
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (498 Rentals) Page 3 of 10
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


71 Foster St, Unit 1, Unit 1

7 North Crescent Circuit

152 Lake St, Unit 1, Unit 1

6 South St, Unit uni3 2-bed 1-bath, Unit uni3 2-bed 1-bath

370 Chestnut Hill Ave, Unit 35, Unit 35

7 Lothian Rd, Unit 18, Unit 18

25 Crosby Rd

16 Gerald Rd

99 Union St

27 S Crescent Circuit

27 South Crescent Circuit, Unit A, Unit A

215 Lake Shore Rd, Unit 2, Unit 2

20 Anselm Ter, Unit 1, Unit 1

136 Middlesex Rd, Unit 2, Unit 2

27 Willoughby St

161 Brayton Rd, Unit 1, Unit 1

133 Chiswick Rd, Unit B, Unit B

1999 Commonwealth Ave

64 Tremont St, Unit 1, Unit 1

9 Chiswick Ter, Unit 2, Unit 2

1195 Boylston St, Unit 1195, Unit 1195

5 Glenley Ter

5 Glenley Terrace, Unit 1, Unit 1

2 Chestnut Pl, Unit 1, Unit 1

3 Glenley Ter, Unit 1, Unit 1

51 Algonquin Rd

515 Heath St

40 Glenley Ter

204 Lake Shore Rd, Unit 1, Unit 1

2 Portina Rd

27 Crosby Rd, Unit 3, Unit 3

166 Lake Shore Rd, Unit 1L, Unit 1L

51 Algonquin Rd

153 Lake Shore Rd, Unit 1, Unit 1

43 N Crescent Circuit, Unit 2, Unit 2

41 North Crescent Circuit, Unit 2, Unit 2

48 South Crescent Circuit, Unit 2, Unit 2

145 Englewood Ave, Unit 4, Unit 4

26 Holly Ln, Unit 2, Unit 2

14 Breck Ave, Unit 2, Unit 2

47 Algonquin Rd, Unit 2, Unit 2

1945 Commonwealth Ave, Unit 13C, Unit 13C

137 Chiswick Terrace, Unit 5, Unit 5

409 Washington St, Unit 401, Unit 401

250 Hammond Pond Pky, Unit 1203N, Unit 1203N

9 Oak Square Ave, Unit 2, Unit 2

321 Hammond Pond Pky, Unit 301, Unit 301

1872 Commonwealth Ave, Unit 408, Unit 408

16 Priscilla Rd, Unit 2, Unit 2
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 | $3,186 | $2,400 | $4,695 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $4,003 | $950 | $8,000 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,555 | $1,130 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $5,638 | $980 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $8,143 | $1,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 498 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 471 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $14,300. There are also 575 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 $5,752.
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 $8,997, 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 $1,130 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.