
Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,400 (51 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.


The Pryde – 62+ SENIOR

Reed Street Apartments

55 Elmwood Park, Unit #5

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J.E. Furnished Apartments of Quincy

27 Elmwood Park

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Elmwood Park

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194 Fairmount Ave, Unit 1

100 Readville St

4 Eva Cir
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163 Everett St

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45 Elmwood Park, Unit 12

68 Readville St, Unit 1

289 Highland Ave, Unit 2R

2 Prescott St, Unit 1

491 Huntington Ave

Francis Crossing Apartment Homes

180 Dana Ave

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1305 HYDE PARK

180 Dana Ave, Unit 3
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Prynne Hills

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Residences at Great Pond

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The Q

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Rosecliff

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The Proof

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196 Reservation Rd, Unit 2

55 Elmwood Park, Unit 25

7 Oakcrest Rd

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36 Davison St, Unit 1

196 Reservation Rd
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62 Maple St, Unit 2

790 Willard St, Unit 414

230 Willard St

1395 Furnace Brook Pkwy

6 Violante St

10-20 Thorn St

27 Barry St

82 Blake St

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71 Tyler St, Unit 2

654 Metropolitan Ave
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790 Willard St, Unit 208

605 Truman Hwy

Logan Square Residences - 55+ Community

Ledgewood Apartments

204 Neponset Valley Pky

Miller Street Apartments

3 Weston St

9-15 Doble St

192 Holbrook Rd

1 Rosa
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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 | $2,406 | $1,483 | $3,659 |
| Hillside Street 1 Bedroom Apartments | $2,742 | $1,621 | $3,558 |
| Hillside Street 2 Bedroom Apartments | $3,187 | $1,951 | $4,850 |
| Hillside Street 3 Bedroom Apartments | $3,867 | $2,475 | $5,600 |
| Hillside Street 4 Bedroom Apartments | $3,800 | $3,600 | $4,000 |
Browse Apartments in this Neighborhood
There are currently 51 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 | $2,250 |
| Prynne Hills | A1C | 1BR,1BA | $2,360 |
| 1 Rosa | 2BR | 2BR,1BA | $2,385 |
| Residences at Great Pond | A1A | 1BR,1BA | $2,405 |
Best Value Apartments for Rent in Hillside Street, MA
As of July 26, 2026 the best value apartment in the Hillside Street area is the $1.87 price per square foot 36 Lexington Ave Model at 36 Lexington Ave, Unit 1 in the in the Brush Hill neighborhood starting from $2,800. The second greatest value Hillside Street apartment is the F-B2F (2X2 sitting room) Model at Ridge at Blue Hills starting at $3,371 with a $2.67 price per square foot in the North Randolph 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. |
|---|---|---|---|
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| Ridge at Blue Hills | F-B2F (2X2 sitting room) | 2BR,2BA | $2.67 |
| 1488 Hyde Park Ave, Unit 2 | 1488 Hyde Park Ave | 3BR,1BA | $2.83 |
| 196 Reservation Rd, Unit 2 | 196 Reservation Rd | 2BR,1BA | $2.04 |
| Quarry Edge 445 | 2 Bedroom | 2BR,2BA | $2.53 |
| 1 Rosa | 2BR | 2BR,1BA | $2.73 |
| 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 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 $4,429.
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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