Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (496 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 111 Kenrick 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 Rentals

Available Sep 1

111 Kenrick St, Unit 1

111 Kenrick St
BostonMA02135
property at 27 S Crescent Circuit

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

3 Bedroom, 2 Bath Rentals

Available Now

27 S Crescent Circuit, Unit A

27 S Crescent Circuit
BostonMA02135
property at 191 Kenrick St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Rentals

Available Sep 1

191 Kenrick St

BostonMA02135
property at 14 Caltha Rd

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Rentals

Available Now

14 Caltha Rd, Unit 1

14 Caltha Rd
BostonMA02135
property at 1868 Commonwealth Ave

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Rentals

Available Sep 1

1868 Commonwealth Ave, Unit 5

1868 Commonwealth Ave
BostonMA02135
property at 185 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 Now

property at 24 Lyne Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

24 Lyne Rd

BostonMA02135
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 545 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

545 Washington St

BostonMA02135
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 Jun 1

property at 137 Englewood Ave

$2,600 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 To 2 Bedroom Rentals

Available Now

137 Englewood Ave

BostonMA02135
property at 1806 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 Sep 1

property at 1933 Commonwealth Ave

$2,675 - $3,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

1 To 2 Bedroom Rentals

Available Now

property at 2018 Commonwealth Ave

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Home for Rent

Available Jun 1

property at 20 Hammond Pond Pkwy

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 2 Braemore Rd

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Townhome for Rent

Available Now

2 Braemore Rd

BostonMA02135
property at 140 Kenrick St

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

140 Kenrick St

BostonMA02135
property at 23 Hammond Pond Pkwy

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 2035 Commonwealth Ave

$2,395 - $3,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 To 3 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 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 129 Chiswick Rd

$3,050 - $3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 To 3 Bedroom Rentals

Available Now

129 Chiswick Rd

BostonMA02135
property at 41 South St

$3,080

Total Monthly Price

Total Monthly Price

Base Rent
$3,080

Total Monthly Price
$3,080

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

41 South St

BrightonMA02135
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 144 Nonantum 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 Sep 1

144 Nonantum St

BostonMA02135
property at 549 Washington St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 1 Bath Condo for Rent

Available Jul 1

549 Washington St

BostonMA02135
property at 1999 Commonwealth Ave

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

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 36 Turner St

$3,450

Total Monthly Price

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

3 Bedroom, 1 Bath Condo for Rent

Available Now

36 Turner St

BostonMA02135
property at 111 Kenrick St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

111 Kenrick St

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 161 Lake Shore Rd

$3,775

Total Monthly Price

Total Monthly Price

Base Rent
$3,775

Total Monthly Price
$3,775

3 Bedroom, 2 Bath Condo for Rent

Available Now

161 Lake Shore 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 570 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

570 Washington St

BostonMA02135
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

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 571 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

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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.

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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.