
Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (415 Rentals) Page 5 of 9


286 Chestnut Hill Ave, Unit 2

1789 Commonwealth Ave, Unit 1

15 Moody St

286 Chestnut Hill Ave, Unit 16

18 Foster St

8 Hammondswood Rd

1191 Boylston St, Unit 6

3 Lothian Rd, Unit 21

Total Monthly Price
160 Boylston St, Unit SI FL3-ID6387A

Total Monthly Price
1945 MA-30, Unit SI FL1-ID1586663P

Total Monthly Price
185 Chestnut Hill Ave, Unit SI FL1-ID1586661P

Total Monthly Price
160 Boylston St, Unit SI FL3-ID4144A

10 Lothian Rd, Unit 16

2045 Commonwealth Ave, Unit 3

1820 Commonwealth Ave, Unit 19

70 Larch St, Unit 1

365 Washington St, Unit 204A

365 Washington St, Unit 402A

9 R Winship St, Unit A

173 Warren St

199 Strathmore Rd, Unit 2

199 Strathmore Rd, Unit 9

175 Warren St

171 Foster St, Unit 171B

125 Chiswick Rd, Unit 303

125 Chiswick Rd, Unit 109

125 Chiswick Rd, Unit 112

437 Washington St, Unit 1

437 Washington St, Unit 2

15 Leicester St, Unit H

235 Chestnut Hill Ave, Unit 1

11 Embassy Rd, Unit 6C

125 Chiswick Rd, Unit 508

125 Chiswick Rd, Unit 414

Total Monthly Price
160 Boylston St, Unit SI FL2-ID3731A

286 Chestnut Hill Ave, Unit #5

124 Kenrick St, Unit 5

124 Kenrick St, Unit 6

1820 Commonwealth Ave, Unit 20

1820 Commonwealth Ave, Unit 23

62 Algonquin Rd, Unit 2

2018 Commonwealth Ave, Unit 23

106 Strathmore Rd, Unit 3

Total Monthly Price
109 Strathmore Rd, Unit SI ID1564668P

288 Chestnut Hill Ave, Unit #14

71 Foster St, Unit 2

425 Market St, Unit 202

235 Commonwealth Ave

Total Monthly Price
109 Strathmore Rd, Unit SI ID1564691P
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 415 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 415 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.