Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $1,800 (14 Rentals)

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

property at 55 Elmwood Park

$1,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

Studio, 1 Bath Condo for Rent

Available Now

55 Elmwood Park, Unit #5

55 Elmwood Park
QuincyMA02170
property at 135 Willard St

$1,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

135 Willard St, Unit 135 Willard

135 Willard St
QuincyMA02169
property at 142 Willard St

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

142 Willard St, Unit Willard Street

142 Willard 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 68 Readville St

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

68 Readville St, Unit 1

68 Readville St
BostonMA02136
property at 6 Monponset St

$2,250

2 Bedroom, 1 Bath Rentals

Available Now

3

6 Monponset St
BostonMA02136
property at 308 Belmont St

$2,320

Total Monthly Price

Total Monthly Price

Base Rent
$2,320

Total Monthly Price
$2,320

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

308 Belmont St

QuincyMA02170
property at 1000 River St

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

1000 River St, Unit Apt 3

1000 River St
BostonMA02136
property at 192 Holbrook Rd

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Condo for Rent

Available Jun 27

192 Holbrook Rd

QuincyMA02171

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.

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$1,995
Francis Crossing Apartment Homes1 Bedroom 1 Bathroom1BR,1BA$2,160

Best Value Apartments for Rent in Hillside Street, MA

As of June 26, 2026 the best value apartment in the Hillside Street area is the $0.24 price per square foot 176 Summit Ave Model at 176 Summit Ave, Unit 4 in the in the Quincy Center neighborhood starting from $2,425. The second greatest value Hillside Street apartment is the 16 Pond St Model at 16 Pond St, Unit #2 starting at $4,295 with a $2.15 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.
176 Summit Ave, Unit 4176 Summit Ave2BR,1BA$0.24
16 Pond St, Unit #216 Pond St4BR,1BA$2.15
82 Sunnyside St, Unit 4BR/1BA Apartment82 Sunnyside St4BR,1BA$2.00
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
196 Reservation Rd, Unit 2196 Reservation Rd2BR,1BA$2.04
Ridge at Blue HillsPlan C (A1D)1BR,1BA$2.37
45 Elmwood Park, Unit 1245 Elmwood Park2BR,1BA$2.46
Reed Street ApartmentsRenovated 1 Bedroom1BR,1BA$2.66
Elmwood ParkOne Bed One Bath1BR,1BA$2.81
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
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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
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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.

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Pet Friendly Lifestyle
Hillside Street, Milton, MA

Ranked #1

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Hillside Street

What type of rentals are currently available in Hillside Street?

There are currently 213 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,483 to $9,974. There are also 54 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,800 to $12,500.

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 $1,800 to $12,500 with an average monthly rent of $4,676.

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 $2,795 to $5,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,950 to $4,000. Four Bedroom Single-Family rentals are also available starting from $4,500 and Four Bedroom Apartments start at $4,000.

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.

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