2 Bedroom Apartments for Rent in the Hillside Street Neighborhood of Milton, MA (117 Rentals)

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property at 1749 Canton Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000 - $4,000

Total Monthly Price
$3,000 - $4,000

2 Bedroom Condos for Rent

Available Now

1749 Canton Ave

MiltonMA02186
property at 9 Hollis St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Now

9 Hollis St

MiltonMA02186
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The Faraday
2 Bedroom Apartments

The Faraday

701-703 Randolph AveMilton, MA 02186
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Pine Tree Brook
2 Bedroom Apartments

Pine Tree Brook

2-16 Pine Tree Brook RdMilton, MA 02186
Senior Living
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24 Fairbanks Rd
2 Bedroom Apartments

24 Fairbanks Rd

24 Fairbanks RdMilton, MA 02186
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The Proof
Rent Specials
$3,346 - $3,954
Total Monthly Price

Total Monthly Price

Base Rent
$2,430 - $5,595

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

The Proof

36-40 Sprague StHyde Park, MA 02136
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Ridge at Blue Hills
$3,063 - $3,265
Total Monthly Price

Total Monthly Price

Base Rent
$2,470 - $3,265
Required Monthly Fees
$15

Total Monthly Price
$2,485 - $3,280
2 Bedroom Apartments Available Now

Ridge at Blue Hills

800 West StBraintree, MA 02184
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included

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Prynne Hills
$2,982 - $3,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,473 - $4,341

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Prynne Hills

9 Bay DrCanton, MA 02021
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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Rosecliff
$3,030 - $3,490
Total Monthly Price

Total Monthly Price

Base Rent
$2,440 - $4,045

Total Monthly Price
$2,440 - $4,045
2 Bedroom Apartments Available Now

Rosecliff

790 Willard StQuincy, MA 02169
Pet Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included
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Quarry Hills
$3,295 - $3,845
Total Monthly Price

Total Monthly Price

Base Rent
$2,635 - $5,221
Required Monthly Fees
Varies

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Quarry Hills

333 Ricciuti DrQuincy, MA 02169
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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The Q
Rent Specials
$2,819 - $3,360
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,186 - $3,360

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

The Q

200 Quarry Hills DrQuincy, MA 02169
Luxury
  • Verified
  • Customer Reviewed
  • 3D Tour

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Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Elmwood Park
$2,325 - $2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995 - $2,450

Total Monthly Price
$1,995 - $2,450
2 Bedroom Apartments Available Now

Elmwood Park

65-99 Elmwood ParkQuincy, MA 02170
Affordability
  • Verified
  • Utilities Included
  • Smoke Free
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144 West St, Unit 2, Unit 2
$2,098
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,098

Total Monthly Price
$2,098
2 Bedroom Apartment Available Now

144 West St, Unit 2, Unit 2

144 West StQuincy, MA 02169
Affordability
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32 Bishop Rd, Unit 3, Unit 3
$2,575
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,575

Total Monthly Price
$2,575
2 Bedroom Apartment Available Jun 1

32 Bishop Rd, Unit 3, Unit 3

32 Bishop RdQuincy, MA 02170
Cost Per Sq.Ft.
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170 Summit Ave, Unit 2, Unit 2
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
2 Bedroom Apartment Available Now

170 Summit Ave, Unit 2, Unit 2

170 Summit AveQuincy, MA 02170
Cost Per Sq.Ft.
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55-57 Gordon Ave
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400
2 Bedroom Apartment Available Now

55-57 Gordon Ave

55-57 Gordon AveBoston, MA 02136
Affordability

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property at 27 Roosevelt Rd

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

27 Roosevelt Rd, Unit 1, Unit 1

27 Roosevelt Rd
QuincyMA02169
property at 27 Barry St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Jun 1

27 Barry St, Unit 2R, Unit 2R

27 Barry St
QuincyMA02169
property at 76 Common St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

76 Common St, Unit 2, Unit 2

76 Common St
QuincyMA02169
property at 65 Jenness St

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

65 Jenness St, Unit 65, Unit 65

65 Jenness St
QuincyMA02169
property at 39 California Ave

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

39 California Ave, Unit 2, Unit 2

39 California Ave
QuincyMA02169
property at 115 Everett St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

115 Everett St, Unit 1, Unit 1

115 Everett St
QuincyMA02170
property at 80 Brook St

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

80 Brook St, Unit 2, Unit 2

80 Brook St
QuincyMA02170
property at 55-57 Gordon Ave

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

55-57 Gordon Ave, Unit 2, Unit 2

55-57 Gordon Ave
BostonMA02136

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property at 12 Winter St

$4,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,350

Total Monthly Price
$4,350

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

12 Winter St, Unit 1104, Unit 1104

12 Winter St
BostonMA02136
property at 453 Pond St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

453 Pond St

BraintreeMA02184
property at 252 Safford St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

252 Safford St

QuincyMA02170
property at 108 California Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Home for Rent

Available Now

108 California Ave

QuincyMA02169
property at 29 Oconnell Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Now

29 Oconnell Ave

QuincyMA02169
property at 142 Willard St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Home for Rent

Available Now

142 Willard St

QuincyMA02169
property at 14 Davison St

$2,295

Total Monthly Price

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

2 Bedroom, 1 Bath Home for Rent

Available Now

14 Davison St

BostonMA02136

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

Hillside Street, Milton, MA Local Guide

Largest Available Hillside Street 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Hillside Street area of Boston, MA is found at Ridge at Blue Hills and is listed at 1,469 square feet priced from $3,171. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Ridge at Blue HillsPlan I (B2N)1,469 Sq Ft$3,171
Prynne HillsB2J1,403 Sq Ft$3,414
The ProofB17D1,385 Sq Ft$3,934
RosecliffRosecliff II- 2MA1,300 Sq Ft$3,380
Quarry Hills2 Bedrooms C1,169 Sq Ft$3,330
Residences at Great PondB2D1,085 Sq Ft$2,740
The QB2F1,032 Sq Ft$2,975
Elmwood ParkTwo Bed One Bath985 Sq Ft$2,325
Reed Street ApartmentsRenovated 2 Bedroom910 Sq Ft$2,495
Francis Crossing Apartment Homes2 Bedroom 1 Bathroom900 Sq Ft$2,665

Cheapest Available Hillside Street 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Hillside Street of Boston, MA is the 2 Bedroom Model starting from $1,951 at The Pryde – 62+ SENIOR. The average price for all 2 Bedroom apartments in Hillside Street is currently $3,155. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
The Pryde – 62+ SENIOR2 Bedroom$1,951
Elmwood ParkTwo Bed One Bath$2,325
Reed Street ApartmentsRenovated 2 Bedroom$2,495
1 RosaNewly renovated 2 bedroom$2,600
J.E. Furnished Apartments of QuincyFurnished Two Bedroom$2,650
Francis Crossing Apartment Homes2 Bedroom 1 Bathroom$2,665
Residences at Great PondB2D$2,740

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Quick 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.

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Pet Friendly Lifestyle
Hillside Street, Milton, MA

Ranked #3

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about 2 Bedroom Hillside Street Apartments

What is the Cheapest apartment in Hillside Street with 2 Bedroom?

Currently the most affordable 2 Bedroom in Hillside Street is at The Pryde – 62+ SENIOR listed at $1,951.

How much is the average rent for a 2 Bedroom Hillside Street Apartment?

The average rent for a 2 Bedroom Apartment in Hillside Street is $3,155.

What is the largest available 2 Bedroom Hillside Street Apartment for rent?

Today's apartment with the most square footage in Hillside Street is a 1,469 square feet unit starting from $3,171 at Ridge at Blue Hills.

What is the average size for Hillside Street 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Hillside Street is currently 2,485 sq ft.

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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