Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (682 Rentals) Page 8 of 14

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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 3 High St Pl

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

3 High St Pl, Unit 2

3 High St Pl
BrooklineMA02445
property at 1810 Beacon St

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

1810 Beacon St, Unit F-7

1810 Beacon St
BrooklineMA02445
property at 11 Hammond Pond Pky

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

2 Bedroom, 2 Bath Condo for Rent

Available Now

11 Hammond Pond Pky, Unit 203

11 Hammond Pond Pky
Chestnut HillMA02467
property at 234 Cypress St

$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 Now

234 Cypress St, Unit 3

234 Cypress St
BrooklineMA02445
property at 12 Alton Pl

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Townhome for Rent

Available Now

12 Alton Pl, Unit 1

12 Alton Pl
BrooklineMA02446
property at 234 Cypress St

$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 Now

234 Cypress St, Unit 1

234 Cypress St
BrooklineMA02445
property at 385 Pond 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 Now

385 Pond Ave, Unit 3

385 Pond Ave
BrooklineMA02445
property at 77 Walnut St

$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 Now

77 Walnut St, Unit 1

77 Walnut St
BrooklineMA02445
property at 475 Vfw Pky

$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 Now

475 Vfw Pky, Unit 2

475 Vfw Pky
Chestnut HillMA02467
property at 8 Juniper St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

8 Juniper St, Unit 22

8 Juniper St
BrooklineMA02445
property at 38 Juniper St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

38 Juniper St, Unit 22

38 Juniper St
BrooklineMA02445
property at 141 Beaconsfield Rd

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1.5 Bath Condo for Rent

Available Feb 1, 2026

141 Beaconsfield Rd, Unit 20

141 Beaconsfield Rd
BrooklineMA02445
property at 1793 Beacon St

$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 Now

1793 Beacon St, Unit PH5

1793 Beacon St
BrooklineMA02445
property at 278 Cypress St

$3,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 1 Bath Condo for Rent

Available Now

278 Cypress St, Unit 3

278 Cypress St
BrooklineMA02445
property at 46 Cameron St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

46 Cameron St, Unit 1

46 Cameron St
BrooklineMA02445
property at 22 Linden Pl

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Now

22 Linden Pl, Unit 7

22 Linden Pl
BrooklineMA02445
property at 201 Langley Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Condo for Rent

Available Now

201 Langley Rd, Unit 201

201 Langley Rd
NewtonMA02459
property at 1793 Beacon St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

1793 Beacon St, Unit 5

1793 Beacon St
BrooklineMA02445
property at 136 Middlesex Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Condo for Rent

Available Now

136 Middlesex Rd, Unit 2

136 Middlesex Rd
Chestnut HillMA02467
property at 40 Cameron St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

40 Cameron St, Unit 1

40 Cameron St
BrooklineMA02445
property at 206 Sherman Rd

$3,605

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,605

Total Monthly Price
$3,605

1 Bedroom, 1 Bath Condo for Rent

Available Now

206 Sherman Rd

Boston CollegeMA02467
property at 148 Independence Dr

$3,645

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,645

Total Monthly Price
$3,645

2 Bedroom, 1 Bath Townhome for Rent

Available Now

148 Independence Dr

Chestnut HillMA02467
property at 9 Sherman Rd

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

9 Sherman Rd, Unit 1

9 Sherman Rd
Chestnut HillMA02467
property at 31 Harris St

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

1 Bedroom, 1.5 Bath Condo for Rent

Available Now

31 Harris St

BrooklineMA02446
property at 31 Harris St

$3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

1 Bedroom, 1.5 Bath Condo for Rent

Available Now

31 Harris St, Unit 702

31 Harris St
BrooklineMA02446
property at 201 High 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 Now

201 High St, Unit 1

201 High St
BrooklineMA02445
property at 120 Thornton Rd

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

120 Thornton Rd

Chestnut HillMA02467
property at 18 Alton Pl

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

18 Alton Pl, Unit 1

18 Alton Pl
BrooklineMA02446
property at 14 Alton Pl

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

14 Alton Pl, Unit 1

14 Alton Pl
BrooklineMA02446
property at 33 Gerry Rd

$3,710

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,710

Total Monthly Price
$3,710

2 Bedroom, 1 Bath Townhome for Rent

Available Jan 1, 2026

33 Gerry Rd

Chestnut HillMA02467
property at 110 Sherman Rd

$3,725

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,725

Total Monthly Price
$3,725

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

110 Sherman Rd

Chestnut HillMA02467
property at 1485 Beacon St

$3,730

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,730

Total Monthly Price
$3,730

1 Bedroom, 1 Bath Condo for Rent

Available Now

1485 Beacon St, Unit 708

1485 Beacon St
BrooklineMA02446
property at 97 Sherman Rd

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

2 Bedroom, 1.5 Bath Townhome for Rent

Available Feb 1, 2026

97 Sherman Rd

Chestnut HillMA02467
property at 499 Vfw Pky

$3,760

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,760

Total Monthly Price
$3,760

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

499 Vfw Pky

Chestnut HillMA02467
property at 10 Juniper St

$3,799

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,799

Total Monthly Price
$3,799

3 Bedroom, 1 Bath Condo for Rent

Available Now

10 Juniper St, Unit 35

10 Juniper St
BrooklineMA02445
property at 195 Winthrop 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 Condo for Rent

Available Now

195 Winthrop Rd, Unit B1

195 Winthrop Rd
BrooklineMA02445
property at 24 University Rd

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 1 Bath Condo for Rent

Available Now

24 University Rd, Unit 1

24 University Rd
BrooklineMA02445
property at 9 Sherman Rd

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 1.5 Bath Townhome for Rent

Available Jan 1, 2026

9 Sherman Rd

Chestnut HillMA02467
property at 41 Stearns Rd

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

41 Stearns Rd, Unit 1

41 Stearns Rd
BrooklineMA02446
property at 1683 Beacon St

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

1683 Beacon St, Unit 2

1683 Beacon St
BrooklineMA02445
property at 655 Washington St

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

655 Washington St, Unit 1

655 Washington St
BrooklineMA02446
property at 49 Gerry Rd

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

49 Gerry Rd

Chestnut HillMA02467
property at 94 Gerry Rd

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1 Bath Townhome for Rent

Available Jan 1, 2026

94 Gerry Rd

Chestnut HillMA02467
property at 29 Independence Dr

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1 Bath Townhome for Rent

Available Now

29 Independence Dr

Chestnut HillMA02467
property at 176 Thornton Rd

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1 Bath Townhome for Rent

Available Now

176 Thornton Rd

Chestnut HillMA02467
property at 319 Tappan St

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

319 Tappan St, Unit 1

319 Tappan St
BrooklineMA02445
property at 25 Crosby Rd

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1, 2026

25 Crosby Rd

Chestnut HillMA02467
property at 12 Dean 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 Now

12 Dean Rd, Unit 3

12 Dean Rd
BrooklineMA02445

Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 1124 Apartments for Rent in South Brookline, MA with pricing that ranges from $375 to $21,050. There are also 761 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,000 to $17,500.

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 $1,000 to $17,500 with an average monthly rent of $7,932.

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 $1,000 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 to $7,700. Four Bedroom Single-Family rentals are also available starting from $1,150 and Four Bedroom Apartments start at $2,975.

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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