3 Bedroom Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (159 Rentals) Page 2 of 4

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property at 9 Chiswick Ter

$3,660

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,660

Total Monthly Price
$3,660

3 Bedroom, 1 Bath Condo for Rent

Available Now

9 Chiswick Ter, Unit 2, Unit 2

9 Chiswick Ter
BostonMA02135
property at 5 Glenley Terrace

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

5 Glenley Terrace, Unit 1, Unit 1

5 Glenley Terrace
BostonMA02135
property at 5 Glenley Ter

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

5 Glenley Ter

BostonMA02135
property at 1195 Boylston St

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 1.5 Bath Condo for Rent

Available Jun 1

1195 Boylston St, Unit 1195, Unit 1195

1195 Boylston St
Chestnut HillMA02467
property at 51 Algonquin Rd

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

51 Algonquin Rd

Chestnut HillMA02467
property at 3 Glenley Ter

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 3 Bath Condo for Rent

Available Now

3 Glenley Ter, Unit 1, Unit 1

3 Glenley Ter
BostonMA02135
property at 515 Heath St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 1 Bath Home for Rent

Available Now

515 Heath St

BrooklineMA02467
property at 2 Portina Rd

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 1 Bath Townhome for Rent

Available Now

2 Portina Rd

BostonMA02135
property at 40 Glenley Ter

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 3 Bath Condo for Rent

Available Sep 1

40 Glenley Ter

BostonMA02135
property at 204 Lake Shore Rd

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 2 Bath Condo for Rent

Available Now

204 Lake Shore Rd, Unit 1, Unit 1

204 Lake Shore Rd
BostonMA02135
property at 41 North Crescent Circuit

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

41 North Crescent Circuit, Unit 2, Unit 2

41 North Crescent Circuit
BostonMA02135
property at 153 Lake Shore Rd

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 2 Bath Condo for Rent

Available Aug 1

153 Lake Shore Rd, Unit 1, Unit 1

153 Lake Shore Rd
BostonMA02135
property at 43 N Crescent Circuit

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

43 N Crescent Circuit, Unit 2, Unit 2

43 N Crescent Circuit
BostonMA02135
property at 51 Algonquin Rd

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

51 Algonquin Rd

Chestnut HillMA02467
property at 166 Lake Shore Rd

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 2 Bath Condo for Rent

Available Aug 1

166 Lake Shore Rd, Unit 1L, Unit 1L

166 Lake Shore Rd
BostonMA02135
property at 48 South Crescent Circuit

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

48 South Crescent Circuit, Unit 2, Unit 2

48 South Crescent Circuit
BostonMA02135
property at 370 Chestnut Hill Ave

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150 - $4,200

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

3 Bedroom Condos for Rent

Available Now

property at 16 Priscilla Rd

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 1 Bath Condo for Rent

Available Now

16 Priscilla Rd, Unit 2, Unit 2

16 Priscilla Rd
BostonMA02135
property at 1997 Commonwealth Ave

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 1 Bath Condo for Rent

Available Now

1997 Commonwealth Ave, Unit 7, Unit 7

1997 Commonwealth Ave
BostonMA02135
property at 35 Henshaw St

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

3 Bedroom, 4 Bath Condo for Rent

Available Now

35 Henshaw St, Unit 1ZB, Unit 1ZB

35 Henshaw St
BostonMA02135
property at 89 Brayton Rd

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

89 Brayton Rd, Unit 2, Unit 2

89 Brayton Rd
BostonMA02135
property at 29 Gerald Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

29 Gerald Rd

BostonMA02135
property at 2003 Commonwealth Ave

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

2003 Commonwealth Ave, Unit A, Unit A

2003 Commonwealth Ave
BostonMA02135
property at 4 North Crescent Circuit

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

4 North Crescent Circuit, Unit 1, Unit 1

4 North Crescent Circuit
BostonMA02135
property at 35 South St

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

3 Bedroom, 1 Bath Condo for Rent

Available Now

35 South St, Unit 10, Unit 10

35 South St
BostonMA02135
property at 1999 Commonwealth Ave

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1999 Commonwealth Ave, Unit 2, Unit 2

1999 Commonwealth Ave
BostonMA02135
property at 25 Greycliff Rd

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 1 Bath Condo for Rent

Available Now

25 Greycliff Rd, Unit 1, Unit 1

25 Greycliff Rd
BostonMA02135
property at 1999 Commonwealth Ave

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1999 Commonwealth Ave, Unit 12, Unit 12

1999 Commonwealth Ave
BostonMA02135
property at 25 Greycliff Rd

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

25 Greycliff Rd, Unit 1, Unit 1

25 Greycliff Rd
BostonMA02135
property at 508 Heath St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Condo for Rent

Available Now

508 Heath St, Unit 1, Unit 1

508 Heath St
BrooklineMA02467
property at 39 South St

$4,300 - $4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750 - $4,800

Total Monthly Price
$2,750 - $4,800

3 Bedroom Condos for Rent

Available Aug 15

39 South St

BostonMA02135
property at 37 Radnor Rd

$4,800 - $4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,840 - $4,850

Total Monthly Price
$2,840 - $4,850

3 Bedroom Condos for Rent

Available Jun 1

37 Radnor Rd

BostonMA02135
property at 1999 Commonwealth Ave

$4,650 - $4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650 - $4,900

Total Monthly Price
$3,650 - $4,900

3 Bedroom Condos for Rent

Available Jun 1

property at 25 Moody St

$4,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

3 Bedroom, 1.5 Bath Home for Rent

Available Now

25 Moody St

Chestnut HillMA02467
property at 16 Gerald Rd

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600 - $11,200

Total Monthly Price
$5,600 - $11,200

3 Bedroom Condos for Rent

Available Aug 31

16 Gerald Rd

BostonMA02135
property at 16 Gerald Rd

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

3 Bedroom, 1 Bath Condo for Rent

Available Aug 31

16 Gerald Rd, Unit 1, Unit 1

16 Gerald Rd
BostonMA02135
property at 32 Gerald Rd

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

3 Bedroom, 1 Bath Condo for Rent

Available Now

32 Gerald Rd, Unit ##1-1, Unit ##1-1

32 Gerald Rd
BostonMA02135
property at 16 Gerald Rd

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200 - $13,500

Total Monthly Price
$6,200 - $13,500

3 Bedroom Condos for Rent

Available Sep 1, 2027

16 Gerald Rd

BostonMA02135
property at 29 Gerald Rd

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

29 Gerald Rd

BostonMA02135
property at 16 Gerald Rd

$5,600 - $6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600 - $6,500

Total Monthly Price
$5,600 - $6,500

3 Bedroom, 1 Bath Condo for Rent

Available Aug 31

16 Gerald Rd

BostonMA02135
property at 29 Gerald Rd

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

3 Bedroom, 1 Bath Condo for Rent

Available Dec 1

29 Gerald Rd, Unit 2##, Unit 2##

29 Gerald Rd
BostonMA02135
property at 142 Jackson St

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

3 Bedroom, 1.5 Bath Home for Rent

Available Jul 1

142 Jackson St

NewtonMA02459

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

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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.

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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.

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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.