
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (503 Rentals) Page 5 of 11
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


16 Foster St

16 Gerald Rd

47 Algonquin Rd

6 Lothian Rd

32 Gerald Rd, Unit ##1-1, Unit ##1-1

24 Tremont St

95 Undine Rd, Unit 95, Unit 95

93 Undine Rd, Unit 93, Unit 93

95 Undine Rd

16 Malbert Rd, Unit 6-bed 2-bath, Unit 6-bed 2-bath

64 Langley Rd, Unit 64, Unit 64

289 Foster St, Unit 1, Unit 1

199 Boylston St

199 Boylston St, Unit 1, Unit 1

153 Foster St, Unit 1, Unit 1

64 Langley Rd

1 Glenley Terrace

66 Kirkwood Rd

16 Gerald Rd

288 Foster St

64 Greycliff Rd

28 Manet Rd, Unit 1, Unit 1

16 Foster St

249 Chestnut Hill Ave, Unit 24, Unit 24

229 Chestnut Hill Ave, Unit 1, Unit 1

29 Gerald Rd

9 Radnor Rd, Unit 1, Unit 1

16 Foster St

25 Wade St

120 Lake St

29 Gerald Rd, Unit 2##, Unit 2##

142 Jackson St

64 Langley Rd, Unit 1, Unit 1

68 Manet Rd, Unit 1, Unit 1

1 Glenley Terrace, Unit 1, Unit 1

14 Glenmont Rd, Unit 2, Unit 2

14 Glenmont Rd, Unit 2, Unit 2

14 Glenmont Rd

289 Foster St

10 Portina Rd, Unit 1, Unit 1

153 Foster St, Unit 1, Unit 1

235 Chestnut Hill Ave, Unit 1, Unit 1

2021 Commonwealth Ave, Unit 2, Unit 2

235 Chestnut Hill Ave, Unit 1, Unit 1

25 Kirkwood Rd, Unit 1##, Unit 1##

159 Foster St, Unit 1, Unit 1

116 Lake St

260 Foster St, Unit 2, Unit 2

52 Lane Park, 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.