
Luxury Apartments for Rent in the Hillside Street Neighborhood of Milton, MA (91 Rentals)
The most luxurious Apartments in the Hillside Street area of Milton with high-end amenities, features, and finishes.


Total Monthly Price
106 Brook road, Unit 2, Unit 2

1749 Canton Ave

17 Cedar Terrace

9 Hollis St

234 Brook Rd

4 Crestview Ln

Total Monthly Price
The Proof

Total Monthly Price
Ridge at Blue Hills

Quarry Edge 445
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.

J.E. Furnished Apartments of Quincy

Total Monthly Price
Residences at Great Pond

Total Monthly Price
Prynne Hills

Total Monthly Price
Rosecliff

Reed Street Apartments

Total Monthly Price
Quarry Hills

Total Monthly Price
The Q

Francis Crossing Apartment Homes

The Pryde – 62+ SENIOR

Total Monthly Price
55 Gordon Ave, Unit #2, Unit #2
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.

Total Monthly Price
32 Bishop Rd, Unit 3, Unit 3

Total Monthly Price
706 Metropolitan Ave, Unit 1, Unit 1

Total Monthly Price
170 Summit Ave, Unit 2, Unit 2

Total Monthly Price
162 Washington St, Unit 1433, Unit 1433

Total Monthly Price
1253 Beacon St, Unit 4BB, Unit 4BB

Total Monthly Price
411 Huntington Ave, Unit 1, Unit 1

Total Monthly Price
9 Buckingham St, Unit 1, Unit 1

Total Monthly Price
55-57 Gordon Ave

Total Monthly Price
16 Pond St, Unit 1, Unit 1

Total Monthly Price
1253 Beacon St
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Total Monthly Price
39 Austin St, Unit 104, Unit 104

Total Monthly Price
14 Winter St, Unit 1, Unit 1

Total Monthly Price
36 Lexington Ave, Unit 1, Unit 1

Total Monthly Price
69 Highland St, Unit 2, Unit 2

Total Monthly Price
1488 Hyde Park Ave, Unit 2, Unit 2

17 Albany St, Unit 1, Unit 1

60 Exeter St, Unit 2, Unit 2

27 Barry St, Unit 2R, Unit 2R

7 Winter St, Unit 701, Unit 701

76 Common St, Unit 2, Unit 2
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

1253 Beacon St, Unit B2, Unit B2

65 Jenness St, Unit 65, Unit 65

39 California Ave, Unit 2, Unit 2

115 Everett St, Unit 1, Unit 1

80 Brook St, Unit 2, Unit 2

85 Oak St

55-57 Gordon Ave, Unit 2, Unit 2

12 Winter St, Unit 1104, Unit 1104

9 Everett St, Unit 2-bed 2-bath unit #1, Unit 2-bed 2-bath unit #1

Furnished Studio-Boston - Braintree
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 91 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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Hillside Street
How much are Studio apartments in Hillside Street?
There are currently 67 Studio Apartments in Hillside Street with rent ranges from $1,483 to $3,176 with an average price of $2,298.
What is the current price range for One Bedroom Hillside Street Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Hillside Street ranges from $1,621 to $4,650 with an average monthly rent of $2,735.
What does renting a Two Bedroom Apartment in Hillside Street cost?
The monthly rent prices of Two Bedroom Apartments currently available in Hillside Street range from $1,951 to $4,125. Today's average rental price for Two Bedrooms here is $3,155.
How expensive are Hillside Street Three Bedroom Apartments?
There are currently 28 Three Bedroom Apartments listings available in Hillside Street on ApartmentHomeLiving.com. The pricing ranges from $2,975 to $5,595 - averaging $4,178 for the location.
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

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.