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$3,6502 Bedroom, 1 Bath Condo for RentAvailable Now
9 Sherman Rd, Unit 1
9 Sherman Rd
Chestnut Hill, MA 02467Luxury Homes for Rent in Chestnut Hill, MA(2,395 Rentals)Page 2 of 48
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$3,6003 Bedroom, 2 Bath Condo for RentAvailable Now
136 Middlesex Rd, Unit 2
136 Middlesex Rd
Chestnut Hill, MA 02467close
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$3,5501 Bedroom, 1 Bath Condo for RentAvailable Now
120 Gerry Rd, Unit 304
120 Gerry Rd
Chestnut Hill, MA 02467close
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$3,5002 Bedroom, 1 Bath Condo for RentAvailable Now
475 Vfw Pky, Unit 2
475 Vfw Pky
Chestnut Hill, MA 02467close
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$3,3222 Bedroom, 1 Bath Townhome for RentAvailable Sep 1, 2025
1019 W Roxbury Pky, Unit 2
1019 W Roxbury Pky
Chestnut Hill, MA 02467close
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$3,3002 Bedroom, 2 Bath Condo for RentAvailable Now
320 Hammond Pond Pkwy, Unit 104
320 Hammond Pond Pkwy
Chestnut Hill, MA 02467close
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$3,1801 Bedroom, 1 Bath Condo for RentAvailable Now
101 Independence Dr, Unit 1
101 Independence Dr
Chestnut Hill, MA 02467close
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$3,1401 Bedroom, 1 Bath Condo for RentAvailable Now
74 Thornton Rd, Unit 1
74 Thornton Rd
Chestnut Hill, MA 02467close
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$3,0002 Bedroom, 1 Bath Condo for RentAvailable Now
35 Sheafe St, Unit 2
35 Sheafe St
Chestnut Hill, MA 02467close
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$3,0002 Bedroom, 1 Bath Condo for RentAvailable Now
30 Sheafe St, Unit sheafe st
30 Sheafe St
Chestnut Hill, MA 02467close
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$21,0006 Bedroom, 3 Bath Condo for RentAvailable Aug 23, 2025
295 Foster St, Unit 1
295 Foster St
Boston, MA 02135close
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$12,0006 Bedroom, 6 Bath Condo for RentAvailable Sep 1, 2025
1776 Commonwealth Ave, Unit 8 BEDROOM
1776 Commonwealth Ave
Boston, MA 02135close
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$11,5006 Bedroom, 4 Bath Condo for RentAvailable Aug 31, 2025
64 Undine Rd, Unit 1
64 Undine Rd
Boston, MA 02135close
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$11,2006 Bedroom, 3 Bath Condo for RentAvailable Aug 31, 2026
46 Kirkwood Rd, Unit 1
46 Kirkwood Rd
Boston, MA 02135close
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$11,2006 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2026
16 Gerald Rd, Unit 2
16 Gerald Rd
Boston, MA 02135close
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$11,2006 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2026
16 Gerald Rd, Unit 2
16 Gerald Rd
Boston, MA 02135close
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$11,2006 Bedroom, 3 Bath Condo for RentAvailable Aug 30, 2026
46 Kirkwood Rd, Unit 2
46 Kirkwood Rd
Boston, MA 02135close
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$11,0003 Bedroom, 2 Bath Condo for RentAvailable Now
20 Marion St, Unit 3
20 Marion St
Brookline, MA 02446close
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$10,9004 Bedroom, 4 Bath Condo for RentAvailable Now
116 Columbia St, Unit 2
116 Columbia St
Brookline, MA 02446close
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Chestnut Hill, MA Local Guide
How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,213 | $1,600 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,989 | $1,950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,160 | $1,200 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,129 | $3,800 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $8,113 | $1,050 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,500 | $10,000 | $10,000+ |
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 6499 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $825 to $45,000. There are also 2739 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,045 to $21,000.
What is the current price range for Rental Homes in Chestnut Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $1,045 to $21,000 with an average monthly rent of $5,924.
How much are larger Three and Four Bedroom Rentals in Chestnut Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $950 to $15,711, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $11,000. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $900.
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.
Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
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. While most leases...
What to Know About Fees and Fines When Renting
Written by: Trey Huguley
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. While fees will range depending on...
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...
Navigating the World of Low-Income Housing: A Comprehensive Guide
Written by: Kevin Ready
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...