
Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,300 (21 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.


Logan Square Residences - 55+ Community

1201 River St
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

763 Truman Pkwy

Reed Street Apartments

J.E. Furnished Apartments of Quincy

151 Canton St

204 Neponset Valley Pkwy

559 Willard St

20 Miller St
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

738 Truman Pkwy

289 Highland Ave

150 Barham Ave

68 Readville St, Unit A
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $2,299 | $1,483 | $3,800 |
Hillside Street 1 Bedroom Apartments | $2,487 | $1,530 | $4,000 |
Hillside Street 2 Bedroom Apartments | $3,023 | $1,777 | $3,779 |
Hillside Street 3 Bedroom Apartments | $3,654 | $2,975 | $5,400 |
Hillside Street 4 Bedroom Apartments | $4,295 | $3,990 | $4,600 |
Browse Apartments in this Neighborhood
There are currently 21 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
- Nearby Milton neighborhoods
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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 |
Reed Street Apartments | Renovated 1 Bedroom | 1BR,1BA | $2,095 |
Francis Crossing Apartment Homes | 1 Bedroom 1 Bathroom | 1BR,1BA | $2,100 |
Best Value Apartments for Rent in Hillside Street, MA
As of July 03, 2025 the best value apartment in the Hillside Street area is the $0.17 price per square foot 767 Truman Hwy Model at 767 Truman Hwy, Unit 1 in the in the Brush Hill neighborhood starting from $1,675. The second greatest value Hillside Street apartment is the 36 Lexington Ave Model at 36 Lexington Ave, Unit 1 starting at $2,800 with a $1.87 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. |
---|---|---|---|
767 Truman Hwy, Unit 1 | 767 Truman Hwy | Studio ,1BA | $0.17 |
36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
Ridge at Blue Hills | Plan F (B2A) | 2BR,2BA | $2.25 |
40 Rockdale St, Unit 1 | 40 Rockdale St | 3BR,1BA | $2.42 |
3 Pond St, Unit 2 | 3 Pond St | 3BR,1BA | $2.75 |
184 Safford St, Unit 1 | 184 Safford St | 2BR,1BA | $2.17 |
Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.47 |
765 N Main St, Unit 2 | 765 N Main St | 1BR,1BA | $2.75 |
Reed Street Apartments | Renovated 1 Bedroom | 1BR,1BA | $2.79 |
The Pryde – 62+ SENIOR | Studio | Studio ,1BA | $2.62 |
Quick Rent Budget Calculator
How much rent can you afford?
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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 $2,250.
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 $4,295.
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 $156 which is $4,139 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.

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.

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.

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.

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.