Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $900 (16 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.

7 Fairfax Rd

Private bedroom in 4 bed/1 bath Home

Private bedroom in 4 bed/1 bath Home

Private bedroom in 4 bed/1 bath Home

The Pryde – 62+ SENIOR

Baker Chocolate Factory

Reed Street Apartments

763 Truman Pkwy
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

J.E. Furnished Apartments of Quincy

306 Copeland St
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 | $2,103 | $1,300 | $2,825 |
Hillside Street 1 Bedroom Apartments | $2,651 | $1,855 | $4,000 |
Hillside Street 2 Bedroom Apartments | $3,155 | $1,777 | $7,800 |
Hillside Street 3 Bedroom Apartments | $3,591 | $2,400 | $5,400 |
Hillside Street 4 Bedroom Apartments | $2,771 | $925 | $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 | $2,005 |
Miller Street Apartments | Middle 2 Bedroom | 2BR,1BA | $2,200 |
Best Value Apartments for Rent in Hillside Street, MA
As of April 16, 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
55 Gordon Ave, Unit 2 | 55 Gordon Ave | 2BR,1BA | $0.34 |
55 Gordon Ave, Unit #2 | 55 Gordon Ave | 2BR,1BA | $0.34 |
71 Arlington St, Unit 2 | 71 Arlington St | 3BR,2BA | $1.76 |
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 |
Ridge at Blue Hills | Plan D (A1AD) | 1BR,1BA | $2.50 |
Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.47 |
Prynne Hills | A1F | 1BR,1BA | $2.77 |
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 the Cheapest Studio apartment in Hillside Street?
Currently the most affordable Cheap Studio Apartment in Hillside Street is at The Pryde – 62+ SENIOR listed at $1,483.
How much is rent for a Cheap One Bedroom Hillside Street Apartment?
The lowest price for a Cheap One Bedroom Hillside Street Apartment is $1,855 at The Pryde – 62+ SENIOR.
What is the lowest price for a Cheap Two Bedroom Hillside Street Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Hillside Street is starting from $1,777 at The Pryde – 62+ SENIOR.
What is the most affordable Hillside Street Three Bedroom Apartment?
The best deal on a cheap Hillside Street Three Bedroom Apartment rental is at Quarry Hills and starts from $4,346.
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.

The 10 Best Affordable Neighborhoods in Boston, MA
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Know Your Rights - How Discrimination Laws Impact Landlords & Tenants
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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.