Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (1,156 Rentals)Page 21 of 24

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30 Academy Hill Rd
$2,4001 Bedroom, 1 Bath RentalsAvailable Now

30 Academy Hill Rd

Boston, MA 02135
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30 Undine Rd
$3,3002 Bedroom, 1 Bath RentalsAvailable Now

30 Undine Rd

Boston, MA 02135
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9 Winship St
$3,5952 Bedroom, 1 Bath RentalsAvailable Now

9 Winship St

Boston, MA 02135
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1789 Commonwealth Ave
$4,0003 Bedroom, 2 Bath RentalsAvailable Now

1789 Commonwealth Ave

Boston, MA 02135
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35 South St
$2,6501 Bedroom, 1 Bath RentalsAvailable Jun 1

35 South St

Boston, MA 02135
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2021 Commonwealth Ave
$8,7505 Bedroom, 2 Bath RentalsAvailable Now

2021 Commonwealth Ave

Boston, MA 02135
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29 Gerald Rd
$6,5003 Bedroom, 1 Bath RentalsAvailable Sep 1

29 Gerald Rd

Boston, MA 02135
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2035 Commonwealth Ave
$3,0002 Bedroom, 1 Bath RentalsAvailable Now

2035 Commonwealth Ave

Boston, MA 02135
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137 Chiswick Rd
$3,3003 Bedroom, 2 Bath RentalsAvailable Now

137 Chiswick Rd

Boston, MA 02135
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160 Boylston St
$3,8201 Bedroom, 1 Bath RentalsAvailable Feb 18

160 Boylston St

Newton, MA 02467
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10 Lothian Rd
$2,1501 Bedroom, 1 Bath RentalsAvailable Now

10 Lothian Rd

Boston, MA 02135
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15 Radnor Rd
$7,5004 Bedroom, 1 Bath RentalsAvailable Sep 1, 2026

15 Radnor Rd

Boston, MA 02135
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93-95-95 Undine Rd
$5,9004 Bedroom, 2 Bath RentalsAvailable Aug 30, 2026

93-95-95 Undine Rd

Boston, MA 02135
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25 Greycliff Rd
$4,6503 Bedroom, 1 Bath RentalsAvailable Now

25 Greycliff Rd

Boston, MA 02135
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44 Kirkwood Rd
$9,6004 Bedroom, 2 Bath RentalsAvailable Now

44 Kirkwood Rd

Boston, MA 02135
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81 Brayton Rd
$9005 Bedroom, 2 Bath RentalsAvailable Mar 31

81 Brayton Rd

Boston, MA 02135
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Getting Around the Chestnut Hill Middlesex Neighborhood in Chestnut Hill, MA

Walk Score®

59 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

47 / 100

Somewhat Bikeable

Minimal bike infrastructure

Transit Score®

53 / 100

Good Transit

Many nearby public transportation options

Frequently Asked Questions about Chestnut Hill Middlesex

How much are Studio apartments in Chestnut Hill Middlesex?

There are currently 49 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,750 to $8,574 with an average price of $2,667.

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 $9,714 with an average monthly rent of $3,108.

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 $1,900 to $21,152. Today's average rental price for Two Bedrooms here is $3,707.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 361 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $10,000 - averaging $3,823 for the location.

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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