
Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (682 Rentals) Page 2 of 14
The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


145 Englewood Ave, Unit 2

226 Jamaicaway, Unit 226 Jamaicaway Unit 3

51 Custer St, Unit 3

1933 Commonwealth Ave, Unit 403

1933 Commonwealth Ave, Unit 1

130 Englewood Ave, Unit 4

1999 Commonwealth Ave, Unit 4

151 Park St, Unit 21

92 Perkins St, Unit 1
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

92 Perkins St, Unit 92

10 Selkirk Rd, Unit 4

141 Chiswick Rd, Unit B

80 Sutherland Rd, Unit O-35

26 Chiswick Rd, Unit 2

374 Chestnut Hill Ave, Unit 41

370 Chestnut Hill Ave, Unit 25

20 Boynton St, Unit 2

231 Chestnut Hill Ave

26 Chiswick Rd, Unit 13

26 Chiswick Rd, Unit 13

1933 Commonwealth Ave, Unit 47

39 South St, Unit #2

1868 Commonwealth Ave, Unit 5Q

1868 Commonwealth Ave, Unit 5

1959 Commonwealth Ave, Unit 5

1872 Commonwealth Ave, Unit 7

44 Cummins Hwy, Unit #2

1942 Beacon St, Unit 1

48 Englewood Ave, Unit #2

65 Chiswick Rd, Unit 3B

126 Englewood Ave, Unit #6

39 Englewood Ave, Unit #4

10 Selkirk Rd, Unit 1

923 Lagrange St

6 Sutherland Rd, Unit 31

6 Sutherland Rd, Unit 31

231 Chestnut Hill Ave, Unit 3

25 Firth Rd, Unit U2 3-bed 2-b Roslindale

11 Orkney Rd, Unit 3

45 Englewood Ave, Unit 47 #6

5 Kilsyth Ter, Unit 1

57 Broadlawn Park, Unit 16

6 Sutherland Rd, Unit 31

6 Sutherland Rd, Unit 31

6 Sutherland Rd, Unit 31

241 Perkins St

39 Goldsmith St, Unit 2

2 Colliston Rd, Unit B

1945 Commonwealth Ave, Unit 13C
South Brookline, Boston, MA Local Guide

How much does it cost to rent a home in South Brookline?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| South Brookline 2 Bedroom Homes for Rent | $3,398 | $2,225 | $7,000 |
| South Brookline 3 Bedroom Homes for Rent | $4,299 | $1,025 | $7,700 |
| South Brookline 4 Bedroom Homes for Rent | $5,827 | $1,150 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $6,902 | $1,000 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $10,068 | $5,650 | $10,000+ |
| South Brookline 7 Bedroom Homes for Rent | $15,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 682 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
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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Articles, How-To's, and Tips

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!