Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA(403 Rentals)Page 8 of 9

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28 Manet Rd
$4,8004 Bedroom, 1 Bath Condo for RentAvailable Now

28 Manet Rd

Newton, MA 02467
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2001 Commonwealth Ave
$4,5003 Bedroom, 1 Bath Condo for RentAvailable Now

2001 Commonwealth Ave

Boston, MA 02135
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1945 Commonwealth Ave
$4,5001 Bedroom, 1 Bath Condo for RentAvailable Now

1945 Commonwealth Ave

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

1999 Commonwealth 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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250 Hammond Pond Pkwy
$3,7002 Bedroom, 2 Bath Condo for RentAvailable Now

250 Hammond Pond Pkwy

Newton, MA 02467
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231 Chestnut Hill Ave
$3,6003 Bedroom, 2 Bath Condo for RentAvailable Now

231 Chestnut Hill Ave

Boston, MA 02135
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185 Chestnut Hill Ave
$3,500Studio, 1 Bath Condo for RentAvailable Now

185 Chestnut Hill Ave

Boston, MA 02135
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31 South St
$3,5002 Bedroom, 1 Bath Condo for RentAvailable Now

31 South St

Boston, MA 02135
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39 South St
$3,0002 Bedroom, 1 Bath Condo for RentAvailable Now

39 South St

Boston, MA 02135
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219 Commonwealth Ave
$2,9501 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

219 Commonwealth Ave

Newton, MA 02467
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125 Chiswick Rd
$2,6501 Bedroom, 1 Bath Condo for RentAvailable Now

125 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 860 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $976 to $21,000. There are also 460 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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Signing Your Apartment Lease: The Basics

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When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.

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What to Know About Fees and Fines When Renting

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When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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

Written by: Kevin Ready

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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Navigating the World of Low-Income Housing: A Comprehensive Guide

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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.