Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (474 Rentals) Page 2 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 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

440 Washington St
BostonMA02135
property at 185 Chestnut Hill 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 Apr 1

185 Chestnut Hill Ave, Unit 6

185 Chestnut Hill Ave
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

2001 Commonwealth Ave
BostonMA02135
property at 21 Chestnut Hill 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

21 Chestnut Hill Ave, Unit 1

21 Chestnut Hill Ave
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

135 Chiswick Rd
BostonMA02135
property at 2009 Commonwealth Ave

$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

2009 Commonwealth Ave, Unit 20

2009 Commonwealth Ave
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

550 Washington St
BostonMA02135
property at 370 Chestnut Hill Ave

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

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

6 Leicester St
BostonMA02135
property at 1933 Commonwealth Ave

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

1933 Commonwealth Ave, Unit 610

1933 Commonwealth Ave
BostonMA02135
property at 2001 Commonwealth Ave

$3,132

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,132

Total Monthly Price
$3,132

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

2001 Commonwealth Ave, Unit 5

2001 Commonwealth Ave
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 1880 Commonwealth Ave

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1880 Commonwealth Ave, Unit 5

1880 Commonwealth Ave
BostonMA02135
property at 1868 Commonwealth Ave

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

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

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 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

14 Langley Rd
BostonMA02135
property at 65 Strathmore 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 Jul 1

65 Strathmore Rd, Unit 27

65 Strathmore Rd
BostonMA02135
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

130 Englewood Ave
BostonMA02135
property at 1933 Commonwealth Ave

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

1933 Commonwealth Ave, Unit 47

1933 Commonwealth Ave
BostonMA02135
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 505 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 Sep 1

505 Washington St, Unit 2

505 Washington St
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 Now

133 Chiswick Rd, 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 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

145 Chiswick Rd
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

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 Apr 1

148 Strathmore Rd, Unit 1

148 Strathmore Rd
BostonMA02135
property at 96 Chestnut Hill Ave

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1.5 Bath Condo for Rent

Available May 1

96 Chestnut Hill Ave, Unit 3

96 Chestnut Hill Ave
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 16 Chestnut Hill Ave

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1.5 Bath Condo for Rent

Available May 1

16 Chestnut Hill Ave, Unit 3

16 Chestnut Hill Ave
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

520 Washington St
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

133 Chiswick Rd
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

19 Turner St
BostonMA02135
property at 1997 Commonwealth Ave

$3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1997 Commonwealth Ave, Unit 20

1997 Commonwealth Ave
BostonMA02135
property at 91 Wallingford Rd

$3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

3 Bedroom, 1 Bath Condo for Rent

Available Now

91 Wallingford Rd, Unit 3

91 Wallingford Rd
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

1868 Commonwealth Ave
BostonMA02135
property at 1959 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

1959 Commonwealth Ave, Unit 5

1959 Commonwealth Ave
BostonMA02135
property at 79 Foster 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

79 Foster St, Unit 79 Foster

79 Foster 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

54 Tremont St
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

85 Brayton Rd
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

320 Hammond Pond Pkwy
NewtonMA02467
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

54 Tremont St
BostonMA02135
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

20 Greymere Rd
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

16 Dighton St
BostonMA02135
property at 27 South 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 Townhome for Rent

Available Sep 1

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

7 Lothian Rd
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

39 Foster 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

27 South Crescent Circuit
BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 528 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $14,300. There are also 551 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 $6,534.

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 $9,111, 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.