2 Bedroom Apartments for Rent in the Hillside Street Neighborhood of Milton, MA (94 Rentals)

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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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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 Prynne Hills and is listed at 1,541 square feet priced from $3,703. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Prynne HillsB2N1,541 Sq Ft$3,703
Ridge at Blue HillsPlan E (B2G)1,280 Sq Ft$3,286
Quarry Edge 4452 Bedroom1,211 Sq Ft$2,850
Avalon QuincyB11-sc2-11871,187 Sq Ft$3,178
RosecliffRosecliff II- New Englander 2A1,175 Sq Ft$3,110

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 $1,777 at The Pryde – 62+ SENIOR. The average price for all 2 Bedroom apartments in Hillside Street is currently $3,131. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
The Pryde – 62+ SENIOR2 Bedroom$1,777
Miller Street ApartmentsMiddle 2 Bedroom$2,200
J.E. Furnished Apartments of QuincyFurnished Two Bedroom$2,300
Rosemont SquareBeacon$2,485
Reed Street ApartmentsRenovated 2 Bedroom$2,495

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Pet Friendly Lifestyle
Hillside Street, Milton, MA

Ranked #3

Among neighborhoods in Milton, MA 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 $1,777.

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 $3,131.

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 1,541 square feet unit starting from $3,703 at Prynne 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 1,320 sq ft.

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.

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