Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $2,000 (27 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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property at 2 Imbaro Rd

2 Imbaro Rd, Unit 2

2 Imbaro Rd
BostonMA02136

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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property at 9 Summit Ave

9 Summit Ave

QuincyMA02170
Showing Results 1-27, Page 1 of 1

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. Logan Square Residences - 55+ Community has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,530. 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
Logan Square Residences - 55+ CommunityOne Bedroom 50%1BR,1BA$1,530
J.E. Furnished Apartments of QuincyFurnished StudioStudio,1BA$1,800
Rosemont SquareAtlantic1BR,1BA$1,990
Elmwood ParkOne Bed One Bath1BR,1BA$1,995
Elevation Apartments at Crown ColonyStudioStudio,1BA$2,200
Miller Street ApartmentsMiddle 2 Bedroom2BR,1BA$2,200
Francis Crossing Apartment Homes1 Bedroom 1 Bathroom1BR,1BA$2,235

Best Value Apartments for Rent in Hillside Street, MA

As of April 17, 2025 the best value apartment in the Hillside Street area is the $0.34 price per square foot 55 Gordon Ave Model at 55 Gordon Ave, Unit 2 in the in the Brush Hill neighborhood starting from $3,400. 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 ListingModel NameBed/BathPrice Per Sq.Ft.
55 Gordon Ave, Unit 255 Gordon Ave2BR,1BA$0.34
55 Gordon Ave, Unit #255 Gordon Ave2BR,1BA$0.34
71 Arlington St, Unit 271 Arlington St3BR,2BA$1.76
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
713 Metropolitan Ave, Unit 2713 Metropolitan Ave3BR,1.5BA$2.29
Ridge at Blue HillsPlan D (A1AD)1BR,1BA$2.47
Quarry Edge 4451 Bedroom + Den1BR,1BA$2.47
Prynne HillsA1F1BR,1BA$2.77
25 N Central Ave, Unit 225 N Central Ave2BR,1BA$2.65
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 235 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,125 to $7,800. There are also 85 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $2,050 to $5,000.

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 $2,050 to $5,000 with an average monthly rent of $3,559.

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 $2,400 to $5,400, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,700 to $4,800. Four Bedroom Single-Family rentals are also available starting from $3,800 and Four Bedroom Apartments start at $1,125.

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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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

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.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.