Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (736 Rentals) Page 3 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 2 Colliston Rd

2 Colliston Rd, Unit B

2 Colliston Rd
BostonMA02135
property at 1945 Commonwealth Ave

1945 Commonwealth Ave, Unit 13C

1945 Commonwealth Ave
BostonMA02135
property at 19 Pond St

19 Pond St, Unit 2

19 Pond St
BostonMA02130
property at 332 Jamaicaway

332 Jamaicaway, Unit 404

332 Jamaicaway
BostonMA02130
property at 370 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 21

370 Chestnut Hill Ave
BostonMA02135
property at 1870 Commonwealth Ave

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 370 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 21

370 Chestnut Hill Ave
BostonMA02135
property at 6 Thomas St

6 Thomas St

BostonMA02130
property at 370 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 21

370 Chestnut Hill Ave
BostonMA02135
property at 2 Sutherland Rd

2 Sutherland Rd, Unit 51

2 Sutherland Rd
BostonMA02135
property at 2 Sutherland Rd

2 Sutherland Rd, Unit 51

2 Sutherland Rd
BostonMA02135
property at 8 Selkirk Rd

8 Selkirk Rd, Unit 3

8 Selkirk Rd
BostonMA02135
property at 241 Perkins St

241 Perkins St

BostonMA02130
property at 241 Perkins St

241 Perkins St, Unit 101

241 Perkins St
BostonMA02130
property at 9 Anson St

9 Anson St, Unit 2

9 Anson St
BostonMA02130
property at 1870 Commonwealth Ave

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 29 Sutherland Rd

29 Sutherland Rd, Unit 1

29 Sutherland Rd
BostonMA02135
property at 1932 Beacon St

1932 Beacon St, Unit 3

1932 Beacon St
BostonMA02135
property at 6 Colliston Rd

6 Colliston Rd, Unit 2

6 Colliston Rd
BostonMA02135
property at 45 Orkney Rd

45 Orkney Rd, Unit 1

45 Orkney Rd
BostonMA02135
property at 45 Orkney Rd

45 Orkney Rd, Unit 1

45 Orkney Rd
BostonMA02135
property at 2 Sutherland Rd

2 Sutherland Rd, Unit 51

2 Sutherland Rd
BostonMA02135
property at 2 Sutherland Rd

2 Sutherland Rd, Unit 5

2 Sutherland Rd
BostonMA02135
property at 45 Englewood Ave

45 Englewood Ave, Unit 1

45 Englewood Ave
BostonMA02135
property at 1872 Commonwealth Ave

1872 Commonwealth Ave, Unit A

1872 Commonwealth Ave
BostonMA02135
property at 294 South St

294 South St, Unit 2

294 South St
BostonMA02130
property at 61 Strathmore Rd

61 Strathmore Rd, Unit 1

61 Strathmore Rd
BostonMA02135
property at 276 Chestnut Hill Ave

276 Chestnut Hill Ave, Unit 9

276 Chestnut Hill Ave
BostonMA02135
property at 34 Orkney Rd

34 Orkney Rd, Unit 1

34 Orkney Rd
BostonMA02135
property at 27 Orkney Rd

27 Orkney Rd, Unit 2

27 Orkney Rd
BostonMA02135
property at 258 Chestnut Hill Ave

258 Chestnut Hill Ave, Unit 9

258 Chestnut Hill Ave
BostonMA02135
property at 43 Orkney Rd

43 Orkney Rd, Unit 4-bed 2-bath

43 Orkney Rd
BostonMA02135
property at 47 Englewood Ave

47 Englewood Ave, Unit 2

47 Englewood Ave
BostonMA02135
property at 45 Orkney Rd

45 Orkney Rd, Unit 3

45 Orkney Rd
BostonMA02135
property at 7 Wenham St

7 Wenham St, Unit 1

7 Wenham St
BostonMA02130
property at 164 Hyde Park Ave

164 Hyde Park Ave, Unit 2

164 Hyde Park Ave
BostonMA02130
property at 32 Lakeville Rd

32 Lakeville Rd, Unit 2

32 Lakeville Rd
BostonMA02130
property at 7 Kilsyth Ter

7 Kilsyth Ter

BostonMA02135
property at 40 Orkney Rd

40 Orkney Rd, Unit 3

40 Orkney Rd
BostonMA02135
property at 41 Orkney Rd

41 Orkney Rd, Unit 2

41 Orkney Rd
BostonMA02135
property at 41 Orkney Rd

41 Orkney Rd, Unit 2

41 Orkney Rd
BostonMA02135
property at 47 Orkney Rd

47 Orkney Rd, Unit 2

47 Orkney Rd
BostonMA02135
property at 164 Hyde Park Ave

164 Hyde Park Ave, Unit 2

164 Hyde Park Ave
BostonMA02130
property at 11 Rosemary St

11 Rosemary St, Unit 11

11 Rosemary St
BostonMA02130
property at 164 Hyde Park Ave

164 Hyde Park Ave, Unit 3

164 Hyde Park Ave
BostonMA02130
property at 41 Orkney Rd

41 Orkney Rd, Unit 3

41 Orkney Rd
BostonMA02135
property at 154 Kilsyth Rd

154 Kilsyth Rd, Unit 154a

154 Kilsyth Rd
BostonMA02135
property at 154 Kilsyth Rd

154 Kilsyth Rd, Unit T

154 Kilsyth Rd
BostonMA02135
property at 1914 Beacon St

1914 Beacon St, Unit 2

1914 Beacon St
BostonMA02135

Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 1061 Apartments for Rent in South Brookline, MA with pricing that ranges from $375 to $14,000. There are also 816 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,075 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 $1,075 to $17,500 with an average monthly rent of $6,283.

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 $1,075 to $12,000. Four Bedroom Single-Family rentals are also available starting from $3,800 and Four Bedroom Apartments start at $1,068.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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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The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.