
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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.