Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $1,100 (16 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Homes available for rent right now in the Hillside Street area of Milton.

property at 141 Willard St

$2,095

Total Monthly Price

Total Monthly Price

Base Rent
$2,095

Total Monthly Price
$2,095

2 Bedroom, 1 Bath Condo for Rent

Available Now

141 Willard St

QuincyMA02169
property at 211 West St

$2,098

Total Monthly Price

Total Monthly Price

Base Rent
$2,098

Total Monthly Price
$2,098

2 Bedroom, 1 Bath Condo for Rent

Available Now

211 West St

QuincyMA02169

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

property at 139 Willard St

$2,195

Total Monthly Price

Total Monthly Price

Base Rent
$2,195

Total Monthly Price
$2,195

2 Bedroom, 1 Bath Condo for Rent

Available Now

139 Willard St

QuincyMA02169
property at 40 Hilda St

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

40 Hilda St, Unit 2, Unit 2

40 Hilda St
QuincyMA02169
property at 231 Fayette St

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

1 Bedroom, 1 Bath Condo for Rent

Available Now

231 Fayette St, Unit 2, Unit 2

231 Fayette St
QuincyMA02170
property at 20 Larry St

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

20 Larry St, Unit 2, Unit 2

20 Larry St
QuincyMA02169

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

property at 27 Roosevelt Rd

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

27 Roosevelt Rd, Unit 1, Unit 1

27 Roosevelt Rd
QuincyMA02169
property at 36 Hillside Ave

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

36 Hillside Ave, Unit 2, Unit 2

36 Hillside Ave
QuincyMA02170
property at 60 Exeter St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

60 Exeter St, Unit 2, Unit 2

60 Exeter St
QuincyMA02170
property at 17 Albany St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

17 Albany St, Unit 1, Unit 1

17 Albany St
QuincyMA02170

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

property at 27 Barry St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Jun 1

27 Barry St, Unit 2R, Unit 2R

27 Barry St
QuincyMA02169

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. J.E. Furnished Apartments of Quincy has the second lowest priced unit, which is a Studio apartment currently listed from $1,900. 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
J.E. Furnished Apartments of QuincyFurnished StudioStudio,1BA$1,900
Elmwood ParkOne Bed One Bath1BR,1BA$1,995
Reed Street ApartmentsRenovated 1 Bedroom1BR,1BA$2,095
Francis Crossing Apartment Homes1 Bedroom 1 Bathroom1BR,1BA$2,150

Best Value Apartments for Rent in Hillside Street, MA

As of May 12, 2026 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 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 ListingModel NameBed/BathPrice Per Sq.Ft.
39 Austin St, Unit 10439 Austin St1BR,1BA$0.32
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
1 Larry Pl, Unit 2041 Larry Pl2BR,2BA$2.46
196 Reservation Rd, Unit 2196 Reservation Rd2BR,1BA$2.04
Quarry Edge 4451 Bedroom + Den1BR,1BA$2.52
Residences at Great PondB2A2BR,2BA$2.78
Ridge at Blue HillsPlan B (A1F)1BR,1BA$2.65
45 Elmwood Park, Unit 1245 Elmwood Park2BR,1BA$2.46
144 West St, Unit 2144 West St2BR,1BA$2.47
The Pryde – 62+ SENIORStudioStudio ,1BA$2.62

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Hillside Street, Milton, MA

Ranked #2

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Hillside Street

What type of rentals are currently available in Hillside Street?

There are currently 200 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,483 to $12,396. There are also 52 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,100 to $8,300.

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 $1,100 to $8,300 with an average monthly rent of $3,562.

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 $2,800 to $5,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $4,500. Four Bedroom Single-Family rentals are also available starting from $5,000 and Four Bedroom Apartments start at $4,500.

Expert Rental Resources

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.

Helpful Local Expert Guides

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for A Local Experts Guide to the Top Boston Neighborhoods for College Renters article

A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts  article

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.