Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $1,500 (17 Rentals)

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

property at 1144 River St

$1,875

Total Monthly Price

Total Monthly Price

Base Rent
$1,875

Total Monthly Price
$1,875

1 Bedroom, 1 Bath Condo for Rent

Available Now

1144 River St

BostonMA02136
property at 25 Alpine St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

25 Alpine St

BostonMA02126
property at 1140 River 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

1140 River St

BostonMA02136

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 230 Willard St

$2,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

1 Bedroom, 1 Bath Condo for Rent

Available Now

230 Willard St, Unit 512

230 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

40 Hilda St
QuincyMA02169
property at 176 Safford St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Townhome for Rent

Available Now

176 Safford St

QuincyMA02170
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 Now

289 Highland Ave, Unit 1L

289 Highland Ave
QuincyMA02170

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 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

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

20 Larry St
QuincyMA02169
property at 29 Laurel Rd

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

29 Laurel Rd, Unit #0

29 Laurel Rd
MiltonMA02186
property at 230 Willard St

$2,380

Total Monthly Price

Total Monthly Price

Base Rent
$2,380

Total Monthly Price
$2,380

2 Bedroom, 2 Bath Condo for Rent

Available Now

230 Willard 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.

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 $1,800. 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$1,800
Reed Street ApartmentsRenovated 1 Bedroom1BR,1BA$1,925
Elmwood ParkOne Bed One Bath1BR,1BA$1,995
Residences at Great PondA1A1BR,1BA$2,214

Best Value Apartments for Rent in Hillside Street, MA

As of February 11, 2026 the best value apartment in the Hillside Street area is the $0.34 price per square foot 55 Gordon Ave Model at 55 Gordon Ave, Unit #2 in the in the Brush Hill neighborhood starting from $3,400. The second greatest value Hillside Street apartment is the 176 Brush Hill Rd Model at 176 Brush Hill Rd, Unit 2 starting at $3,500 with a $2.06 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.
55 Gordon Ave, Unit #255 Gordon Ave2BR,1BA$0.34
176 Brush Hill Rd, Unit 2176 Brush Hill Rd4BR,2BA$2.06
36 Lexington Ave, Unit 136 Lexington Ave1BR,1BA$1.87
Ridge at Blue HillsPlan E (B2G)2BR,2BA$2.38
1 Larry Pl, Unit 2041 Larry Pl2BR,2BA$2.46
196 Reservation Rd, Unit 2196 Reservation Rd2BR,1BA$2.04
26 Dana Ave, Unit 326 Dana Ave3BR,1BA$2.36
Quarry Edge 4451 Bedroom + Den1BR,1BA$2.47
213 Dana Ave, Unit 1213 Dana Ave1BR,1BA$2.11
Reed Street ApartmentsRenovated 1 Bedroom1BR,1BA$2.57

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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.

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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 Hillside Street

What type of rentals are currently available in Hillside Street?

There are currently 216 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,483 to $8,200. There are also 57 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,590 to $6,800.

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 $1,590 to $6,800 with an average monthly rent of $3,565.

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 $2,600 to $5,520, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,950 to $4,600. Four Bedroom Single-Family rentals are also available starting from $4,500 and Four Bedroom Apartments start at $3,150.

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

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

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Articles, How-To's, and Tips

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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.

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Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.