
Luxury Condos for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (491 Rentals)
The most luxurious Condos in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


1872 Commonwealth Ave

65 Chiswick Rd

1999 Commonwealth Ave

26 Chiswick Rd

1982 Commonwealth Ave

247 Chestnut Hill Ave

48 Strathmore Rd, Unit 26

65 Catherine St, Unit 65

164 Strathmore Rd, Unit 25
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15 Colliston Rd, Unit 4

9 Braemore Rd, Unit 1A

7 Montvale St, Unit 7 Montvale

1933 Commonwealth Ave

2 Braemore Rd, Unit 1

12 Sutherland Rd, Unit A

1933 Commonwealth Ave, Unit 504

67 Chiswick Rd

72 Strathmore Rd

734 South St
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1868 Commonwealth Ave, Unit 5DW

46 Orkney Rd, Unit #2

1880 Commonwealth Ave, Unit 5

1868 Commonwealth Ave, Unit 5

8 Selkirk Rd

840 South St, Unit #1

39 Englewood Ave, Unit 12

22 Chiswick Rd, Unit 13

6 Primrose St, Unit 2

79 Sutherland Rd, Unit 4
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72 Strathmore Rd, Unit 3B

116 Englewood Ave

78 Kilsyth Rd, Unit 1

9 Herbertson Rd, Unit 1

18 Pond St, Unit 7

1999 Commonwealth Ave

2003 Commonwealth Ave, Unit 20

148 Strathmore Rd, Unit 21

72 Strathmore Rd

48 Farquhar St, Unit 1
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108 Hyde Park Ave, Unit #1

10 Symmes St, Unit 1

225 South St, Unit 3

34 Orkney Rd, Unit 9

370 Chestnut Hill Ave, Unit 35
1942 Beacon St, Unit 4

16 Primrose St, Unit 2

39 Englewood Ave, Unit #4

32 Goodrich Rd, Unit 1

25 Firth Rd, Unit U2 3-bed 2-b Roslindale
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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 Condos for Rent | $3,445 | $2,150 | $10,000+ |
| South Brookline 3 Bedroom Condos for Rent | $4,423 | $2,700 | $7,750 |
| South Brookline 4 Bedroom Condos for Rent | $5,443 | $1,200 | $10,000+ |
| South Brookline 5 Bedroom Condos for Rent | $5,290 | $1,380 | $8,000 |
| South Brookline 6 Bedroom Condos for Rent | $5,500 | $5,500 | $5,500 |
Browse Condos for Rent in this Neighborhood
There are currently 491 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
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South Brookline, Boston, MA Local Guide
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Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleSouth Brookline, Chestnut Hill, MA
Ranked #100
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in South Brookline, Chestnut Hill, MA
School data provided by Great Schools
Frequently Asked Questions about South Brookline
What type of rentals are currently available in South Brookline?
There are currently 818 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,220 to $12,600. There are also 935 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,200 to $11,000.
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 $1,200 to $11,000 with an average monthly rent of $4,172.
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 $2,200 to $12,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,700 to $7,750. Four Bedroom Single-Family rentals are also available starting from $1,200 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.
Helpful Local Expert Guides

What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
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Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.