Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,400 (51 Rentals)

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

property at 58 Parkway Crescent

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Home for Rent

Available Aug 1

58 Parkway Crescent

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 27 Elmwood Park

$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

27 Elmwood Park

QuincyMA02170
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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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Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

property at 163 Everett St

$2,150

Total Monthly Price

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

1 Bedroom, 1 Bath Home for Rent

Available Now

163 Everett St

QuincyMA02170
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 289 Highland Ave

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

289 Highland Ave, Unit 2R

289 Highland Ave
QuincyMA02170
property at 180 Dana Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Home for Rent

Available Now

180 Dana Ave

BostonMA02136
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1305 HYDE PARK
Rent Specials
$2,325 - $3,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,325 - $3,950

Total Monthly Price
$2,325 - $3,950
Studio to 2 Bedroom Apartments Available Aug 15

1305 HYDE PARK

1305 Hyde Park AveHyde Park, MA 02136
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Prynne Hills
$2,360 - $4,429
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,360 - $4,429

Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Prynne Hills

9 Bay DrCanton, MA 02021
Corporate Housing
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  • Utilities Included
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The Q
$2,385 - $3,415
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,385 - $3,415

Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

The Q

200 Quarry Hills DrQuincy, MA 02169
Eco-Friendly
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Rosecliff
Rent Specials
$2,410 - $3,605
Total Monthly Price

Total Monthly Price

Base Rent
$2,410 - $3,605

Total Monthly Price
$2,410 - $3,605
1 to 2 Bedroom Apartments Available Now

Rosecliff

790 Willard StQuincy, MA 02169
Family Friendly
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  • Customer Reviewed
  • Utilities Included
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The Proof
Rent Specials
$2,441 - $5,600
Total Monthly Price

Total Monthly Price

Base Rent
$2,441 - $5,600

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

The Proof

36-40 Sprague StHyde Park, MA 02136
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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 7 Oakcrest Rd

$2,475

Total Monthly Price

Total Monthly Price

Base Rent
$2,475

Total Monthly Price
$2,475

2 Bedroom, 1.5 Bath Home for Rent

Available Now

7 Oakcrest Rd

BostonMA02136
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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property at 230 Willard St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 2 Bath Home for Rent

Available Now

230 Willard St

QuincyMA02169
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 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
property at 82 Blake 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

82 Blake St

BostonMA02136
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71 Tyler St, 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 Sep 1

71 Tyler St, Unit 2

71 Tyler StBoston, MA 02136
Affordability
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property at 654 Metropolitan Ave

$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

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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
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204 Neponset Valley Pky
1 Bedroom Apartments

204 Neponset Valley Pky

204 Neponset Valley PkyHyde Park, MA 02136
  • Utilities Included
property at 3 Weston St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

3 Weston St

BostonMA02136
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9-15 Doble St
2 Bedroom Apartments

9-15 Doble St

9-15 Doble StQuincy, MA 02169
property at 192 Holbrook Rd

$2,380

Total Monthly Price

Total Monthly Price

Base Rent
$2,380

Total Monthly Price
$2,380

2 Bedroom, 1 Bath Condo for Rent

Available Now

192 Holbrook Rd

QuincyMA02171
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1 Rosa
1 to 2 Bedroom Apartments

1 Rosa

1 Rosa StHyde Park, MA 02136

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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$2,250
Prynne HillsA1C1BR,1BA$2,360
1 Rosa2BR2BR,1BA$2,385
Residences at Great PondA1A1BR,1BA$2,405

Best Value Apartments for Rent in Hillside Street, MA

As of July 26, 2026 the best value apartment in the Hillside Street area is the $1.87 price per square foot 36 Lexington Ave Model at 36 Lexington Ave, Unit 1 in the in the Brush Hill neighborhood starting from $2,800. The second greatest value Hillside Street apartment is the F-B2F (2X2 sitting room) Model at Ridge at Blue Hills starting at $3,371 with a $2.67 price per square foot in the North Randolph 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.
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
Ridge at Blue HillsF-B2F (2X2 sitting room)2BR,2BA$2.67
1488 Hyde Park Ave, Unit 21488 Hyde Park Ave3BR,1BA$2.83
196 Reservation Rd, Unit 2196 Reservation Rd2BR,1BA$2.04
Quarry Edge 4452 Bedroom2BR,2BA$2.53
1 Rosa2BR2BR,1BA$2.73
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.

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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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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 $4,429.

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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