Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,400 (49 Rentals)

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

property at 7 Fairfax Rd

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

Studio, 1 Bath Home for Rent

Available Now

7 Fairfax Rd

MiltonMA02186
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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
Affordability
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213 Dana Ave, Unit 1, Unit 1
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
1 Bedroom Apartment Available Now

213 Dana Ave, Unit 1, Unit 1

213 Dana AveBoston, MA 02136
Affordability

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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144 West St, Unit 2, Unit 2
$2,098
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,098

Total Monthly Price
$2,098
2 Bedroom Apartment Available Now

144 West St, Unit 2, Unit 2

144 West StQuincy, MA 02169
Affordability
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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 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

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 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 14 Davison St

$2,295

Total Monthly Price

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

2 Bedroom, 1 Bath Home for Rent

Available Now

14 Davison St

BostonMA02136
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
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Residences at Great Pond
Rent Specials
$2,365 - $2,935
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,365 - $2,935

Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

Residences at Great Pond

5 Pacella Park DrRandolph, MA 02368
Luxury
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  • Customer Reviewed
  • 3D Tour
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The Proof
Rent Specials
$2,430 - $5,595
Total Monthly Price

Total Monthly Price

Base Rent
$2,430 - $5,595

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

The Proof

36-40 Sprague StHyde Park, MA 02136
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Rosecliff
$2,440 - $4,045
Total Monthly Price

Total Monthly Price

Base Rent
$2,440 - $4,045

Total Monthly Price
$2,440 - $4,045
1 to 2 Bedroom Apartments Available Now

Rosecliff

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

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 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
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Prynne Hills
$2,473 - $4,341
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,473 - $4,341

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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Ridge at Blue Hills
$2,485 - $3,280
Total Monthly Price

Total Monthly Price

Base Rent
$2,470 - $3,265
Required Monthly Fees
$15

Total Monthly Price
$2,485 - $3,280
1 to 2 Bedroom Apartments Available Now

Ridge at Blue Hills

800 West StBraintree, MA 02184
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included
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
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
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170 Summit Ave, Unit 2, Unit 2
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
2 Bedroom Apartment Available Now

170 Summit Ave, Unit 2, Unit 2

170 Summit AveQuincy, MA 02170
Cost Per Sq.Ft.
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

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.

property at 252 Safford 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

252 Safford St

QuincyMA02170
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605 Truman Hwy
Studio to 2 Bedroom Apartments

605 Truman Hwy

605 Truman HwyHyde Park, MA 02136
  • Utilities Included
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Ledgewood Apartments
1 to 2 Bedroom Apartments

Ledgewood Apartments

731 River StMattapan, MA 02126
  • Utilities Included
property at 1034 Main St

$2,075

Total Monthly Price

Total Monthly Price

Base Rent
$2,075

Total Monthly Price
$2,075

1 Bedroom, 1 Bath Townhome for Rent

Available Now

1034 Main St

RandolphMA02368
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
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
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204 Neponset Valley Pky
1 Bedroom Apartments

204 Neponset Valley Pky

204 Neponset Valley PkyHyde Park, MA 02136
  • Utilities Included

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.

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9-15 Doble St
2 Bedroom Apartments

9-15 Doble St

9-15 Doble StQuincy, MA 02169
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River House
1 to 2 Bedroom Apartments

River House

720 River StMattapan, MA 02126
  • Utilities Included
property at 84 Hooper Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

84 Hooper Rd

DedhamMA02026

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
Francis Crossing Apartment Homes1 Bedroom 1 Bathroom1BR,1BA$2,220
The QA1M1BR,1BA$2,410

Best Value Apartments for Rent in Hillside Street, MA

As of April 26, 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 170 Summit Ave Model at 170 Summit Ave, Unit 2 starting at $2,500 with a $0.25 price per square foot in the Quincy Center 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
170 Summit Ave, Unit 2170 Summit Ave2BR,1BA$0.25
55 Gordon Ave, Unit #255 Gordon Ave2BR,1BA$0.34
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
Ridge at Blue HillsPlan E (B2G)2BR,2BA$2.40
Residences at Great PondB2A2BR,2BA$2.76
Prynne HillsA1H1BR,1BA$2.73
213 Dana Ave, Unit 1213 Dana Ave1BR,1BA$2.11
Reed Street ApartmentsRenovated 2 Bedroom2BR,1BA$2.74
The Pryde – 62+ SENIORStudioStudio ,1BA$2.62

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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

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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 #3

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 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 $2,410.

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 $1,621, while the average apartment in Hillside Street costs $17,131.

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 $231 which is $16,900 cheaper than the average rent for all rentals in Hillside Street.

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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