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$6,0004 Bedroom, 2 Bath Condo for RentAvailable Aug 31
229 Chestnut Hill Ave, Unit 2
229 Chestnut Hill Ave
Boston, MA 02135Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (542 Rentals)Page 5 of 11
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$6,0004 Bedroom, 2 Bath Condo for RentAvailable Sep 1
229 Chestnut Hill Ave, Unit 2
229 Chestnut Hill Ave
Boston, MA 02135close
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$6,5006 Bedroom, 3 Bath Townhome for RentAvailable Sep 1
120 Lake St, Unit 1332
120 Lake St
Boston, MA 02135close
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$7,5005 Bedroom, 2 Bath Condo for RentAvailable Now
40 Kirkwood Rd, Unit #1
40 Kirkwood Rd
Boston, MA 02135close
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$7,5005 Bedroom, 2 Bath Condo for RentAvailable Now
40 Kirkwood Rd, Unit 1
40 Kirkwood Rd
Boston, MA 02135close
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$2,3001 Bedroom, 1 Bath Condo for RentAvailable Now
391 Langley Rd, Unit 2
391 Langley Rd
Newton, MA 02459close
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$2,3001 Bedroom, 1 Bath Condo for RentAvailable Now
391 Langley Rd, Unit 2
391 Langley Rd
Newton, MA 02459close
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$2,5001 Bedroom, 1 Bath Condo for RentAvailable Feb 1
247 Chestnut Hill Ave, Unit 4
247 Chestnut Hill Ave
Boston, MA 02135close
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$2,7002 Bedroom, 1 Bath Condo for RentAvailable Now
142 Kenrick St, Unit 2
142 Kenrick St
Boston, MA 02135close
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$2,9002 Bedroom, 1 Bath Condo for RentAvailable Sep 1
249 Chestnut Hill Ave, Unit 1
249 Chestnut Hill Ave
Boston, MA 02135close
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$8,9505 Bedroom, 2 Bath Condo for RentAvailable Aug 30, 2026
241 Foster St, Unit 241 Foster Street
241 Foster St
Boston, MA 02135close
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$8,9505 Bedroom, 2 Bath Condo for RentAvailable Aug 24
241 Foster St, Unit 1
241 Foster St
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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$2,250Studio, 1 Bath Condo for RentAvailable Now
241 Chestnut Hill Ave, Unit 1
241 Chestnut Hill Ave
Boston, MA 02135close
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$3,6003 Bedroom, 2 Bath Condo for RentAvailable Sep 1
231 Chestnut Hill Ave, Unit 3
231 Chestnut Hill Ave
Boston, MA 02135close
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$4,4004 Bedroom, 1 Bath Condo for RentAvailable Now
225 Chestnut Hill Ave, Unit 3
225 Chestnut Hill Ave
Boston, MA 02135close
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$5,2004 Bedroom, 1 Bath Condo for RentAvailable Aug 25
225 Chestnut Hill Ave, Unit 3
225 Chestnut Hill Ave
Boston, MA 02135close
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$5,2004 Bedroom, 1 Bath Condo for RentAvailable Aug 25
225 Chestnut Hill Ave, Unit 1
225 Chestnut Hill Ave
Boston, MA 02135close
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$6,0004 Bedroom, 2 Bath Condo for RentAvailable Sep 1
231 Chestnut Hill Ave, Unit 2
231 Chestnut Hill Ave
Boston, MA 02135close
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$9,6004 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2026
44 Kirkwood Rd, Unit 1
44 Kirkwood 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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$3,4003 Bedroom, 1 Bath Condo for RentAvailable Jan 20
14 Louise Rd, Unit 2
14 Louise Rd
Chestnut Hill, MA 02467close
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$5,6004 Bedroom, 1 Bath Condo for RentAvailable Sep 1
217 Chestnut Hill Ave, Unit 3
217 Chestnut Hill Ave
Boston, MA 02135close
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$4,2003 Bedroom, 1 Bath Condo for RentAvailable Aug 2
258 Chestnut Hill Ave, Unit 13
258 Chestnut Hill Ave
Boston, MA 02135close
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$2,4502 Bedroom, 1 Bath Condo for RentAvailable Now
276 Chestnut Hill Ave, Unit 1
276 Chestnut Hill Ave
Boston, MA 02135close
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$2,7501 Bedroom, 1 Bath Condo for RentAvailable Aug 1
276 Chestnut Hill Ave, Unit 26
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,0503 Bedroom, 1 Bath Condo for RentAvailable Aug 2
276 Chestnut Hill Ave, Unit 9
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,0503 Bedroom, 1 Bath Condo for RentAvailable Aug 2
276 Chestnut Hill Ave, Unit #5
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,1503 Bedroom, 1 Bath Condo for RentAvailable Now
276 Chestnut Hill Ave, Unit 3
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,1503 Bedroom, 1 Bath Condo for RentAvailable Now
276 Chestnut Hill Ave, Unit 3
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,2003 Bedroom, 1 Bath Condo for RentAvailable Aug 25
276 Chestnut Hill Ave, Unit 13
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,2003 Bedroom, 1 Bath Condo for RentAvailable Aug 25
276 Chestnut Hill Ave, Unit 3
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,2003 Bedroom, 1 Bath Condo for RentAvailable Aug 25
276 Chestnut Hill Ave, Unit 13
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,2003 Bedroom, 1 Bath Condo for RentAvailable Aug 25
276 Chestnut Hill Ave, Unit #13
276 Chestnut Hill Ave
Boston, MA 02135close
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$4,7004 Bedroom, 2 Bath Condo for RentAvailable Now
209 Chestnut Hill Ave, Unit 1
209 Chestnut Hill Ave
Boston, MA 02135Chestnut Hill Middlesex, Boston College, MA Local Guide
How much does it cost to rent a home in Chestnut Hill Middlesex?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestnut Hill Middlesex 2 Bedroom Homes for Rent | $3,160 | $2,250 | $8,500 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $4,078 | $2,600 | $8,900 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,322 | $2,900 | $9,600 |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $7,257 | $4,200 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $9,711 | $5,900 | $10,000+ |
| Chestnut Hill Middlesex 7 Bedroom Homes for Rent | $11,200 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 542 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
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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 1030 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $976 to $21,000. There are also 542 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,799 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 $1,799 to $21,000 with an average monthly rent of $6,595.
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 $2,550 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.
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.
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 the past decade.