3 Bedroom Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA(101 Rentals)Page 2 of 3

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2000 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2000 Commonwealth Ave, Unit 5

2000 Commonwealth Ave
Boston, MA 02135
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2012 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2012 Commonwealth Ave, Unit 5

2012 Commonwealth Ave
Boston, MA 02135
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354 Chestnut Hill Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

354 Chestnut Hill Ave

Boston, MA 02135
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2000 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2000 Commonwealth Ave, Unit 5

2000 Commonwealth Ave
Boston, MA 02135
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1999 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

1999 Commonwealth Ave, Unit 5

1999 Commonwealth Ave
Boston, MA 02135
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2000 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2000 Commonwealth Ave, Unit 5

2000 Commonwealth Ave
Boston, MA 02135
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1961 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

1961 Commonwealth Ave, Unit 5

1961 Commonwealth Ave
Boston, MA 02135
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370 Chestnut Hill Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

370 Chestnut Hill Ave, Unit 21

370 Chestnut Hill Ave
Boston, MA 02135
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25 Greycliff Rd
$4,5503 Bedroom, 1 Bath Condo for RentAvailable Now

25 Greycliff Rd

Boston, MA 02135
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25 Greycliff Rd
$4,6253 Bedroom, 1 Bath Condo for RentAvailable Now

25 Greycliff Rd, Unit #1

25 Greycliff Rd
Boston, MA 02135
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25 Greycliff Rd
$4,6503 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

25 Greycliff Rd, Unit 1

25 Greycliff Rd
Boston, MA 02135
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25 Greycliff Rd
$4,6503 Bedroom, 1 Bath Condo for RentAvailable Now

25 Greycliff Rd, Unit 1

25 Greycliff Rd
Boston, MA 02135
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25 Greycliff Rd
$4,6503 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

25 Greycliff Rd, Unit 1

25 Greycliff Rd
Boston, MA 02135
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2016 Commonwealth Ave
$4,8003 Bedroom, 1 Bath Condo for RentAvailable Aug 25, 2025

2016 Commonwealth Ave, Unit 32

2016 Commonwealth Ave
Boston, MA 02135
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2022 Commonwealth Ave
$4,8003 Bedroom, 1 Bath Condo for RentAvailable Aug 25, 2025

2022 Commonwealth Ave

Boston, MA 02135
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1999 Commonwealth Ave
$4,8503 Bedroom, 1 Bath Condo for RentAvailable Aug 25, 2025

1999 Commonwealth Ave

Boston, MA 02135
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29 Gerald Rd
$5,2003 Bedroom, 1 Bath Townhome for RentAvailable Sep 1, 2025

29 Gerald Rd

Boston, MA 02135
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56 Winship St
$5,2503 Bedroom, 2 Bath Condo for RentAvailable Now

56 Winship St, Unit 301

56 Winship St
Boston, MA 02135
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25 Greycliff Rd
$5,4003 Bedroom, 1 Bath Condo for RentAvailable Now

25 Greycliff Rd, Unit 1

25 Greycliff Rd
Boston, MA 02135
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16 Gerald Rd
$5,6003 Bedroom, 1 Bath Condo for RentAvailable Aug 30, 2026

16 Gerald Rd, Unit 1

16 Gerald Rd
Boston, MA 02135
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38 Cabot St
$6,5003 Bedroom, 2 Bath Home for RentAvailable Now

38 Cabot St

Newton, MA 02458
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231 Chestnut Hill Ave
$3,6003 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

231 Chestnut Hill Ave

Boston, MA 02135
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170 Lake Shore Rd
$3,7503 Bedroom, 2 Bath Condo for RentAvailable Now

170 Lake Shore Rd

Boston, MA 02135
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2001 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

2001 Commonwealth Ave

Boston, MA 02135
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1999 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Aug 25, 2025

1999 Commonwealth Ave

Boston, MA 02135
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18 Gerald Rd
$5,6003 Bedroom, 1 Bath Condo for RentAvailable Now

18 Gerald Rd

Boston, MA 02135
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137 Chiswick Rd
3 Bedroom, 1 Bath Home for RentAvailable Now

137 Chiswick Rd

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 911 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $976 to $21,000. There are also 464 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 $5,705.

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 $3,400 and Four Bedroom Apartments start at $1,000.

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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