
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (503 Rentals) Page 2 of 11
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


144 Nonantum St, Unit 1, Unit 1

440 Washington St, Unit 3, Unit 3

8 Mt Vernon St

440 Washington St, Unit 3, Unit 3

440 Washington St, Unit 3, Unit 3

2001 Commonwealth Ave, Unit 16, Unit 16

24 Wallingford Rd, Unit 5, Unit 5

129 Chiswick Rd

135 Chiswick Rd, Unit 11, Unit 11

2009 Commonwealth Ave, Unit 20, Unit 20

6 Leicester St, Unit 1, Unit 1

550 Washington St, Unit 1, Unit 1

370 Chestnut Hill Ave

1999 Commonwealth Ave, Unit 4, Unit 4

25 South St, Unit #B2, Unit #B2

14 Langley Rd, Unit 2, Unit 2

30 Bentley St, Unit 1, Unit 1

1933 Commonwealth Ave

130 Englewood Ave, Unit 4, Unit 4

19 Turner St, Unit 1, Unit 1

384 Langley Rd, Unit 384, Unit 384

148 Strathmore Rd, Unit 1, Unit 1

541 Washington St

520 Washington St, Unit 1, Unit 1

145 Chiswick Rd, Unit 8, Unit 8

133 Chiswick Rd, Unit B, Unit B

320 Hammond Pond Pky

133 Chiswick Rd, Unit B, Unit B

8 Oakland St

1868 Commonwealth Ave, Unit 5Q, Unit 5Q

85 Brayton Rd, Unit 2, Unit 2

54 Tremont St, Unit 3, Unit 3

79 Foster St, Unit 79 Foster, Unit 79 Foster

16 Dighton St, Unit 1, Unit 1

54 Tremont St, Unit 3, Unit 3

320 Hammond Pond Pkwy, Unit 104, Unit 104

20 Greymere Rd, Unit B, Unit B

370 Chestnut Hill Ave, Unit 34, Unit 34

99 Chestnut Hill Ave, Unit 208, Unit 208

16 Dighton St, Unit B, Unit B

145 Chiswick Rd, Unit 8, Unit 8

27 Commonwealth Ave, Unit 6, Unit 6

39 Foster St, Unit 1, Unit 1

7 Lothian Rd, Unit 11, Unit 11

505 Washington St, Unit 1, Unit 1

8 Oakland St, Unit 3, Unit 3

22 Eastburn St

27 South Crescent Circuit, Unit A, Unit A

71 Foster St, Unit 1, Unit 1
Chestnut Hill Middlesex, Boston College, MA Local Guide

How much does it cost to rent a home in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex 2 Bedroom Homes for Rent | $3,190 | $2,350 | $4,695 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,994 | $950 | $8,000 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,550 | $1,160 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $5,878 | $1,050 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $8,146 | $1,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 503 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 482 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $14,300. There are also 580 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $950 to $17,500.
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 $950 to $17,500 with an average monthly rent of $5,779.
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 $7,760, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $8,000. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $3,100.
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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.