Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (503 Rentals) Page 2 of 11

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The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.

property at 144 Nonantum St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

144 Nonantum St, Unit 1, Unit 1

144 Nonantum St
BostonMA02135
property at 8 Mt Vernon St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Now

8 Mt Vernon St

BostonMA02135
property at 440 Washington St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

440 Washington St, Unit 3, Unit 3

440 Washington St
BostonMA02135
property at 440 Washington St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

440 Washington St, Unit 3, Unit 3

440 Washington St
BostonMA02135
property at 2001 Commonwealth Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

2001 Commonwealth Ave, Unit 16, Unit 16

2001 Commonwealth Ave
BostonMA02135
property at 24 Wallingford Rd

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

24 Wallingford Rd, Unit 5, Unit 5

24 Wallingford Rd
BostonMA02135
property at 129 Chiswick Rd

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

129 Chiswick Rd

BostonMA02135
property at 135 Chiswick Rd

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

135 Chiswick Rd, Unit 11, Unit 11

135 Chiswick Rd
BostonMA02135
property at 6 Leicester St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 1 Bath Condo for Rent

Available Now

6 Leicester St, Unit 1, Unit 1

6 Leicester St
BostonMA02135
property at 550 Washington St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 1 Bath Condo for Rent

Available Now

550 Washington St, Unit 1, Unit 1

550 Washington St
BostonMA02135
property at 370 Chestnut Hill Ave

$3,150 - $4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150 - $4,200

Total Monthly Price
$3,150 - $4,200

1 To 3 Bedroom Condos for Rent

Available Now

property at 25 South St

$3,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

3 Bedroom, 1 Bath Condo for Rent

Available Now

25 South St, Unit #B2, Unit #B2

25 South St
BostonMA02135
property at 14 Langley Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

14 Langley Rd, Unit 2, Unit 2

14 Langley Rd
BostonMA02135
property at 30 Bentley St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

30 Bentley St, Unit 1, Unit 1

30 Bentley St
BostonMA02135
property at 1933 Commonwealth Ave

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

1 To 2 Bedroom Condos for Rent

Available Now

property at 130 Englewood Ave

$3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

2 Bedroom, 1 Bath Condo for Rent

Available Now

130 Englewood Ave, Unit 4, Unit 4

130 Englewood Ave
BostonMA02135
property at 19 Turner St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Now

19 Turner St, Unit 1, Unit 1

19 Turner St
BostonMA02135
property at 384 Langley Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

384 Langley Rd, Unit 384, Unit 384

384 Langley Rd
NewtonMA02459
property at 148 Strathmore Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Now

148 Strathmore Rd, Unit 1, Unit 1

148 Strathmore Rd
BostonMA02135
property at 541 Washington St

$3,300 - $3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300 - $3,400

Total Monthly Price
$3,300 - $3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

541 Washington St

BostonMA02135
property at 520 Washington St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Now

520 Washington St, Unit 1, Unit 1

520 Washington St
BostonMA02135
property at 145 Chiswick Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Now

145 Chiswick Rd, Unit 8, Unit 8

145 Chiswick Rd
BostonMA02135
property at 133 Chiswick Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

133 Chiswick Rd, Unit B, Unit B

133 Chiswick Rd
BostonMA02135
property at 320 Hammond Pond Pky

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 Hammond Pond Pky

Chestnut HillMA02467
property at 8 Oakland St

$3,300 - $3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300 - $3,500

Total Monthly Price
$3,300 - $3,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

8 Oakland St

BostonMA02135
property at 1868 Commonwealth Ave

$3,354

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,354

Total Monthly Price
$3,354

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1868 Commonwealth Ave, Unit 5Q, Unit 5Q

1868 Commonwealth Ave
BostonMA02135
property at 85 Brayton Rd

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

85 Brayton Rd, Unit 2, Unit 2

85 Brayton Rd
BostonMA02135
property at 54 Tremont St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

54 Tremont St, Unit 3, Unit 3

54 Tremont St
BostonMA02135
property at 16 Dighton St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Condo for Rent

Available Jun 1

16 Dighton St, Unit 1, Unit 1

16 Dighton St
BostonMA02135
property at 54 Tremont St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

54 Tremont St, Unit 3, Unit 3

54 Tremont St
BostonMA02135
property at 320 Hammond Pond Pkwy

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 Hammond Pond Pkwy, Unit 104, Unit 104

320 Hammond Pond Pkwy
NewtonMA02467
property at 20 Greymere Rd

$3,400

Total Monthly Price19 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

20 Greymere Rd, Unit B, Unit B

20 Greymere Rd
BostonMA02135
property at 370 Chestnut Hill Ave

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

370 Chestnut Hill Ave, Unit 34, Unit 34

370 Chestnut Hill Ave
BostonMA02135
property at 99 Chestnut Hill Ave

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

99 Chestnut Hill Ave, Unit 208, Unit 208

99 Chestnut Hill Ave
BostonMA02135
property at 16 Dighton St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Condo for Rent

Available Jun 1

16 Dighton St, Unit B, Unit B

16 Dighton St
BostonMA02135
property at 39 Foster St

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

3 Bedroom, 1 Bath Condo for Rent

Available Now

39 Foster St, Unit 1, Unit 1

39 Foster St
BostonMA02135
property at 7 Lothian Rd

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

3 Bedroom, 1 Bath Condo for Rent

Available Now

7 Lothian Rd, Unit 11, Unit 11

7 Lothian Rd
BostonMA02135
property at 505 Washington St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

505 Washington St, Unit 1, Unit 1

505 Washington St
BostonMA02135
property at 8 Oakland St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

8 Oakland St, Unit 3, Unit 3

8 Oakland St
BostonMA02135
property at 22 Eastburn St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

22 Eastburn St

BostonMA02135
property at 27 South Crescent Circuit

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

27 South Crescent Circuit, Unit A, Unit A

27 South Crescent Circuit
BostonMA02135
property at 71 Foster St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

71 Foster St, Unit 1, Unit 1

71 Foster St
BostonMA02135

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

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

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.

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts  article

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.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.