Room in Shared 4 bed/1 bath home
59 Glenwood
BostonMA02145
Cheap Homes for Rent in Hillside Street Neighborhood of Milton, MA from $1,000 (11 Rentals)
Search the lowest-cost Homes available for rent right now in the Hillside Street area of Milton.
Room in Shared 4 bed/1 bath home
59 Glenwood
BostonMA02145
8 Robert Rd
RandolphMA02368
86 Charles St
BostonMA02136
310 Copeland St
QuincyMA02169
15 Waterloo St
BostonMA02136
1144 River St
BostonMA02136
131 Bates Ave
QuincyMA02169
246 Fayette St, Unit 2
246 Fayette St
QuincyMA02170
167 Safford St, Unit 2
167 Safford St
QuincyMA02170
289 Highland Ave, Unit 1L
289 Highland Ave
QuincyMA02170
Showing Results 1-11, 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 | $2,986 | $2,100 | $4,800 |
| Hillside Street 3 Bedroom Homes for Rent | $3,710 | $2,950 | $4,300 |
| Hillside Street 4 Bedroom Homes for Rent | $3,893 | $1,025 | $6,500 |
| Hillside Street 5 Bedroom Homes for Rent | $6,000 | $6,000 | $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 11 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. Reed Street Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,695. 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 |
| Reed Street Apartments | Renovated Studio | Studio,1BA | $1,695 |
| J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,800 |
| 1045 River | 1BR | 1BR,1BA | $1,995 |
| Elmwood Park | One Bed One Bath | 1BR,1BA | $1,995 |
Best Value Apartments for Rent in Hillside Street, MA
As of September 15, 2025 the best value apartment in the Hillside Street area is the $0.24 price per square foot 17 Bow St Model at 17 Bow St, Unit 14 in the in the Brush Hill neighborhood starting from $2,400. The second greatest value Hillside Street apartment is the 23 Pond St Model at 23 Pond St, Unit #2 starting at $4,600 with a $0.46 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. |
|---|---|---|---|
| 17 Bow St, Unit 14 | 17 Bow St | 1BR,1BA | $0.24 |
| 23 Pond St, Unit #2 | 23 Pond St | 4BR,2BA | $0.46 |
| 15 Parker St, Unit 2 | 15 Parker St | 4BR,2BA | $2.25 |
| 22 Beacon St, Unit 1 | 22 Beacon St | 3BR,1BA | $2.17 |
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| 17 George St, Unit 1 | 17 George St | 3BR,2BA | $2.69 |
| Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.47 |
| Ridge at Blue Hills | Plan C (A1D) | 1BR,1BA | $2.49 |
| 654 Metropolitan Ave, Unit 3 | 654 Metropolitan Ave | 2BR,1BA | $2.49 |
| The Pryde – 62+ SENIOR | Studio | Studio ,1BA | $2.62 |
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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 213 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,483 to $8,900. There are also 55 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,025 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 $1,025 to $6,500 with an average monthly rent of $3,432.
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 $2,780 to $4,995, 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 $1,025 and Four Bedroom Apartments start at $3,400.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.