Condos for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (422 Rentals) Page 9 of 9

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property at 3 A Glenley Terrace

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 3 Bath Condo for Rent

Available Sep 1

3 A Glenley Terrace

BostonMA01718
property at 5 Glenley Terrace

$3,700 - $4,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 To 4 Bedroom Rentals

Available Sep 1

5 Glenley Terrace

BostonMA02135
property at 145 Englewood Ave

$3,945

Total Monthly Price

Total Monthly Price

Base Rent
$3,945

Total Monthly Price
$3,945

3 Bedroom, 1 Bath Condo for Rent

Available Now

145 Englewood Ave

BostonMA02135
property at 134 Englewood Ave

$3,945

Total Monthly Price

Total Monthly Price

Base Rent
$3,945

Total Monthly Price
$3,945

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

134 Englewood Ave

BostonMA02135
property at 41 N Crescent Circuit

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom Rentals

Available Sep 1

property at 210 Chestnut Hill Ave

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

property at 148 Strathmore Rd

$4,300

Total Monthly Price

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

148 Strathmore Rd

BostonMA02135
property at 35 South St

$4,450

Total Monthly Price

Total Monthly Price

Base Rent
$4,450

Total Monthly Price
$4,450

3 Bedroom, 1 Bath Condo for Rent

Available Now

35 South St

BostonMA02135
property at 368 Chestnut Hill Ave

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 1 Bath Condo for Rent

Available Aug 1

property at 2 Glenley Terrace

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

2 Glenley Terrace

BostonMA02135
property at 91 Academy Hill Rd

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

91 Academy Hill Rd

BostonMA02135
property at 8 Lothian Rd

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

8 Lothian Rd

BostonMA02135
property at 124 Kenrick St

$5,400

Total Monthly Price

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

124 Kenrick St

BostonMA02135
property at 127 Nonantum St

$5,700 - $5,900

Total Monthly Price

Total Monthly Price

Base Rent
$5,700

Total Monthly Price
$5,700

4 To 5 Bedroom Rentals

Available Now

127 Nonantum St

BostonMA02135
property at 39 Winship St

$6,600

Total Monthly Price

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

39 Winship St

BostonMA02135
property at 52 Greycliff Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31

52 Greycliff Rd

BostonMA02135
property at 40 Greycliff Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 2.5 Bath Condo for Rent

Available Aug 31, 2027

40 Greycliff Rd

BostonMA02135
property at 16 Gerald Rd

$13,500

Total Monthly Price

Total Monthly Price

Base Rent
$13,500

Total Monthly Price
$13,500

6 Bedroom, 2.5 Bath Condo for Rent

Available Now

16 Gerald Rd

BostonMA02135
property at 1789 Commonwealth Ave

$13,600

Total Monthly Price

Total Monthly Price

Base Rent
$13,600

Total Monthly Price
$13,600

8 Bedroom, 9 Bath Condo for Rent

Available Now

property at 110 Strathmore Rd

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

110 Strathmore Rd, Unit 401, Unit 401

110 Strathmore Rd
BostonMA02135
property at 72 S Crescent Circuit

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1 Bath Condo for Rent

Available Now

Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 493 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $17,000. There are also 603 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $800 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 $800 to $17,500 with an average monthly rent of $6,124.

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 $8,997, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $8,000. Four Bedroom Single-Family rentals are also available starting from $1,030 and Four Bedroom Apartments start at $3,200.

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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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.

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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.