
Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,483 (75 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.


4 Mechanic St

58 Parkway Crescent

The Pryde – 62+ SENIOR

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13 Victory Ave, Unit 2

Reed Street Apartments

27 Elmwood Park

100 Readville St

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J.E. Furnished Apartments of Quincy

109 California Ave
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Transit 7 At Hyde Park Station

Francis Crossing Apartment Homes

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Elmwood Park

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1142 River St, Unit 2F

170 Safford St

4 Eva Cir

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45 Elmwood Park, Unit 12

251 Copeland St

41 Mullin Ave

68 Readville St, Unit 1
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2 Prescott St, Unit 1

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The Q

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1305 HYDE PARK

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Prynne Hills

146 Dana Ave

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Rosecliff

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Residences at Great Pond

875 Granite St

20 Miller St

790 Willard St, Unit 105
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790 Willard St, Unit 219

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The Proof

20 Thorn St, Unit 2

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196 Reservation Rd, Unit 2

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176 Summit Ave, Unit 2

20 Thorn St, Unit 10

55 Elmwood Park, Unit 25

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62 Maple St, Unit 2

790 Willard St, Unit 414

1932 Hyde Park Ave
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10-20 Thorn St

654 Metropolitan Ave

232 Austin St

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Ridge at Blue Hills

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35 Danny Rd, Unit 35 Danny Rd.

196 Reservation Rd, Unit 2

5 Clifford St

245 Willard St

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32 Bishop Rd, Unit 4

Quarry Edge 445
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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 | $2,296 | $1,483 | $3,659 |
| Hillside Street 1 Bedroom Apartments | $2,688 | $1,621 | $3,594 |
| Hillside Street 2 Bedroom Apartments | $3,215 | $1,951 | $4,800 |
| Hillside Street 3 Bedroom Apartments | $4,443 | $2,750 | $10,000+ |
| Hillside Street 4 Bedroom Apartments | $3,800 | $3,800 | $3,800 |
Browse Apartments in this Neighborhood
There are currently 75 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. 204 Neponset Valley Pky has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,500. 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 |
| 204 Neponset Valley Pky | One Bedroom | 1BR,1BA | $1,500 |
| Reed Street Apartments | Renovated Studio | Studio,1BA | $1,750 |
| J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,900 |
| Francis Crossing Apartment Homes | 1 Bedroom 1 Bathroom | 1BR,1BA | $1,950 |
| The Q | S1A | Studio,1BA | $2,286 |
| 1305 HYDE PARK | Studio | Studio,1BA | $2,290 |
| Elmwood Park | Two Bed One Bath | 2BR,1BA | $2,300 |
| Prynne Hills | A1C | 1BR,1BA | $2,317 |
Best Value Apartments for Rent in Hillside Street, MA
As of September 09, 2026 the best value apartment in the Hillside Street area is the $0.34 price per square foot 55 Gordon Ave Model at 55 Gordon Ave, Unit #2 in the in the Brush Hill neighborhood starting from $3,400. The second greatest value Hillside Street apartment is the 106 Brook St Model at 106 Brook St, Unit 2 starting at $3,300 with a $2.06 price per square foot in the West Quincy 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. |
|---|---|---|---|
| 55 Gordon Ave, Unit #2 | 55 Gordon Ave | 2BR,1BA | $0.34 |
| 106 Brook St, Unit 2 | 106 Brook St | 3BR,2BA | $2.06 |
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| 35 Danny Rd, Unit 35 Danny Rd. | 35 Danny Rd | 2BR,2BA | $1.73 |
| Ridge at Blue Hills | Plan E (B2G) | 2BR,2BA | $2.28 |
| 196 Reservation Rd, Unit 2 | 196 Reservation Rd | 2BR,1BA | $2.04 |
| 62 Maple St, Unit 2 | 62 Maple St | 2BR,1BA | $2.36 |
| Elmwood Park | Two Bed One Bath | 2BR,1BA | $2.34 |
| 45 Elmwood Park, Unit 12 | 45 Elmwood Park | 2BR,1BA | $2.46 |
| 204 Neponset Valley Pky | One Bedroom | 1BR,1BA | $2.31 |
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.
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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 $1,500 at 204 Neponset Valley Pky.
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 Francis Crossing Apartment Homes and starts from $3,740.
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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