Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,300 (21 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.

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605 Truman Hwy
Studio to 2 Bedroom Apartments

605 Truman Hwy

605 Truman HwyHyde Park, MA 02136
  • Utilities Included
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Ledgewood Apartments
1 to 2 Bedroom Apartments

Ledgewood Apartments

731 River StMattapan, MA 02126
  • Utilities Included

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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Hillside Street, Milton, MA Local Guide

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. J.E. Furnished Apartments of Quincy has the second lowest priced unit, which is a Studio apartment currently listed from $1,800. Here are the most affordable Hillside Street apartments for rent in Boston, MA:

Apartment ListingModel NameBed/BathPriced From
The Pryde – 62+ SENIORStudioStudio,1BA$1,483
J.E. Furnished Apartments of QuincyFurnished StudioStudio,1BA$1,800
Elmwood ParkOne Bed One Bath1BR,1BA$1,995
Reed Street ApartmentsRenovated 1 Bedroom1BR,1BA$2,095
Francis Crossing Apartment Homes1 Bedroom 1 Bathroom1BR,1BA$2,100

Best Value Apartments for Rent in Hillside Street, MA

As of July 03, 2025 the best value apartment in the Hillside Street area is the $0.17 price per square foot 767 Truman Hwy Model at 767 Truman Hwy, Unit 1 in the in the Brush Hill neighborhood starting from $1,675. The second greatest value Hillside Street apartment is the 36 Lexington Ave Model at 36 Lexington Ave, Unit 1 starting at $2,800 with a $1.87 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 ListingModel NameBed/BathPrice Per Sq.Ft.
767 Truman Hwy, Unit 1767 Truman HwyStudio ,1BA$0.17
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
Ridge at Blue HillsPlan F (B2A)2BR,2BA$2.25
40 Rockdale St, Unit 140 Rockdale St3BR,1BA$2.42
3 Pond St, Unit 23 Pond St3BR,1BA$2.75
184 Safford St, Unit 1184 Safford St2BR,1BA$2.17
Quarry Edge 4451 Bedroom + Den1BR,1BA$2.47
765 N Main St, Unit 2765 N Main St1BR,1BA$2.75
Reed Street ApartmentsRenovated 1 Bedroom1BR,1BA$2.79
The Pryde – 62+ SENIORStudioStudio ,1BA$2.62

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Pet Friendly Lifestyle
Hillside Street, Milton, MA

Ranked #3

Among neighborhoods in Milton, MA for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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 $2,250.

What is the price of a cheap apartment in Hillside Street?

The cheapest apartment in Hillside Street is The Pryde – 62+ SENIOR which is listed at $1,855, while the average apartment in Hillside Street costs $4,295.

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 3 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 $156 which is $4,139 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.

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