Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $1,700 (13 Rentals)

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

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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$2,245

Best Value Apartments for Rent in Hillside Street, MA

As of June 22, 2025 the best value apartment in the Hillside Street area is the $1.87 price per square foot 36 Lexington Ave Model at 36 Lexington Ave, Unit 1 in the in the Brush Hill neighborhood starting from $2,800. The second greatest value Hillside Street apartment is the 61 Neponset Ave Model at 61 Neponset Ave, Unit 1 starting at $3,500 with a $2.33 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.
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
61 Neponset Ave, Unit 161 Neponset Ave3BR,1BA$2.33
40 Rockdale St, Unit 140 Rockdale St3BR,1BA$2.42
Quarry Edge 4451 Bedroom + Den1BR,1BA$2.47
106 Brook road, Unit 2106 Brook road3BR,1BA$2.83
108 N Central Ave, Unit 110108 N Central Ave2BR,1BA$2.40
Prynne HillsA1G1BR,1BA$2.74
Reed Street ApartmentsRenovated 1 Bedroom1BR,1BA$2.79
Elmwood ParkOne Bed One Bath1BR,1BA$2.81
The Pryde – 62+ SENIORStudioStudio ,1BA$2.62

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Frequently Asked Questions about Hillside Street

What type of rentals are currently available in Hillside Street?

There are currently 221 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,175 to $5,400. There are also 90 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,700 to $9,500.

What is the current price range for Rental Homes in Hillside Street?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Hillside Street ranges from $1,700 to $9,500 with an average monthly rent of $3,446.

How much are larger Three and Four Bedroom Rentals in Hillside Street?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Hillside Street range from $2,375 to $5,400, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $4,500. Four Bedroom Single-Family rentals are also available starting from $3,650 and Four Bedroom Apartments start at $1,175.

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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.