
Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,400 (49 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.


1523 River St

The Pryde – 62+ SENIOR

Reed Street Apartments

J.E. Furnished Apartments of Quincy

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1140 River St, Unit 2R, Unit 2R

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Elmwood Park

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213 Dana Ave, Unit 1, Unit 1

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194 Fairmount Ave, Unit 1, Unit 1
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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763 Truman Pkwy, Unit 3, Unit 3

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144 West St, Unit 2, Unit 2

4 Eva Cir

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The Q

6 Violante St, Unit 2

6 Monponset St, Unit Apt B4

40 Hilda St, Unit 2, Unit 2

Francis Crossing Apartment Homes

491 Huntington Ave
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.

231 Fayette St, Unit 2, Unit 2

14 Davison St

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21 Radcliffe Rd, Unit 201, Unit 201

20 Larry St, Unit 2, Unit 2

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68 Readville St, Unit A, Unit A

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1305 Hyde Park Ave, Unit 211, Unit 211

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Residences at Great Pond

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The Proof

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Rosecliff
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.

10 Thorn

27 Roosevelt Rd, Unit 1, Unit 1

36 Hillside Ave, Unit 2, Unit 2

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Prynne Hills

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Ridge at Blue Hills

17 Albany St, Unit 1, Unit 1

60 Exeter St, Unit 2, Unit 2

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170 Summit Ave, Unit 2, Unit 2

27 Barry St, Unit 2R, Unit 2R
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.

252 Safford St

605 Truman Hwy

Logan Square Residences - 55+ Community

Ledgewood Apartments

1034 Main St

141 Willard St

211 West St

139 Willard St

204 Neponset Valley Pky
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.

Miller Street Apartments

9-15 Doble St

River House

84 Hooper Rd
Hillside Street, Milton, MA Local Guide

How much does it cost to rent an apartment in Hillside Street?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Hillside Street Studio Apartments | $2,298 | $1,483 | $3,176 |
| Hillside Street 1 Bedroom Apartments | $2,735 | $1,621 | $4,650 |
| Hillside Street 2 Bedroom Apartments | $3,155 | $1,951 | $4,125 |
| Hillside Street 3 Bedroom Apartments | $4,178 | $2,975 | $5,595 |
Browse Apartments in this Neighborhood
There are currently 49 rentals with your search options within a 3 mile radius of the Hillside Street Neighborhood of Milton, MA.
See all Apartments in MiltonExplore Milton
Hillside Street, Milton, MA Local Guide
- Nearby Milton neighborhoods
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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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Pryde – 62+ SENIOR | Studio | Studio,1BA | $1,483 |
| J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,900 |
| Elmwood Park | One Bed One Bath | 1BR,1BA | $1,995 |
| Francis Crossing Apartment Homes | 1 Bedroom 1 Bathroom | 1BR,1BA | $2,220 |
| The Q | A1M | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 39 Austin St, Unit 104 | 39 Austin St | 1BR,1BA | $0.32 |
| 170 Summit Ave, Unit 2 | 170 Summit Ave | 2BR,1BA | $0.25 |
| 55 Gordon Ave, Unit #2 | 55 Gordon Ave | 2BR,1BA | $0.34 |
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| Ridge at Blue Hills | Plan E (B2G) | 2BR,2BA | $2.40 |
| Residences at Great Pond | B2A | 2BR,2BA | $2.76 |
| Prynne Hills | A1H | 1BR,1BA | $2.73 |
| 213 Dana Ave, Unit 1 | 213 Dana Ave | 1BR,1BA | $2.11 |
| Reed Street Apartments | Renovated 2 Bedroom | 2BR,1BA | $2.74 |
| The Pryde – 62+ SENIOR | Studio | Studio ,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.
Read ArticleDon'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 ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick 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.
Pet Friendly LifestyleHillside Street, Milton, MA
Ranked #3
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Hillside Street, Milton, MA
School data provided by Great Schools
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.
Helpful Local Expert Guides

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Articles, How-To's, and Tips

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
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.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.