Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA(412 Rentals)Page 7 of 9

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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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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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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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43 N Crescent Circuit
$2,9002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

43 N Crescent Circuit, Unit 1

43 N Crescent Circuit
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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16 Priscilla Rd
$2,9003 Bedroom, 1 Bath Condo for RentAvailable Now

16 Priscilla Rd

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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1999 Commonwealth Ave
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

1999 Commonwealth Ave, Unit 3

1999 Commonwealth Ave
Boston, MA 02135
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164 Strathmore Rd
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Now

164 Strathmore Rd, Unit 21

164 Strathmore Rd
Boston, MA 02135
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1963 Commonwealth Ave
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

1963 Commonwealth Ave, Unit 2

1963 Commonwealth Ave
Boston, MA 02135
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2012 Commonwealth Ave
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Now

2012 Commonwealth Ave

Boston, MA 02135
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1999 Commonwealth Ave
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

1999 Commonwealth Ave, Unit 3

1999 Commonwealth Ave
Boston, MA 02135
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24 Wallingford Rd
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Now

24 Wallingford Rd, Unit 5

24 Wallingford Rd
Boston, MA 02135
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142 Kenrick St
$2,7002 Bedroom, 1 Bath Condo for RentAvailable Now

142 Kenrick St, Unit 2

142 Kenrick St
Boston, MA 02135
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65 Strathmore Rd
$2,7001 Bedroom, 1 Bath Condo for RentAvailable Now

65 Strathmore Rd, Unit 25

65 Strathmore Rd
Boston, MA 02135
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155 Strathmore Rd
$2,6501 Bedroom, 1 Bath Condo for RentAvailable Now

155 Strathmore Rd, Unit 2

155 Strathmore Rd
Boston, MA 02135
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148 Strathmore Rd
$2,6501 Bedroom, 1 Bath Condo for RentAvailable Jan 15, 2025

148 Strathmore Rd, Unit 1

148 Strathmore Rd
Boston, MA 02135
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440 Washington St
$2,6003 Bedroom, 1 Bath Condo for RentAvailable Now

440 Washington St

Boston, MA 02135
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165 Foster St
$2,5002 Bedroom, 1 Bath Condo for RentAvailable Now

165 Foster St, Unit 165

165 Foster St
Boston, MA 02135
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64 Undine Rd
$11,5008 Bedroom, 4 Bath Home for RentAvailable Aug 31, 2025

64 Undine 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 470 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 $5,689.

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 $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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Real Estate Term Glossary: Your Guide to The A to Zs of Renting

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Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new language.

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Are you having difficulty keeping up with bills or paying the rent? If so, you are not alone. Many families struggle to keep up with rents that have increased up to 40% in the past decade.