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$7,8006 Bedroom, 2 Bath Condo for RentAvailable Now
48 Ashford St, Unit 1
48 Ashford St
Boston, MA 02134Homes for Rent in Chestnut Hill, MA with Hardwood Floors (1,111 Rentals)Page 21 of 23
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$8,4005 Bedroom, 3 Bath Condo for RentAvailable Sep 1
104 Warren St, Unit 4
104 Warren St
Boston, MA 02135close
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Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
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$9,6004 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2026
44 Kirkwood Rd, Unit 2
44 Kirkwood Rd
Boston, MA 02135close
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$9,6006 Bedroom, 6 Bath Condo for RentAvailable Sep 1
1781 Commonwealth Ave, Unit 2
1781 Commonwealth Ave
Boston, MA 02135close
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$10,5006 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2026
44 Greycliff Rd, Unit 1
44 Greycliff Rd
Boston, MA 02135close
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$10,5006 Bedroom, 3 Bath Condo for RentAvailable Aug 31, 2026
52 Greycliff Rd, Unit 1
52 Greycliff Rd
Boston, MA 02135close
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$10,5006 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2026
44 Greycliff Rd, Unit 1
44 Greycliff Rd
Boston, MA 02135close
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$10,7506 Bedroom, 2 Bath Condo for RentAvailable Aug 31
241 Foster St, Unit 2
241 Foster St
Boston, MA 02135close
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$10,7506 Bedroom, 2 Bath Condo for RentAvailable Aug 31
42 Radnor Rd, Unit 2
42 Radnor Rd
Boston, MA 02135close
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$11,2006 Bedroom, 3 Bath Condo for RentAvailable Aug 31, 2026
46 Kirkwood Rd, Unit 2
46 Kirkwood Rd
Boston, MA 02135close
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$11,2006 Bedroom, 2 Bath Condo for RentAvailable Aug 31
16 Gerald Rd, Unit 2
16 Gerald Rd
Boston, MA 02135close
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$12,0006 Bedroom, 3 Bath Condo for RentAvailable Aug 31
44 Greycliff Rd, Unit 2
44 Greycliff Rd
Boston, MA 02135close
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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 | $3,329 | $1,050 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,000 | $1,950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,072 | $1,000 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,283 | $3,300 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $8,096 | $4,500 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $11,200 | $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 8222 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $750 to $30,000. There are also 4416 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,000 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 $1,000 to $21,000 with an average monthly rent of $6,533.
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 $800 to $18,840, 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 $1,000 and Four Bedroom Apartments start at $1,005.
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.
The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.
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.
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.
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.