
Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $1,800 (14 Rentals)
Search the lowest-cost Homes available for rent right now in the Hillside Street area of Milton.


55 Elmwood Park, Unit #5

135 Willard St, Unit 135 Willard

135 Willard St

142 Willard St, Unit Willard Street

6 Waterloo St, Unit 8

4 Eva Cir
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.

68 Readville St, Unit 1

3

2 Prescott St, Unit 1

308 Belmont St

180 Dana Ave, Unit 3

1000 River St, Unit Apt 3

192 Holbrook Rd
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.
Hillside Street, Milton, MA Local Guide

How much does it cost to rent a home in Hillside Street?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Hillside Street 2 Bedroom Homes for Rent | $2,801 | $2,000 | $4,350 |
| Hillside Street 3 Bedroom Homes for Rent | $3,450 | $2,950 | $4,000 |
| Hillside Street 4 Bedroom Homes for Rent | $4,850 | $4,500 | $5,250 |
| Hillside Street 6 Bedroom Homes for Rent | $12,500 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 14 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
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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 | $2,160 |
Best Value Apartments for Rent in Hillside Street, MA
As of June 26, 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 16 Pond St Model at 16 Pond St, Unit #2 starting at $4,295 with a $2.15 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 |
| 16 Pond St, Unit #2 | 16 Pond St | 4BR,1BA | $2.15 |
| 82 Sunnyside St, Unit 4BR/1BA Apartment | 82 Sunnyside St | 4BR,1BA | $2.00 |
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| 196 Reservation Rd, Unit 2 | 196 Reservation Rd | 2BR,1BA | $2.04 |
| Ridge at Blue Hills | Plan C (A1D) | 1BR,1BA | $2.37 |
| 45 Elmwood Park, Unit 12 | 45 Elmwood Park | 2BR,1BA | $2.46 |
| Reed Street Apartments | Renovated 1 Bedroom | 1BR,1BA | $2.66 |
| Elmwood Park | One Bed One Bath | 1BR,1BA | $2.81 |
| 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 Hillside Street
What type of rentals are currently available in Hillside Street?
There are currently 213 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,483 to $9,974. There are also 54 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,800 to $12,500.
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 $1,800 to $12,500 with an average monthly rent of $4,676.
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 $2,795 to $5,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,950 to $4,000. Four Bedroom Single-Family rentals are also available starting from $4,500 and Four Bedroom Apartments start at $4,000.
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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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.