Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (480 Rentals) Page 9 of 10

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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 213 Chestnut Hill Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 185 Chestnut Hill Ave

$2,500 - $3,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 To 2 Bedroom Rentals

Available Now

property at 17 Hammond Pond Pkwy

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 1872 Commonwealth Ave

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 125 Lake Shore Rd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

125 Lake Shore Rd

BostonMA02135
property at 189 Chestnut Hill Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

property at 290 Chestnut Hill Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 54 Lothian Rd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

54 Lothian Rd

BostonMA02135
property at 549 Washington St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Jun 1

549 Washington St

BostonMA02135
property at 1986 Commonwealth Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 461 Washington St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

461 Washington St

BostonMA02135
property at 320 Hammond Pond Pkwy

$2,800 - $3,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

1 To 2 Bedroom Rentals

Available Now

320 Hammond Pond Pkwy

BrooklineMA02467
property at 24A Winship St

$2,895

Total Monthly Price

Total Monthly Price

Base Rent
$2,895

Total Monthly Price
$2,895

2 Bedroom, 1 Bath Home for Rent

Available Now

24A Winship St

BostonMA02135
property at 31 Hammond Pond Pky

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Home for Rent

Available Apr 15

31 Hammond Pond Pky

NewtonMA02467
property at 2035 Commonwealth Ave

$2,900 - $3,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom Rentals

Available Now

property at 250 Hammond Pond Pkwy

$2,900 - $3,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 To 2 Bedroom Rentals

Available Now

property at 547 Washington St

$2,925

Total Monthly Price

Total Monthly Price

Base Rent
$2,925

Total Monthly Price
$2,925

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

547 Washington St

BostonMA02135
property at 13 Winship St

$2,925

Total Monthly Price

Total Monthly Price

Base Rent
$2,925

Total Monthly Price
$2,925

3 Bedroom, 1 Bath Home for Rent

Available Now

13 Winship St

BostonMA02135
property at 169 Lake Shore Rd

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Now

169 Lake Shore Rd

BostonMA02135
property at 383 Langley Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

383 Langley Rd

NewtonMA02459
property at 1880 Commonwealth Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Townhome for Rent

Unavailable

property at 136 Boylston St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

136 Boylston St

NewtonMA02467
property at 129 Chiswick Rd

$3,050

Total Monthly Price

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom Rentals

Available Now

129 Chiswick Rd

BostonMA02135
property at 1935 Commonwealth Ave

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

property at 379 Chestnut Hill Ave

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 130 Boylston St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

130 Boylston St

NewtonMA02467
property at 2012 Commonwealth Ave

$2,900 - $3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom Rentals

Available Now

property at 405 Langley Rd

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

405 Langley Rd

NewtonMA02459
property at 16 Dighton St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Home for Rent

Available Jun 1

16 Dighton St

BostonMA02135
property at 48 South St

$3,425

Total Monthly Price

Total Monthly Price

Base Rent
$3,425

Total Monthly Price
$3,425

3 Bedroom, 1.5 Bath Home for Rent

Available Sep 1

48 South St

BostonMA02135
property at 1992 Commonwealth Ave

$3,450

Total Monthly Price

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 27 S Crescent Circuit

$3,450

Total Monthly Price

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

3 Bedroom, 2 Bath Home for Rent

Available Now

property at 55 Elgin St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

55 Elgin St

NewtonMA02459
property at 39 South St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

39 South St

BostonMA02135
property at 1999 Commonwealth Ave

$2,400 - $4,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

1 To 3 Bedroom Rentals

Available Now

property at 20 Hammond Pond Pkwy

$3,000 - $3,650

Total Monthly Price

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

2 Bedroom Rentals

Available Now

property at 8 Glenley Terrace

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Home for Rent

Available Now

8 Glenley Terrace

BostonMA02135
property at 4 Glenley Terrace

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

4 Glenley Terrace

BostonMA02135
property at 3 Portina Rd

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

4 Bedroom, 1 Bath Townhome for Rent

Available Now

3 Portina Rd

BostonMA02135
property at 574 Washington St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 1 Bath Condo for Rent

Available Now

574 Washington St

BostonMA02135
property at 71-73 Chestnut Hill Ave

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom Rentals

Available Now

property at 22 N Crescent Circuit

$3,850

Total Monthly Price

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 46 Brackett St

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 1 Bath Condo for Rent

Available Now

46 Brackett St

BrightonMA02134
property at 30 Bentley St

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 3.5 Bath Home for Rent

Available Now

30 Bentley St

BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 533 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $14,300. There are also 555 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $775 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 $775 to $17,500 with an average monthly rent of $7,055.

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 $9,323, 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 $980 and Four Bedroom Apartments start at $3,000.

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 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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.