$1,600
Total Monthly Price1 Month Lease Term
Total Monthly Price
Base Rent
$1,600
Utilities & Essentials
Varies
Total Monthly Price
$1,600
1 Bedroom, 1 Bath Condo for Rent
Available Now
8 Robert Rd
RandolphMA02368
Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $1,600 (13 Rentals)
Search the lowest-cost Homes available for rent right now in the Hillside Street area of Milton.
8 Robert Rd
RandolphMA02368
5 Albemarle St
BostonMA02136
141 Willard St
QuincyMA02169
310 Copeland St
QuincyMA02169
700 Metropolitan Ave
BostonMA02136
1144 River St
BostonMA02136
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289 Highland Ave, Unit 1L
289 Highland Ave
QuincyMA02170
40 Hilda St, Unit 2
40 Hilda St
QuincyMA02169
231 Fayette St, Unit 2
231 Fayette St
QuincyMA02170
20 Larry St, Unit 2
20 Larry St
QuincyMA02169
29 Laurel Rd, Unit #0
29 Laurel Rd
MiltonMA02186
9 Bay Dr
RandolphMA02368
Showing Results 1-13, Page 1 of 1
Hillside Street, Milton, MA Local Guide
Puget Sound by Will is licensed under CC BY 2.0
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 | $2,964 | $1,950 | $4,800 |
| Hillside Street 3 Bedroom Homes for Rent | $3,679 | $2,950 | $4,300 |
| Hillside Street 4 Bedroom Homes for Rent | $4,562 | $3,475 | $6,500 |
| Hillside Street 5 Bedroom Homes for Rent | $5,750 | $5,500 | $6,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 13 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. Logan Square Residences - 55+ Community has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,530. 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 |
| Logan Square Residences - 55+ Community | One Bedroom 50% | 1BR,1BA | $1,530 |
| J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,800 |
| Elmwood Park | One Bed One Bath | 1BR,1BA | $1,995 |
| Reed Street Apartments | Renovated 1 Bedroom | 1BR,1BA | $2,045 |
Best Value Apartments for Rent in Hillside Street, MA
As of November 03, 2025 the best value apartment in the Hillside Street area is the $0.36 price per square foot 327 Wood Ave Model at 327 Wood Ave, Unit 2 in the in the Brush Hill neighborhood starting from $3,590. The second greatest value Hillside Street apartment is the 17 Bow St Model at 17 Bow St, Unit 14 starting at $2,400 with a $0.24 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. |
|---|---|---|---|
| 327 Wood Ave, Unit 2 | 327 Wood Ave | 3BR,1BA | $0.36 |
| 17 Bow St, Unit 14 | 17 Bow St | 1BR,1BA | $0.24 |
| 12 Radcliffe Rd, Unit 1 | 12 Radcliffe Rd | 3BR,1BA | $0.40 |
| 2205 Washington St, Unit 2 | 2205 Washington St | 3BR,1.5BA | $2.19 |
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| Ridge at Blue Hills | Plan F (B2A) | 2BR,2BA | $2.21 |
| 1 Larry Pl, Unit 204 | 1 Larry Pl | 2BR,2BA | $2.46 |
| 620 River St, Unit Top | 620 River St | 3BR,1BA | $2.53 |
| 234 Blue Hill Ave, Unit 234 | 234 Blue Hill Ave | 2BR,1BA | $2.36 |
| Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.47 |
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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
What type of rentals are currently available in Hillside Street?
There are currently 210 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,400 to $4,250. There are also 57 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,600 to $6,500.
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 $1,600 to $6,500 with an average monthly rent of $3,526.
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 $2,500 to $4,205, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,950 to $4,300. Four Bedroom Single-Family rentals are also available starting from $3,475 and Four Bedroom Apartments start at $4,250.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.