
Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,400 (73 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.


25 Otis St

The Pryde – 62+ SENIOR

Reed Street Apartments

55 Elmwood Park, Unit #5

466 River St

66 Maple St

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J.E. Furnished Apartments of Quincy

559 Willard St

78 Walnut St
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

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194 Fairmount Ave, Unit 1

68 Readville St, Unit 1

4 Eva Cir

Francis Crossing Apartment Homes

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45 Elmwood Park, Unit 12

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The Q

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190 Norfolk St, Unit 2

68 Readville St

955 Randolph St
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.

491 Huntington Ave

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68 Readville St, Unit A

2 Prescott St, Unit 1

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1305 HYDE PARK

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Ridge at Blue Hills

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Residences at Great Pond

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Prynne Hills

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176 Summit Ave, Unit 4

790 Willard St, Unit 412

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Rosecliff
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.

10-20 Thorn St

230 Willard St, Unit 407

79 Readville St

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196 Reservation Rd, Unit 2

230 Willard St, Unit 407

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62 Maple St, Unit 2

196 Reservation Rd

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The Proof

27 Barry St, Unit 2R

27 Barry St
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.

6 Violante St

161 Neponset Valley Pkwy

460 Pond St

3

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32 Bishop Rd, Unit 3

947 River St

245 Willard St

108 California Ave

7 Winter St, Unit 701

Quarry Edge 445
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

How much does it cost to rent an apartment in Hillside Street?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Hillside Street Studio Apartments | $2,415 | $1,483 | $3,559 |
| Hillside Street 1 Bedroom Apartments | $2,746 | $1,621 | $3,800 |
| Hillside Street 2 Bedroom Apartments | $3,206 | $1,951 | $4,850 |
| Hillside Street 3 Bedroom Apartments | $4,111 | $3,100 | $5,600 |
| Hillside Street 4 Bedroom Apartments | $4,366 | $3,900 | $5,000 |
Browse Apartments in this Neighborhood
There are currently 73 rentals with your search options within a 3 mile radius of the Hillside Street Neighborhood of Milton, MA.
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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 |
| Reed Street Apartments | Renovated 1 Bedroom | 1BR,1BA | $1,995 |
| Francis Crossing Apartment Homes | 1 Bedroom 1 Bathroom | 1BR,1BA | $2,115 |
| Residences at Great Pond | A1A | 1BR,1BA | $2,405 |
| Rosecliff | 1A | 1BR,1BA | $2,431 |
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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 176 Summit Ave, Unit 4 | 176 Summit Ave | 2BR,1BA | $0.24 |
| 54 Williams Ave, Unit #A | 54 Williams Ave | 4BR,2.5BA | $2.14 |
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| Ridge at Blue Hills | Plan F (B2A) | 2BR,2BA | $2.44 |
| 1 Larry Pl, Unit 204 | 1 Larry Pl | 2BR,2BA | $2.46 |
| 196 Reservation Rd, Unit 2 | 196 Reservation Rd | 2BR,1BA | $2.04 |
| Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.50 |
| 45 Elmwood Park, Unit 12 | 45 Elmwood Park | 2BR,1BA | $2.46 |
| Reed Street Apartments | Renovated 1 Bedroom | 1BR,1BA | $2.66 |
| The Pryde – 62+ SENIOR | Studio | Studio ,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.
Read ArticleReal 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.
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 #1
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 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.
Helpful Local Expert Guides

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.