
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (355 Rentals) Page 4 of 8
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


80 Wallingford Rd, Unit 1

73 Undine Rd

195 Lake St, Unit 2

3 Glenley Ter

29 Gerald Rd, Unit 1

1868 Commonwealth Ave, Unit A

1872 Commonwealth Ave, Unit A

258 Chestnut Hill Ave, Unit 9

35 South St, Unit 10

35 Winship St, Unit 2

276 Chestnut Hill Ave, Unit 9

25 Greycliff Rd, Unit 1

1999 Commonwealth Ave, Unit 12

25 Greycliff Rd, Unit 1

209 Chestnut Hill Ave, Unit 1

28 Manet Rd, Unit 2

508 Heath St, Unit 1

132 Chiswick Rd, Unit 2

2016 Commonwealth Ave, Unit 5

27 Eulita Ter, Unit 2

209 Chestnut Hill Ave, Unit 2

16 Priscilla Rd, Unit 2

209 Chestnut Hill Ave

1999 Commonwealth Ave, Unit 12A

2001 Commonwealth Ave, Unit 12

2000 Commonwealth Ave, Unit 5

2005 Commonwealth Ave

2021 Commonwealth Ave, Unit 5

36 Kenrick St, Unit 1

49 Breck Ave

49 Breck Ave

96 Chestnut Hill Ave, Unit 2

16 South St

16 South St, Unit 2

91 Wallingford Rd

120 Kenrick St, Unit 1

148 Strathmore Rd, Unit 2

16 Gerald Rd, Unit 1

16 Gerald Rd, Unit 1

16 Gerald Rd, Unit 1

16 Foster St

110 Kenrick St

47 Algonquin Rd, Unit 1

95 Undine Rd, Unit 95

93 Undine Rd, Unit 93

6 Lothian Rd, Unit 2

6 Lothian Rd

95 Undine Rd, Unit 93

64 Langley Rd
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 | $3,144 | $2,045 | $4,850 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,877 | $2,500 | $7,000 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,519 | $860 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $6,488 | $730 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $7,347 | $800 | $10,000+ |
| Chestnut Hill Middlesex 7 Bedroom Homes for Rent | $11,600 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 355 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 466 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $17,000. There are also 420 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $730 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 $730 to $17,500 with an average monthly rent of $6,426.
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 $6,340, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,000. Four Bedroom Single-Family rentals are also available starting from $860 and Four Bedroom Apartments start at $3,200.
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

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!