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$1,400
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,400
Total Monthly Price
$1,400
41 Essex Rd, Unit 1
41 Essex RdMilton, MA 02186
Cheap Apartments for Rent in the Hillside Street Neighborhood of Milton, MA from $1,300 (18 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside Street area of Milton.
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$1,483 - $3,419
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowThe Pryde – 62+ SENIOR
55 Harvard AveHyde Park, MA 02136
1201 River St
BostonMA02136
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$1,675 - $2,595
Plus Fees
Studio to 2 Bedroom Apartments Available NowReed Street Apartments
10-30 Reed StRandolph, MA 02368
466 River St
BostonMA02126
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Rent Specials
$1,750
Plus Fees
1 Bedroom Apartments Available NowLogan Square Residences - 55+ Community
1201 River StBoston, MA 02136
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
43 Glenwood Ave
BostonMA02136
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$1,800 - $3,500
Plus Fees
Studio to 2 Bedroom Apartments Available NowJ.E. Furnished Apartments of Quincy
33 Furnace AveQuincy, MA 02169
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$1,900
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available Now10 Thorn
10-20 Thorn StMattapan, MA 02126
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$1,995 - $2,450
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,995 - $2,450
Total Monthly Price
$1,995 - $2,450
Elmwood Park
65-99 Elmwood ParkQuincy, MA 02170
304 Copeland St
QuincyMA02169
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$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
1034 N Main St, Unit 2
1034 N Main StRandolph, MA 02368
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
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$2,025
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,025
Total Monthly Price
$2,025
1144 River St, Unit 1
1144 River StBoston, MA 02136
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Cash 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.
Showing Results 1-18, 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 an apartment in Hillside Street?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Hillside Street Studio Apartments | $2,121 | $1,400 | $2,909 |
| Hillside Street 1 Bedroom Apartments | $2,696 | $1,530 | $4,000 |
| Hillside Street 2 Bedroom Apartments | $3,194 | $1,951 | $4,125 |
| Hillside Street 3 Bedroom Apartments | $3,987 | $2,600 | $5,585 |
| Hillside Street 4 Bedroom Apartments | $3,693 | $2,900 | $4,800 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 18 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
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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 $1,675. 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 | $1,675 |
| Logan Square Residences - 55+ Community | One Bedroom 60% | 1BR,1BA | $1,750 |
| J.E. Furnished Apartments of Quincy | Furnished Studio | Studio,1BA | $1,800 |
| 10 Thorn | 1BR | 1BR,1BA | $1,900 |
Best Value Apartments for Rent in Hillside Street, MA
As of December 19, 2025 the best value apartment in the Hillside Street area is the $0.38 price per square foot 12 Radcliffe Rd Model at 12 Radcliffe Rd, Unit 1 in the in the Brush Hill neighborhood starting from $3,795. The second greatest value Hillside Street apartment is the 176 Brush Hill Rd Model at 176 Brush Hill Rd, Unit 2 starting at $3,500 with a $2.06 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. |
|---|---|---|---|
| 12 Radcliffe Rd, Unit 1 | 12 Radcliffe Rd | 3BR,1BA | $0.38 |
| 176 Brush Hill Rd, Unit 2 | 176 Brush Hill Rd | 4BR,1.5BA | $2.06 |
| 2205 Washington St, Unit 2 | 2205 Washington St | 3BR,1.5BA | $2.13 |
| 36 Lexington Ave, Unit 1 | 36 Lexington Ave | 1BR,1BA | $1.87 |
| Ridge at Blue Hills | Plan E (B2G) | 2BR,2BA | $2.43 |
| 25 Oak St, Unit 2 | 25 Oak St | 4BR,1BA | $2.32 |
| 1 Larry Pl, Unit 204 | 1 Larry Pl | 2BR,2BA | $2.46 |
| 620 River St, Unit Top | 620 River St | 3BR,1BA | $2.53 |
| Quarry Edge 445 | 1 Bedroom + Den | 1BR,1BA | $2.47 |
| 10 Thorn | 1BR | 1BR,1BA | $2.53 |
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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The 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.
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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.
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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 Cheap Hillside Street Apartments
What is a cheap apartment in Hillside Street?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Hillside Street is under $2,165.
What is the price of a cheap apartment in Hillside Street?
The cheapest apartment in Hillside Street is The Pryde – 62+ SENIOR which is listed at $1,621, while the average apartment in Hillside Street costs $5,000.
What types of apartments are the cheapest in Hillside Street?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 4 regular apartments in Hillside Street that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Hillside Street?
Cheap apartments in Hillside Street have an average cost of $231 which is $4,769 cheaper than the average rent for all rentals in Hillside Street.
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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Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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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.
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Written by: Christine Leonard, Esq.
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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.