Luxury Homes for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (706 Rentals) Page 6 of 15

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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 47 Orkney Rd
$14,500

Total Monthly Price

Base Rent$14,500

Total Monthly Price$14,500
12 Month Lease Term
10 Bedroom, 3.5 Bath Home for Rent
Available Sep 1, 2027

47 Orkney Rd

BostonMA02135
property at 4 Mossdale Rd
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
4 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

4 Mossdale Rd

BostonMA02130
property at 221 Belgrade Ave
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

221 Belgrade Ave, Unit 2

221 Belgrade Ave
BostonMA02131
property at 530 VFW Parkway
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

530 VFW Parkway, Unit 201

530 VFW Parkway
BostonMA02132
property at 50-56-56 Broadlawn Park
$3,450

Total Monthly Price

Base Rent$3,450

Total Monthly Price$3,450
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

50-56-56 Broadlawn Park, Unit 221

50-56-56 Broadlawn Park
BostonMA02467
property at 1589 Beacon St
$3,050

Total Monthly Price

Base Rent$3,050

Total Monthly Price$3,050
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1589 Beacon St, Unit 4

1589 Beacon St
BrooklineMA02446
property at 11 Englewood Ave
$2,000 - $4,500

Total Monthly Price

Base Rent$2,000 - $4,500

Total Monthly Price$2,000 - $4,500
12 Month Lease Term
Studio To 4 Bedroom Condos for Rent
Available Now
Cost Per Sq.Ft.

11 Englewood Ave

BrooklineMA02445
property at 208A Winthrop Rd
$2,100 - $5,000

Total Monthly Price

Base Rent$2,100 - $5,000

Total Monthly Price$2,100 - $5,000
12 Month Lease Term
1 To 4 Bedroom Condos for Rent
Available Now
Affordability

208A Winthrop Rd

BrooklineMA02445
property at 53 St Paul St
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

53 St Paul St, Unit 3

53 St Paul St
BrooklineMA02446
  • Smoke Free
property at 16 Addington Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

16 Addington Rd, Unit 43

16 Addington Rd
BrooklineMA02445
  • Smoke Free
property at 2 Hammond Pond Pky
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
12 Month Lease Term
2 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

2 Hammond Pond Pky, Unit 604

2 Hammond Pond Pky
Chestnut HillMA02467
property at 23 Regent Cir
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
12 Month Lease Term
Studio, 1 Bath Condo for Rent
Available Now
Affordability

23 Regent Cir, Unit 1

23 Regent Cir
BrooklineMA02445
property at 36 High St
$2,700

Total Monthly Price

Base Rent$2,700

Total Monthly Price$2,700
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

36 High St, Unit 3

36 High St
BrooklineMA02445
property at 55 Broadlawn Park
$2,795

Total Monthly Price

Base Rent$2,795

Total Monthly Price$2,795
15 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

55 Broadlawn Park, Unit 18

55 Broadlawn Park
Boston CollegeMA02467
property at 44 Broadlawn Park
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now

44 Broadlawn Park

Boston CollegeMA02467
  • Smoke Free
property at 1768 Beacon St
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1768 Beacon St, Unit 4

1768 Beacon St
BrooklineMA02445
  • Smoke Free
property at 33 Pond Ave
$2,900 - $4,500

Total Monthly Price

Base Rent$2,900 - $4,500

Total Monthly Price$2,900 - $4,500
12 Month Lease Term
1 To 2 Bedroom Condos for Rent
Available Now
Affordability

33 Pond Ave

BrooklineMA02445
  • Smoke Free
property at 1774 Beacon St
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1774 Beacon St, Unit 68

1774 Beacon St
BrooklineMA02445
property at 42 Dean Rd
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

42 Dean Rd, Unit 11

42 Dean Rd
BrooklineMA02445
property at 35 Park St
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

35 Park St, Unit 2

35 Park St
BrooklineMA02446
property at 89 Saint Paul St
$2,950 - $3,875

Total Monthly Price

Base Rent$2,950 - $3,875

Total Monthly Price$2,950 - $3,875
12 Month Lease Term
1 To 2 Bedroom Condos for Rent
Available Now
Cost Per Sq.Ft.

89 Saint Paul St

BrooklineMA02446
property at 90 Boylston St
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Furnished

90 Boylston St, Unit 4

90 Boylston St
Chestnut HillMA02467
property at 1768 Beacon St
$2,995 - $3,195

Total Monthly Price

Base Rent$2,995 - $3,195

Total Monthly Price$2,995 - $3,195
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1768 Beacon St

BrooklineMA02445
property at 1880 Beacon St
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Furnished

1880 Beacon St, Unit 6

1880 Beacon St
BrooklineMA02445
property at 5 Alton Ct
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

5 Alton Ct, Unit 6

5 Alton Ct
BrooklineMA02446
property at 1880 Beacon St
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1880 Beacon St, Unit 6

1880 Beacon St
BrooklineMA02445
property at 1583 Beacon St
$3,045 - $3,250

Total Monthly Price

Base Rent$3,045 - $3,250

Total Monthly Price$3,045 - $3,250
12 Month Lease Term
2 To 3 Bedroom Condos for Rent
Available Now
Cost Per Sq.Ft.

1583 Beacon St

BrooklineMA02446
property at 187 Winthrop Rd
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

187 Winthrop Rd, Unit 31

187 Winthrop Rd
BrooklineMA02445
property at 175 Winthrop Rd
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

175 Winthrop Rd, Unit 4

175 Winthrop Rd
BrooklineMA02445
property at 194 Gerry Rd
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
12 Month Lease Term
1 Bedroom, 1.5 Bath Townhome for Rent
Available Sep 15
Luxury

194 Gerry Rd

Chestnut HillMA02467
property at 309 Tappan St
$3,125

Total Monthly Price

Base Rent$3,125

Total Monthly Price$3,125
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

309 Tappan St, Unit #1B

309 Tappan St
BrooklineMA02445
property at 79 Thornton Rd
$3,125

Total Monthly Price

Base Rent$3,125

Total Monthly Price$3,125
12 Month Lease Term
1 Bedroom, 1 Bath Townhome for Rent
Available Now

79 Thornton Rd

Chestnut HillMA02467
property at 124 Independence Dr
$3,130

Total Monthly Price

Base Rent$3,130

Total Monthly Price$3,130
12 Month Lease Term
1 Bedroom, 1.5 Bath Townhome for Rent
Available Now
Luxury

124 Independence Dr

Chestnut HillMA02467
property at 121 Gerry Rd
$3,130

Total Monthly Price

Base Rent$3,130

Total Monthly Price$3,130
12 Month Lease Term
1 Bedroom, 1 Bath Townhome for Rent
Available Now

121 Gerry Rd

Chestnut HillMA02467
property at 589 Vfw Pky
$3,130

Total Monthly Price

Base Rent$3,130

Total Monthly Price$3,130
12 Month Lease Term
1 Bedroom, 1 Bath Townhome for Rent
Available Now

589 Vfw Pky

Boston CollegeMA02467
property at 79 Thornton Rd
$3,130

Total Monthly Price

Base Rent$3,130

Total Monthly Price$3,130
12 Month Lease Term
1 Bedroom, 1 Bath Townhome for Rent
Available Now
Pet Friendly

79 Thornton Rd, Unit 79

79 Thornton Rd
Chestnut HillMA02467
property at 97 Sherman Rd
$3,130

Total Monthly Price

Base Rent$3,130

Total Monthly Price$3,130
12 Month Lease Term
1 Bedroom, 1 Bath Townhome for Rent
Available Oct 1
Luxury

97 Sherman Rd

Chestnut HillMA02467
property at 123 Gerry Rd
$3,130

Total Monthly Price

Base Rent$3,130

Total Monthly Price$3,130
12 Month Lease Term
1 Bedroom, 1 Bath Townhome for Rent
Available Now
Luxury

123 Gerry Rd

Chestnut HillMA02467
property at 18 Juniper St
$3,150

Total Monthly Price

Base Rent$3,150

Total Monthly Price$3,150
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

18 Juniper St, Unit 49

18 Juniper St
BrooklineMA02445
  • Smoke Free
property at 162 Sherman Rd
$3,170

Total Monthly Price

Base Rent$3,170

Total Monthly Price$3,170
12 Month Lease Term
1 Bedroom, 1.5 Bath Townhome for Rent
Available Oct 1

162 Sherman Rd

Boston CollegeMA02467
property at 306 Tappan St
$3,195 - $3,245

Total Monthly Price

Base Rent$3,195 - $3,245

Total Monthly Price$3,195 - $3,245
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

306 Tappan St

BrooklineMA02445
  • Smoke Free
property at 369 Tappan St
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

369 Tappan St, Unit 12

369 Tappan St
BrooklineMA02445
  • Smoke Free
property at 12 Alton Pl
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

12 Alton Pl, Unit 2

12 Alton Pl
BrooklineMA02446
property at 231 High St
$3,200 - $4,600

Total Monthly Price

Base Rent$3,200 - $4,600

Total Monthly Price$3,200 - $4,600
12 Month Lease Term
1 To 3 Bedroom Condos for Rent
Available Now
Cost Per Sq.Ft.

231 High St

BrooklineMA02445
property at 47 Harvard Ave
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

47 Harvard Ave, Unit #5

47 Harvard Ave
BrooklineMA02446
property at 14 Alton Pl
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

14 Alton Pl, Unit 3

14 Alton Pl
BrooklineMA02446
property at 12 Alton Pl
$3,250

Total Monthly Price

Base Rent$3,250

Total Monthly Price$3,250
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

12 Alton Pl, Unit 2

12 Alton Pl
BrooklineMA02446
property at 41 Park St
$3,295

Total Monthly Price

Base Rent$3,295

Total Monthly Price$3,295
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

41 Park St, Unit 108

41 Park St
BrooklineMA02446
property at 10 Smythe St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
12 Month Lease Term
4 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

10 Smythe St

BrooklineMA02445

Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 679 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,200 to $12,532. There are also 691 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,050 to $12,600.

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 $1,050 to $12,600 with an average monthly rent of $3,968.

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 $1,495 to $12,532, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,280 and Four Bedroom Apartments start at $1,400.

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.

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