Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (328 Rentals) Page 4 of 7

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7 Winship St, Unit 1
$2,295

Total Monthly Price

Base Rent$2,295
Total Monthly Price$2,295
12 Month Lease Term
1 Bedroom Apartment Available Now

7 Winship St, Unit 1

7 Winship StBoston, MA 02135
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328 Washington St, Unit 2c
$4,200

Total Monthly Price

Base Rent$4,200
Total Monthly Price$4,200
12 Month Lease Term
4 Bedroom Apartment Available Now

328 Washington St, Unit 2c

328 Washington StBoston, MA 02135
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539 Washington St, Unit 2
$1,000

Total Monthly Price

Base Rent$1,000
Total Monthly Price$1,000
12 Month Lease Term
3 Bedroom Apartment Available Now

539 Washington St, Unit 2

539 Washington StBoston, MA 02135
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566 Washington St, Unit 14
$1,800

Total Monthly Price

Base Rent$1,800
Total Monthly Price$1,800
12 Month Lease Term
1 Bedroom Apartment Available Now

566 Washington St, Unit 14

566 Washington StBoston, MA 02135
Affordability
Showing Results 151-200, Page 4 of 7

Frequently Asked Questions about Chestnut Hill Middlesex

What is the current pricing and availability for apartments for rent in the Chestnut Hill Middlesex area of Chestnut Hill, MA?

As of today, September 12, 2026, there are currently 328 available Chestnut Hill Middlesex apartments priced from $1,000 to $13,500, with an average monthly rent of $3,865.

How much are Studio apartments in Chestnut Hill Middlesex?

There are currently 46 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,800 to $4,320 with an average price of $2,410.

What is the current price range for One Bedroom Chestnut Hill Middlesex Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chestnut Hill Middlesex ranges from $1,800 to $4,841 with an average monthly rent of $2,576.

What does renting a Two Bedroom Apartment in Chestnut Hill Middlesex cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill Middlesex range from $2,350 to $6,120. Today's average rental price for Two Bedrooms here is $3,531.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 75 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $7,790 - averaging $3,946 for the location.

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.

Articles, How-To's, and Tips

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.