
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (457 Rentals) Page 2 of 10
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


2009 Commonwealth Ave, Unit 20

15 South St, Unit 6

2 Priscilla Rd, Unit 1

27 Commonwealth Ave, Unit 6

148 Strathmore Rd, Unit 21

2003 Commonwealth Ave, Unit 20

130 Englewood Ave, Unit 4

8 Oakland St

541 Washington St

145 Chiswick Rd, Unit 8

20 Hammond Pond Pky, Unit 206

1933 Commonwealth Ave, Unit 47

231 Chestnut Hill Ave

91 Wallingford Rd, Unit 3

7 Winship St, Unit 2

66 Foster St, Unit 1

320 Hammond Pond Pkwy, Unit 104

29 Mt Vernon St, Unit 2A

20 Greymere Rd, Unit B

54 Tremont St, Unit 3

370 Chestnut Hill Ave, Unit 34

85 Brayton Rd, Unit 2

7 Lothian Rd, Unit 3

505 Washington St, Unit 1

25 Crosby Rd

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

35 Commonwealth Ave, Unit U201-1-bed

22 Eastburn St

7 Trapelo St

68 Foster St, Unit 1

145 Chiswick Rd, Unit 8

8 Louise Rd, Unit 2

135 Chiswick Rd, Unit 4

14 Louise Rd, Unit 1

215 Lake Shore Rd, Unit 2

20 Anselm Ter, Unit 1

136 Middlesex Rd, Unit 2

27 Willoughby St

206 Chestnut Hill Ave, Unit 8

161 Brayton Rd, Unit 1

5 Glenley Terrace, Unit 1

71-73 Chestnut Hill Ave, Unit 2

51 Algonquin Rd

195 Lake St

96 Chestnut Hill Ave, Unit 73

27 Bostonia Ave

210 Chestnut Hill Ave, Unit 6

135 Chiswick Rd, Unit 3

30 Lake Shore Ct, 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 | $3,162 | $2,045 | $4,675 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,758 | $1,700 | $8,000 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,062 | $2,900 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $5,286 | $1,125 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $7,419 | $1,100 | $10,000+ |
| Chestnut Hill Middlesex 7 Bedroom Homes for Rent | $7,000 | $7,000 | $7,000 |
Browse Homes for Rent in this Neighborhood
There are currently 457 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
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Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 408 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $960 to $17,000. There are also 574 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,100 to $16,800.
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 $1,100 to $16,800 with an average monthly rent of $5,647.
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 $1,350 to $8,370, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $8,000. Four Bedroom Single-Family rentals are also available starting from $2,900 and Four Bedroom Apartments start at $1,050.
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

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.