Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA(405 Rentals)Page 6 of 9

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24 Langley Rd
$3,4003 Bedroom, 1 Bath Condo for RentAvailable Now

24 Langley Rd, Unit 1

24 Langley Rd
Boston, MA 02135
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27 South St
$3,4002 Bedroom, 1 Bath Condo for RentAvailable Now

27 South St, Unit b2

27 South St
Boston, MA 02135
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23 Colwell Ave
$3,4004 Bedroom, 1 Bath Condo for RentAvailable Now

23 Colwell Ave

Boston, MA 02135
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133 Chiswick Rd
$3,4003 Bedroom, 1 Bath Condo for RentAvailable Now

133 Chiswick Rd

Boston, MA 02135
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38 Tremont St
$3,4003 Bedroom, 1 Bath Condo for RentAvailable Now

38 Tremont St, Unit 1

38 Tremont St
Boston, MA 02135
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42 Tremont St
$3,4003 Bedroom, 1 Bath Condo for RentAvailable Now

42 Tremont St, Unit 1

42 Tremont St
Boston, MA 02135
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62 Tremont St
$3,4003 Bedroom, 1 Bath Condo for RentAvailable Now

62 Tremont St, Unit 1

62 Tremont St
Boston, MA 02135
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203 Lake Shore Rd
$3,3003 Bedroom, 2 Bath Condo for RentAvailable Now

203 Lake Shore Rd, Unit 4

203 Lake Shore Rd
Boston, MA 02135
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36 Colwell Ave
$3,3003 Bedroom, 1 Bath Condo for RentAvailable Now

36 Colwell Ave, Unit 1

36 Colwell Ave
Boston, MA 02135
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320 Hammond Pond Pky
$3,3002 Bedroom, 2 Bath Condo for RentAvailable Now

320 Hammond Pond Pky

Chestnut Hill, MA 02467
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56 Winship St
$3,2003 Bedroom, 1 Bath Condo for RentAvailable Now

56 Winship St, Unit 1

56 Winship St
Boston, MA 02135
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161 Lake Shore Rd
$3,2003 Bedroom, 2 Bath Condo for RentAvailable Now

161 Lake Shore Rd, Unit 2

161 Lake Shore Rd
Boston, MA 02135
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17 Fairbanks St
$3,2002 Bedroom, 2 Bath Condo for RentAvailable Now

17 Fairbanks St, Unit 1

17 Fairbanks St
Boston, MA 02135
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145 Chiswick Rd
$3,1503 Bedroom, 1 Bath Condo for RentAvailable Now

145 Chiswick Rd, Unit 8

145 Chiswick Rd
Boston, MA 02135
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529 Washington St
$3,1503 Bedroom, 1 Bath Condo for RentAvailable Now

529 Washington St, Unit 1

529 Washington St
Boston, MA 02135
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541 Washington St
$3,1503 Bedroom, 1 Bath Condo for RentAvailable Now

541 Washington St, Unit 1

541 Washington St
Boston, MA 02135
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1 Oneil Pl
$3,1003 Bedroom, 1 Bath Condo for RentAvailable Now

1 Oneil Pl, Unit 1

1 Oneil Pl
Boston, MA 02135
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27 Brock St
$3,1003 Bedroom, 1 Bath Condo for RentAvailable Now

27 Brock St, Unit 1

27 Brock St
Boston, MA 02135
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16 Brock St
$3,1003 Bedroom, 1 Bath Condo for RentAvailable Now

16 Brock St, Unit 1

16 Brock St
Boston, MA 02135
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30 Sheafe St
$3,0002 Bedroom, 1 Bath Condo for RentAvailable Now

30 Sheafe St, Unit sheafe st

30 Sheafe St
Chestnut Hill, MA 02467
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74 Wallingford Rd
$3,0003 Bedroom, 1 Bath Condo for RentAvailable Now

74 Wallingford Rd

Boston, MA 02135
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21 Chestnut Hill Ave
$3,0002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

21 Chestnut Hill Ave, Unit 1

21 Chestnut Hill Ave
Boston, MA 02135
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288 Foster St
$3,0003 Bedroom, 1 Bath Condo for RentAvailable Now

288 Foster St, Unit 2

288 Foster St
Boston, MA 02135
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8 Mt Vernon St
$3,0002 Bedroom, 1 Bath Home for RentAvailable Sep 1, 2025

8 Mt Vernon St, Unit 618

8 Mt Vernon St
Boston, MA 02135
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35 Sheafe St
$3,0002 Bedroom, 1 Bath Condo for RentAvailable Now

35 Sheafe St

Chestnut Hill, MA 02467
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29 Eastburn St
$2,9502 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

29 Eastburn St, Unit 2

29 Eastburn St
Boston, MA 02135
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2060 Commonwealth Ave
$2,9002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2060 Commonwealth Ave

Boston, MA 02135
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2012 Commonwealth Ave
$2,9002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2012 Commonwealth Ave, Unit BE

2012 Commonwealth Ave
Boston, MA 02135
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2012 Commonwealth Ave
$2,9002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2012 Commonwealth Ave

Boston, MA 02135
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2012 Commonwealth Ave
$2,9002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2012 Commonwealth Ave, Unit BE

2012 Commonwealth Ave
Boston, MA 02135
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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 907 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $925 to $21,000. There are also 466 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,850 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 $1,850 to $21,000 with an average monthly rent of $6,478.

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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