Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,400 (73 Rentals)

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

property at 10 Breck St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

10 Breck St

MiltonMA02186
property at 25 Otis St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Home for Rent

Available Aug 1

25 Otis St

MiltonMA02186
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 466 River St

$1,862 - $2,234

Total Monthly Price

Total Monthly Price

Base Rent
$1,862

Total Monthly Price
$1,862

1 To 2 Bedroom Rentals

Available Now

466 River St

BostonMA02126
property at 66 Maple St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Home for Rent

Available Now

66 Maple St

BostonMA02136
property at 559 Willard St

$1,925

Total Monthly Price

Total Monthly Price

Base Rent
$1,925

Total Monthly Price
$1,925

1 Bedroom, 1 Bath Home for Rent

Available Now

559 Willard St

QuincyMA02169
property at 78 Walnut St

$1,975

Total Monthly Price

Total Monthly Price

Base Rent
$1,975

Total Monthly Price
$1,975

1 Bedroom, 1 Bath Home for Rent

Available Now

78 Walnut St

BostonMA02136

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.

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Elmwood Park
$1,995 - $2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995 - $2,450

Total Monthly Price
$1,995 - $2,450
1 to 2 Bedroom Apartments Available Now

Elmwood Park

65-99 Elmwood ParkQuincy, MA 02170
Cost Per Sq.Ft.
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  • Utilities Included
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property at 68 Readville St

$2,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

68 Readville St, Unit 1

68 Readville St
BostonMA02136
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The Q
Rent Specials
$2,186 - $3,360
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,186 - $3,360

Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

The Q

200 Quarry Hills DrQuincy, MA 02169
Luxury
  • Verified
  • Customer Reviewed
  • 3D Tour
property at 68 Readville St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Now

68 Readville St

BostonMA02136
property at 955 Randolph St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Now

955 Randolph St

CantonMA02021

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.

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1305 HYDE PARK
Rent Specials
$2,325 - $3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,325 - $3,600

Total Monthly Price
$2,325 - $3,600
Studio to 2 Bedroom Apartments Available Aug 15

1305 HYDE PARK

1305 Hyde Park AveHyde Park, MA 02136
  • Verified
  • Utilities Included
  • Smoke Free
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Ridge at Blue Hills
Rent Specials
$2,345 - $3,505
Total Monthly Price

Total Monthly Price

Base Rent
$2,330 - $3,490
Required Monthly Fees
$15

Total Monthly Price
$2,345 - $3,505
1 to 2 Bedroom Apartments Available Now

Ridge at Blue Hills

800 West StBraintree, MA 02184
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included
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Prynne Hills
$2,421 - $4,040
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,421 - $4,040

Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Prynne Hills

9 Bay DrCanton, MA 02021
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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176 Summit Ave, Unit 4
$2,425
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,425

Total Monthly Price
$2,425
2 Bedroom Apartment Available Now

176 Summit Ave, Unit 4

176 Summit AveQuincy, MA 02170
Cost Per Sq.Ft.
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Rosecliff
Rent Specials
$2,445 - $3,855
Total Monthly Price

Total Monthly Price

Base Rent
$2,445 - $3,855

Total Monthly Price
$2,445 - $3,855
1 to 2 Bedroom Apartments Available Now

Rosecliff

790 Willard StQuincy, MA 02169
Family Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included

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 79 Readville St

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

2 Bedroom, 1 Bath Home for Rent

Available Now

79 Readville St

BostonMA02136
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196 Reservation Rd, Unit 2
$2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450
2 Bedroom Apartment Available Now

196 Reservation Rd, Unit 2

196 Reservation RdBoston, MA 02136
Affordability
property at 230 Willard St

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

2 Bedroom, 2 Bath Condo for Rent

Available Now

230 Willard St, Unit 407

230 Willard St
QuincyMA02169
property at 196 Reservation Rd

$2,475

Total Monthly Price

Total Monthly Price

Base Rent
$2,475

Total Monthly Price
$2,475

2 Bedroom, 1 Bath Home for Rent

Available Now

196 Reservation Rd

BostonMA02136
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The Proof
Rent Specials
$2,480 - $5,600
Total Monthly Price

Total Monthly Price

Base Rent
$2,480 - $5,600

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

The Proof

36-40 Sprague StHyde Park, MA 02136
  • Verified
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 Now

27 Barry St, Unit 2R

27 Barry St
QuincyMA02169
property at 27 Barry St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

27 Barry St

QuincyMA02169

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.

property at 6 Violante St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

6 Violante St

BostonMA02126
property at 460 Pond St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

460 Pond St

BraintreeMA02184
property at 6 Monponset St

$2,500

2 Bedroom, 1 Bath Rentals

Available Now

3

6 Monponset St
BostonMA02136
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32 Bishop Rd, Unit 3
$2,575
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,575

Total Monthly Price
$2,575
2 Bedroom Apartment Available Jul 1

32 Bishop Rd, Unit 3

32 Bishop RdQuincy, MA 02170
Cost Per Sq.Ft.
property at 947 River St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom Rentals

Available Now

947 River St

BostonMA02136
property at 245 Willard St

$2,625

Total Monthly Price

Total Monthly Price

Base Rent
$2,625

Total Monthly Price
$2,625

2 Bedroom, 2 Bath Home for Rent

Available Now

245 Willard St

QuincyMA02169
property at 108 California Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Home for Rent

Available Now

108 California Ave

QuincyMA02169
property at 7 Winter St

$2,675

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

Studio, 1 Bath Condo for Rent

Available Jul 1

7 Winter St, Unit 701

7 Winter St
BostonMA02136

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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$2,115
Residences at Great PondA1A1BR,1BA$2,405

Best Value Apartments for Rent in Hillside Street, MA

As of June 10, 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 54 Williams Ave Model at 54 Williams Ave, Unit #A starting at $5,000 with a $2.14 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
54 Williams Ave, Unit #A54 Williams Ave4BR,2.5BA$2.14
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
Ridge at Blue HillsPlan F (B2A)2BR,2BA$2.41
1 Larry Pl, Unit 2041 Larry Pl2BR,2BA$2.46
196 Reservation Rd, Unit 2196 Reservation Rd2BR,1BA$2.04
45 Elmwood Park, Unit 1245 Elmwood Park2BR,1BA$2.46
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.

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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.

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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 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 $1,621 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 $1,951 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 Prynne Hills and starts from $3,925.

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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