Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (896 Rentals) Page 2 of 18

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The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.

property at 39 Englewood 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 Sep 1

39 Englewood Ave, Unit 12

39 Englewood Ave
BostonMA02135
property at 79 Sutherland Rd

$3,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095

2 Bedroom, 1 Bath Condo for Rent

Available Now

79 Sutherland Rd, Unit 4

79 Sutherland Rd
BostonMA02135
property at 72 Strathmore Rd

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

72 Strathmore Rd, Unit 3B

72 Strathmore Rd
BostonMA02135
property at 804 Centre St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

804 Centre St, Unit 101

804 Centre St
BostonMA02130
property at 21 Sutherland Rd

$3,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

21 Sutherland Rd, Unit B

21 Sutherland Rd
BostonMA02135
property at 78 Kilsyth Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

78 Kilsyth Rd, Unit 1

78 Kilsyth Rd
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 51 Custer St

$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

51 Custer St

BostonMA02130
property at 89 Wachusett St

$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 Sep 1

89 Wachusett St, Unit 3

89 Wachusett St
BostonMA02130
property at 779 Vfw Pky

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

779 Vfw Pky

BostonMA02132

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property at 2003 Commonwealth Ave

$3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

2003 Commonwealth Ave, Unit 20

2003 Commonwealth Ave
BostonMA02135
property at 148 Strathmore Rd

$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 Sep 1

148 Strathmore Rd, Unit 21

148 Strathmore Rd
BostonMA02135
property at 92 Perkins St

$3,275

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,275

Total Monthly Price
$3,275

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

92 Perkins St, Unit 1

92 Perkins St
BostonMA02130
property at 10 Selkirk Rd

$3,295 - $4,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,295 - $4,195

Total Monthly Price
$3,295 - $4,195

1 To 2 Bedroom Condos for Rent

Available Now

10 Selkirk Rd

BostonMA02135
property at 231 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, 2 Bath Home for Rent

Available Now

property at 370 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 Bath Condo for Rent

Available Now

370 Chestnut Hill Ave, Unit 25

370 Chestnut Hill 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 20 Boynton 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

20 Boynton St, Unit 2

20 Boynton St
BostonMA02130
property at 59A 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 Now

59A Strathmore Rd, Unit 1

59A Strathmore Rd
BostonMA02135
property at 391 Hyde Park Ave

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1.5 Bath Townhome for Rent

Available Jul 1

391 Hyde Park Ave, Unit 206

391 Hyde Park Ave
BostonMA02131

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 370 Chestnut Hill Ave

$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 Sep 1

370 Chestnut Hill Ave, Unit 1

370 Chestnut Hill Ave
BostonMA02135
property at 18 Pond St

$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 Sep 1

18 Pond St, Unit 7

18 Pond St
BostonMA02130
property at 39 South St

$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 Now

39 South St, Unit #2

39 South St
BostonMA02130
property at 47 Englewood Ave

$3,475

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,475

Total Monthly Price
$3,475

2 Bedroom, 1 Bath Condo for Rent

Available Now

47 Englewood Ave, Unit ###6-1

47 Englewood Ave
BostonMA02135
property at 370 Chestnut Hill Ave

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

370 Chestnut Hill Ave, Unit 35

370 Chestnut Hill Ave
BostonMA02135
property at 1942 Beacon St

$3,525

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,525

Total Monthly Price
$3,525

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

1942 Beacon St, Unit 1

1942 Beacon St
BostonMA02135
property at 78 Kilsyth Rd

$3,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

78 Kilsyth Rd, Unit 4

78 Kilsyth Rd
BostonMA02135
property at 116 Englewood Ave

$3,575 - $3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,575 - $3,595

Total Monthly Price
$3,575 - $3,595

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

116 Englewood Ave

BostonMA02135
property at 39 Englewood Ave

$3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

1 Bedroom, 1 Bath Condo for Rent

Available Now

39 Englewood Ave, Unit #4

39 Englewood Ave
BostonMA02135
property at 10 Symmes St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

10 Symmes St, Unit 1

10 Symmes St
BostonMA02131

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Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

property at 923 Lagrange St

$3,600

Total Monthly Price11 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2.5 Bath Townhome for Rent

Available Now

923 Lagrange St

BostonMA02132
property at 34 Orkney 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

34 Orkney Rd, Unit 9

34 Orkney Rd
BostonMA02135
property at 1999 Commonwealth Ave

$3,650 - $4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650 - $4,900

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

2 To 3 Bedroom Condos for Rent

Available Now

property at 10 Selkirk Rd

$3,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,695

Total Monthly Price
$3,695

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

10 Selkirk Rd, Unit 4

10 Selkirk Rd
BostonMA02135
property at 11 Orkney Rd

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

3 Bedroom, 1 Bath Condo for Rent

Available Now

11 Orkney Rd, Unit 3

11 Orkney Rd
BostonMA02135
property at 6 Sutherland Rd

$3,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

3 Bedroom, 1 Bath Condo for Rent

Available Now

6 Sutherland Rd, Unit 31

6 Sutherland Rd
BostonMA02135
property at 6 Sutherland Rd

$3,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

3 Bedroom, 1 Bath Condo for Rent

Available Now

6 Sutherland Rd, Unit 31

6 Sutherland Rd
BostonMA02135
property at 39 Goldsmith St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

39 Goldsmith St, Unit 2

39 Goldsmith St
BostonMA02130
property at 2 Colliston Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Now

2 Colliston Rd, Unit B

2 Colliston Rd
BostonMA02135
property at 25 McBride St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

25 McBride St, Unit 3

25 McBride St
BostonMA02130
property at 145 Englewood Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

145 Englewood Ave, Unit 4

145 Englewood Ave
BostonMA02135
property at 45 Englewood Ave

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

45 Englewood Ave, Unit 2

45 Englewood Ave
BostonMA02135
property at 332 Jamaicaway

$4,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

2 Bedroom, 2 Bath Condo for Rent

Available Jul 1

332 Jamaicaway, Unit 404

332 Jamaicaway
BostonMA02130
property at 1872 Commonwealth Ave

$4,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

2 Bedroom, 2 Bath Condo for Rent

Available Now

1872 Commonwealth Ave, Unit 408

1872 Commonwealth Ave
BostonMA02135
property at 1870 Commonwealth Ave

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 9 Wenham St

$4,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250

3 Bedroom, 2 Bath Condo for Rent

Available Now

9 Wenham St, Unit 4

9 Wenham St
BostonMA02130
property at 8 Selkirk Rd

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

8 Selkirk Rd, Unit 3

8 Selkirk Rd
BostonMA02135
property at 374 Chestnut Hill 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

374 Chestnut Hill Ave, Unit 21

374 Chestnut Hill Ave
BostonMA02135
property at 45 Orkney Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

45 Orkney Rd, Unit 1

45 Orkney Rd
BostonMA02135

Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 1028 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,350 to $13,207. There are also 1026 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,100 to $26,000.

What is the current price range for Rental Homes in South Brookline?

Today's rental pricing for Homes for Rent, Condos and Townhomes in South Brookline ranges from $1,100 to $26,000 with an average monthly rent of $7,285.

How much are larger Three and Four Bedroom Rentals in South Brookline?

For those who are looking for larger living arrangements, Three Bedroom Apartments in South Brookline range from $1,395 to $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,100 and Four Bedroom Apartments start at $1,350.

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.

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