Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,100 (16 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.

Private bedroom in 4 bed/1 bath Home

The Pryde – 62+ SENIOR

Logan Square Residences - 55+ Community

1201 River St
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763 Truman Pkwy

Reed Street Apartments

J.E. Furnished Apartments of Quincy
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306 Copeland St

92 N Central Ave

77 Hamilton 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
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 | $2,234 | $1,300 | $3,800 |
Hillside Street 1 Bedroom Apartments | $2,606 | $1,530 | $4,000 |
Hillside Street 2 Bedroom Apartments | $3,135 | $1,777 | $7,800 |
Hillside Street 3 Bedroom Apartments | $3,691 | $2,400 | $5,500 |
Hillside Street 4 Bedroom Apartments | $3,325 | $1,175 | $4,500 |
Browse Apartments in this Neighborhood
There are currently 16 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. 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 Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
The Pryde – 62+ SENIOR | Studio | Studio,1BA | $1,483 |
J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,800 |
Elmwood Park | One Bed One Bath | 1BR,1BA | $1,995 |
Rosemont Square | Atlantic | 1BR,1BA | $2,080 |
Miller Street Apartments | Middle 2 Bedroom | 2BR,1BA | $2,200 |
Best Value Apartments for Rent in Hillside Street, MA
As of May 10, 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 |
713 Metropolitan Ave, Unit 2 | 713 Metropolitan Ave | 3BR,1.5BA | $2.29 |
1047 River St, Unit Second Floor Apartment | 1047 River St | 4BR,1BA | $2.71 |
234 Blue Hill Ave, Unit 234 | 234 Blue Hill Ave | 2BR,1BA | $2.25 |
Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.47 |
Ridge at Blue Hills | Plan C (A1D) | 1BR,1BA | $2.66 |
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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Pet Friendly LifestyleHillside Street, Milton, MA
Ranked #3
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
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 $2,340.
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 $3,800.
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 $104 which is $3,696 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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