5 Bedroom Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA(48 Rentals)

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16 Priscilla Rd
$4,5005 Bedroom, 2 Bath Condo for RentAvailable Now

16 Priscilla Rd, Unit 2

16 Priscilla Rd
Boston, MA 02135
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18 Malbert Rd
$4,5005 Bedroom, 3 Bath Condo for RentAvailable Now

18 Malbert Rd, Unit 1

18 Malbert Rd
Boston, MA 02135
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91 Wallingford Rd
$4,5005 Bedroom, 2 Bath Condo for RentAvailable Now

91 Wallingford Rd, Unit 4

91 Wallingford Rd
Boston, MA 02135
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24 Priscilla Rd
$4,5005 Bedroom, 2 Bath Condo for RentAvailable Now

24 Priscilla Rd, Unit 4

24 Priscilla Rd
Boston, MA 02135
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20 Priscilla Rd
$4,5005 Bedroom, 2 Bath Condo for RentAvailable Now

20 Priscilla Rd, Unit 4

20 Priscilla Rd
Boston, MA 02135
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28 Priscilla Rd
$4,5005 Bedroom, 2 Bath Condo for RentAvailable Now

28 Priscilla Rd, Unit 4

28 Priscilla Rd
Boston, MA 02135
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23 Priscilla Rd
$4,5005 Bedroom, 2 Bath Condo for RentAvailable Now

23 Priscilla Rd, Unit 1

23 Priscilla Rd
Boston, MA 02135
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132 Chiswick Rd
$4,8005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

132 Chiswick Rd, Unit 2

132 Chiswick Rd
Boston, MA 02135
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77 Wallingford Rd
$5,0005 Bedroom, 2 Bath Condo for RentAvailable Now

77 Wallingford Rd, Unit 2

77 Wallingford Rd
Boston, MA 02135
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29 Leicester St
$5,0005 Bedroom, 3 Bath Home for RentAvailable Now

29 Leicester St

Boston, MA 02135
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49 Breck Ave
$5,2005 Bedroom, 2 Bath Home for RentAvailable Sep 1, 2025

49 Breck Ave

Boston, MA 02135
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39 Trapelo St
$5,5005 Bedroom, 2 Bath Condo for RentAvailable Now

39 Trapelo St, Unit 2

39 Trapelo St
Boston, MA 02135
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28 Manet Rd
$5,6005 Bedroom, 1 Bath Condo for RentAvailable Now

28 Manet Rd

Chestnut Hill, MA 02467
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28 Manet Rd
$5,8005 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

28 Manet Rd

Chestnut Hill, MA 02467
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6 Lothian Rd
$5,8005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

6 Lothian Rd, Unit 2

6 Lothian Rd
Boston, MA 02135
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28 Manet Rd
$5,8005 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

28 Manet Rd

Chestnut Hill, MA 02467
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25 Wade St
$6,5005 Bedroom, 3 Bath Home for RentAvailable Sep 1, 2025

25 Wade St, Unit 280

25 Wade St
Boston, MA 02135
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25 Crosby Rd
$7,0005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

25 Crosby Rd, Unit 1

25 Crosby Rd
Chestnut Hill, MA 02467
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25 Crosby Rd
$7,0005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

25 Crosby Rd

Chestnut Hill, MA 02467
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22 Foster St
$7,2005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

22 Foster St

Boston, MA 02135
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288 Foster St
$7,2005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

288 Foster St

Boston, MA 02135
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40 Kirkwood Rd
$7,5005 Bedroom, 2 Bath Condo for RentAvailable Now

40 Kirkwood Rd, Unit 1

40 Kirkwood Rd
Boston, MA 02135
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40 Kirkwood Rd
$7,5005 Bedroom, 2 Bath Condo for RentAvailable Now

40 Kirkwood Rd

Boston, MA 02135
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2021 Commonwealth Ave
$7,5005 Bedroom, 2 Bath Condo for RentAvailable Dec 26

2021 Commonwealth Ave

Boston, MA 02135
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31-33 Greycliff Rd
$8,6005 Bedroom, 2 Bath Condo for RentAvailable Now

31-33 Greycliff Rd

Boston, MA 02135
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12 Gerald Rd
$9,0005 Bedroom, 3 Bath Condo for RentAvailable Now

12 Gerald Rd, Unit 1

12 Gerald Rd
Boston, MA 02135
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12 Gerald Rd
$9,5005 Bedroom, 3 Bath Home for RentAvailable Sep 1, 2025

12 Gerald Rd

Boston, MA 02135
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12 Gerald Rd
$9,5005 Bedroom, 3 Bath Home for RentAvailable Sep 1, 2025

12 Gerald Rd

Boston, MA 02135
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12 Gerald Rd
$9,5005 Bedroom, 3 Bath Condo for RentAvailable Sep 1, 2025

12 Gerald Rd

Boston, MA 02135
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Chestnut Hill Middlesex, Boston College, MA Local Guide

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Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 898 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $925 to $21,000. There are also 451 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,900 to $21,000.

What is the current price range for Rental Homes in Chestnut Hill Middlesex?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $1,900 to $21,000 with an average monthly rent of $5,826.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $2,700 to $10,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $8,900. Four Bedroom Single-Family rentals are also available starting from $2,900 and Four Bedroom Apartments start at $925.

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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