3 Bedroom Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (144 Rentals) Page 2 of 3

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property at 51 Algonquin Rd

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

51 Algonquin Rd

Chestnut HillMA02467
property at 133 Chiswick Rd

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

133 Chiswick Rd

BostonMA02135
property at 206 Chestnut Hill Ave

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

206 Chestnut Hill Ave, Unit 8

206 Chestnut Hill Ave
BostonMA02135
property at 161 Brayton Rd

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

3 Bedroom, 1 Bath Condo for Rent

Available Now

161 Brayton Rd, Unit 1

161 Brayton Rd
BostonMA02135
property at 133 Chiswick Rd

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

3 Bedroom, 1 Bath Condo for Rent

Available Now

133 Chiswick Rd, Unit B

133 Chiswick Rd
BostonMA02135
property at 27 Willoughby St

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650 - $4,100

Total Monthly Price
$3,650 - $4,100

3 Bedroom Condos for Rent

Available Now

27 Willoughby St

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

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 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

3 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

204 Lake Shore Rd
BostonMA02135
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 Apr 1

2 Portina Rd

BostonMA02135
property at 30 Bentley St

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 3.5 Bath Condo for Rent

Available Sep 1

30 Bentley St

BostonMA02135
property at 3 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

3 Glenley Ter

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 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 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

48 South Crescent Circuit
BostonMA02135
property at 84 Wallingford Rd

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Condo for Rent

Available Now

84 Wallingford Rd, Unit 1

84 Wallingford 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

1997 Commonwealth Ave
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

16 Priscilla Rd
BostonMA02135
property at 1868 Commonwealth Ave

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 2 Bath Condo for Rent

Available Aug 28

1868 Commonwealth Ave, Unit A

1868 Commonwealth Ave
BostonMA02135
property at 60 Lane Park

$4,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

60 Lane Park

BostonMA02135
property at 52 Lane Park

$4,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

52 Lane Park

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

89 Brayton Rd
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

35 Henshaw St
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 Apr 1

2003 Commonwealth Ave, 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

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

35 South St
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

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

1999 Commonwealth Ave
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

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

25 Greycliff Rd
BostonMA02135
property at 81 Chestnut Hill Ave

$4,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,750

Total Monthly Price
$4,750

3 Bedroom, 2 Bath Condo for Rent

Available Now

81 Chestnut Hill Ave, Unit 1

81 Chestnut Hill Ave
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

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

$4,800 - $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 276 Chestnut Hill Ave

$4,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

276 Chestnut Hill Ave, Unit 9

276 Chestnut Hill Ave
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

16 Gerald Rd
BostonMA02135
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 22 Eulita Ter

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

22 Eulita Ter, Unit 22##

22 Eulita Ter
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 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 Sep 1

29 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##

29 Gerald Rd
BostonMA02135
property at 115 Eastbourne Rd

$7,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

3 Bedroom, 3.5 Bath Home for Rent

Available May 1

115 Eastbourne Rd

NewtonMA02459

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

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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.

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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.

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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.