
Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (412 Rentals) Page 4 of 9


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91 Wallingford Rd, Unit 2

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25 Undine Rd, Unit 25 a

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37 N Crescent Circuit, Unit 1

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58 Tremont St

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96 Academy Hill Rd, Unit 2

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7 Winship St, Unit 1

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214 Lake Shore Rd

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210 Chestnut Hill Ave

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165 Chiswick Rd, Unit B

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80 Brayton Rd

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80 Langley Rd

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461 Washington St

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165 Lake Shore Rd

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84 Brayton Rd, Unit 2

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109 Langley Rd, Unit 0

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574 Washington St, Unit 3

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9 Montfern Ave, Unit 0

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10 Chestnut Hill Ave, Unit 3

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140 Lake Shore Rd, Unit 1

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2 Lothian Rd

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165 Chestnut Hill Ave, Unit 9

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31 Willoughby St

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53 Chestnut Hill Ave, Unit 2

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14 Eulita Ter, Unit 1

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15 Oakland St, Unit 2

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2018 Commonwealth Ave, Unit 1

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566 Washington St, Unit 14

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37 Foster St, Unit 3

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148 Beacon St, Unit 1

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2018 Commonwealth Avenue

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1800 Commonwealth Ave

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2018 Commonwealth Avenue, Unit 23

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2 O'Neil Pl, Unit 1

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328 Washington St, Unit 2c

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31 Willoughby St, Unit 1

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31 N Crescent Circuit, Unit 1z

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26 Lake Shore Ter, Unit 2

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141 Englewood Ave, Unit 2

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32 Sidlaw Rd, Unit 3

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58 Tremont St

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541 Washington St, Unit Top Floor Apartment

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3 Winship Pl, Unit 1

62 Algonquin Rd, Unit 1

8 Malbert Rd, Unit 2

5 Lothian Rd, Unit 41

5 Lothian Rd, Unit 43

5 Lothian Rd, Unit 33

286 Chestnut Hill Ave, Unit 2

1789 Commonwealth Ave, Unit 1
Chestnut Hill Middlesex, Boston College, MA Local Guide
How much does it cost to rent an apartment in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex Studio Apartments | $2,343 | $1,800 | $4,230 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,635 | $960 | $7,399 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,386 | $1,350 | $5,434 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,785 | $1,350 | $7,999 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $4,755 | $2,400 | $7,000 |
Browse Apartments in this Neighborhood
There are currently 412 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
See all Apartments in Chestnut HillExplore Chestnut Hill
Frequently Asked Questions about Chestnut Hill Middlesex
What is the current pricing and availability for apartments for rent in the Chestnut Hill Middlesex area of Chestnut Hill, MA?
As of today, July 29, 2026, there are currently 412 available Chestnut Hill Middlesex apartments priced from $960 to $14,300, with an average monthly rent of $3,402.
How much are Studio apartments in Chestnut Hill Middlesex?
There are currently 53 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,800 to $4,230 with an average price of $2,343.
What is the current price range for One Bedroom Chestnut Hill Middlesex Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill Middlesex ranges from $960 to $7,399 with an average monthly rent of $2,635.
What does renting a Two Bedroom Apartment in Chestnut Hill Middlesex cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill Middlesex range from $1,350 to $5,434. Today's average rental price for Two Bedrooms here is $3,386.
How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?
There are currently 104 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $7,999 - averaging $3,785 for the location.
Expert Rental Resources
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.
Articles, How-To's, and Tips

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.