
Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $2,000 (22 Rentals)
Cheap Homes in the Hillside Street area of Milton.


763 Truman Pkwy

780 Willard St

763 Truman Pkwy

1144 River St

1142 River St

92A Dayton St
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1410 Hyde Park Ave

251 Copeland St

21 Waterloo St, Unit 1

763 Truman Pkwy

92A Dayton St, Unit A

654 Metropolitan Ave, Unit 2

710 Metropolitan Ave, Unit 3
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230 Willard St, Unit 210

2 Imbaro Rd, Unit 2

6 Monponset St, Unit 1

500 Willard St, Unit 501

101 California Ave, Unit 103

110 Faraday St, Unit 2

9 Summit Ave
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

232 Austin St, Unit 1
Hillside Street, Milton, MA Local Guide

How much does it cost to rent a home in Hillside Street?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Hillside Street 2 Bedroom Homes for Rent | $2,965 | $2,200 | $5,000 |
Hillside Street 3 Bedroom Homes for Rent | $3,585 | $2,700 | $4,800 |
Hillside Street 4 Bedroom Homes for Rent | $4,450 | $3,800 | $5,000 |
Hillside Street 5 Bedroom Homes for Rent | $4,500 | $4,500 | $4,500 |
Browse Homes for Rent in this Neighborhood
There are currently 22 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. 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 Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
The Pryde – 62+ SENIOR | Studio | Studio,1BA | $1,483 |
Logan Square Residences - 55+ Community | One Bedroom 50% | 1BR,1BA | $1,530 |
J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,800 |
Elmwood Park | One Bed One Bath | 1BR,1BA | $1,995 |
Miller Street Apartments | Middle 2 Bedroom | 2BR,1BA | $2,200 |
Best Value Apartments for Rent in Hillside Street, MA
As of May 07, 2025 the best value apartment in the Hillside Street area is the $0.32 price per square foot 39 Austin St Model at 39 Austin St, Unit 104 in the in the Brush Hill neighborhood starting from $3,200. 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. |
---|---|---|---|
39 Austin St, Unit 104 | 39 Austin St | 1BR,1BA | $0.32 |
55 Gordon Ave, Unit #2 | 55 Gordon Ave | 2BR,1BA | $0.34 |
36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
1047 River St, Unit Second Floor Apartment | 1047 River St | 4BR,1BA | $2.71 |
713 Metropolitan Ave, Unit 2 | 713 Metropolitan Ave | 3BR,1.5BA | $2.29 |
Ridge at Blue Hills | Plan E (B2G) | 2BR,2BA | $2.54 |
Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.47 |
Rosemont Square | Prudential | 2BR,1.5BA | $2.52 |
25 N Central Ave, Unit 2 | 25 N Central Ave | 2BR,1BA | $2.65 |
The Pryde – 62+ SENIOR | Studio | Studio ,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 231 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,075 to $7,800. There are also 81 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 $3,629.
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 $5,500, 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 $1,075.
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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