Luxury Condos for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (231 Rentals) Page 5 of 5

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The most luxurious Condos in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.

property at 19 Lyne Rd

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

19 Lyne Rd

BostonMA02135
property at 5 Glenley Terrace

$3,900 - $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 104 Lake Shore Rd

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

104 Lake Shore Rd

BostonMA02135
property at 199 Lake St

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

199 Lake St

BostonMA02135
property at 91 Academy Hill Rd

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

91 Academy Hill Rd

BostonMA02135
property at 2017 Commonwealth Ave

$4,250 - $4,295

Total Monthly Price

Total Monthly Price

Base Rent
$4,295

Total Monthly Price
$4,295

2 Bedroom Rentals

Available Aug 31

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 250 Hammond St

$4,300

Total Monthly Price

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

2 Bedroom, 2 Bath Condo for Rent

Available Aug 1

250 Hammond St

NewtonMA02467
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 1 Glenley Terrace

$4,900

Total Monthly Price

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

6 Bedroom Rentals

Available Sep 1

1 Glenley Terrace

BostonMA02135
property at 134 Middlesex Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

134 Middlesex Rd

BrooklineMA02467
property at 6 Lothian Rd

$5,050 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,050

Total Monthly Price
$5,050

4 To 5 Bedroom Rentals

Available Sep 1

6 Lothian Rd

BostonMA02135
property at 117 Nonantum St

$5,100

Total Monthly Price

Total Monthly Price

Base Rent
$5,100

Total Monthly Price
$5,100

5 Bedroom, 4 Bath Condo for Rent

Available Aug 1

117 Nonantum St

BostonMA02135
property at 120 Kenrick St

$5,000 - $5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,175

Total Monthly Price
$5,175

4 Bedroom Rentals

Available Now

120 Kenrick St

BostonMA02135
property at 147 Kenrick St

$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

147 Kenrick St

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 127 Nonantum St

$5,100 - $5,565

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 To 5 Bedroom Rentals

Available Now

127 Nonantum St

BostonMA02135
property at 11 Lothian Rd

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

11 Lothian Rd

BostonMA02135
property at 23 Winship St

$5,700

Total Monthly Price

Total Monthly Price

Base Rent
$5,700

Total Monthly Price
$5,700

4 Bedroom, 2.5 Bath Condo for Rent

Available Aug 1

23 Winship St

BostonMA02135
property at 143 Kenrick St

$5,900

Total Monthly Price

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900

4 Bedroom, 3 Bath Condo for Rent

Available Aug 1

143 Kenrick St

BostonMA02135
property at 126 Kenrick St

$5,900

Total Monthly Price

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900

4 Bedroom, 3 Bath Condo for Rent

Available Aug 1

126 Kenrick St

BostonMA02135
property at 1 Jackson St

$4,000 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

2 Bedroom Rentals

Available Now

1 Jackson St

NewtonMA02459
property at 47 Winship St

$3,800 - $6,600

Total Monthly Price

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600

4 Bedroom Rentals

Available Aug 1

47 Winship St

BostonMA02135
property at 266 Foster St

$7,000

Total Monthly Price

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

7 Bedroom, 3 Bath Condo for Rent

Available Aug 28

266 Foster St

BostonMA02135
property at 88 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

88 Greycliff Rd

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 Sep 1, 2027

52 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 Aug 31

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 Sep 1

property at 15 Rushmore St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

15 Rushmore St, Unit 15

15 Rushmore St
BostonMA02135
property at 99 Chestnut Hill Ave

$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

99 Chestnut Hill Ave, Unit 105

99 Chestnut Hill Ave
BostonMA02135
property at 38 Lake Shore Terrace

$3,650

Total Monthly Price

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

3 Bedroom, 2 Bath Condo for Rent

Available Now

38 Lake Shore Terrace, Unit 2

38 Lake Shore Terrace
BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 309 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,000 to $14,300. There are also 462 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,130 to $13,500.

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 $1,130 to $13,500 with an average monthly rent of $4,466.

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 $1,350 to $7,999, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,495 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,005 and Four Bedroom Apartments start at $2,400.

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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