
Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (324 Rentals) Page 2 of 7


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39 Larch St, Unit 39

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8 Eulita Ter, Unit 3

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2 Priscilla Rd, Unit 1

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21 Wiltshire Rd, Unit Wiltshire2ndfloor

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108 Manet Rd, Unit 108

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16 Gerald Rd, Unit 1

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2009 Commonwealth Ave, Unit 32

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209-211 Langley Rd, Unit 209

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260 Chestnut Hill Ave

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129 Chiswick Rd, Unit 212

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27 Leicester St, Unit #1

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16 Gerald Rd, Unit 1

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262 Chestnut Hill Ave, Unit 17

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44 Kirkwood Rd, Unit 1

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21 Boylston St, Unit #1,

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229 Chestnut Hill Ave, Unit 1

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193 Strathmore Rd, Unit 10

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7 Portina Rd, Unit 01

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171 Foster St, Unit B

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2018 Commonwealth Ave

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1848 Commonwealth Avenue, Unit 57

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65 Strathmore Rd

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258 Chestnut Hill Ave, Unit 4

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258 Chestnut Hill Ave, Unit 1

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558 Washington St, Unit 2

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9 Montfern Ave, Unit 9A

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467 Washington St, Unit 467

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39 Commonwealth Avenue, Unit 12

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2025 Commonwealth Ave, Unit 7

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435 Market St, Unit 301

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198 Strathmore Rd, Unit 3

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164 Strathmore Rd, Unit 25

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7 Lothian Rd, Unit 3

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225 Chestnut Hill Ave, Unit 1

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19 Turner St, Unit 2

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16 Gerald Rd, Unit 1

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209 Chestnut Hill Ave, Unit 1

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19 Chestnut Hill Ave, Unit 1

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16 South St, Unit 12

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124 Kenrick St, Unit 5

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10 Eulita Ter, Unit 2

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94 Undine Rd, Unit 100

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23 Willoughby St, Unit 2

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58 Tremont St

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22 Lyne Rd, Unit 1

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288 Foster St, Unit #2

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1860 Commonwealth Avenue, Unit 1x

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3 Glenley Terrace, Unit 1x

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99 Chestnut Hill Ave, Unit 313
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 | $2,410 | $1,800 | $4,320 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,576 | $1,800 | $4,841 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,531 | $2,350 | $6,120 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,946 | $1,000 | $7,790 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,076 | $1,350 | $9,900 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $5,953 | $4,100 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 324 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, September 12, 2026, there are currently 324 available Chestnut Hill Middlesex apartments priced from $1,000 to $13,500, with an average monthly rent of $3,865.
How much are Studio apartments in Chestnut Hill Middlesex?
There are currently 46 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,800 to $4,320 with an average price of $2,410.
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 $1,800 to $4,841 with an average monthly rent of $2,576.
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 $2,350 to $6,120. Today's average rental price for Two Bedrooms here is $3,531.
How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?
There are currently 75 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $7,790 - averaging $3,946 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

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.