
Cheap Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA from $1,200 (82 Rentals)
Search the lowest-cost Apartments available for rent right now in the South Brookline area of Chestnut Hill.


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59 Strathmore Rd

RoostUp Furnished Private Bedroom with Private Ensuite Bath in Jamaica Plain

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38 Farquhar St, Unit Loft

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141 Englewood Ave, Unit 2

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22 Chiswick Rd, Unit 11

89 Englewood Ave

35 Orkney Rd

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22 Chiswick Rd

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26 Chiswick Rd
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42 Strathmore Rd, Unit 4A

2018 Commonwealth Ave, Unit 9

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2018 Commonwealth Avenue, Unit 23

70 Strathmore Rd, Unit 11A

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22 Chiswick Rd, Unit 3

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61 Selkirk Rd, Unit 3

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2 Chestnut Hill Ave, Unit 4

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99 Manthorne Rd, Unit 3

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96 Jamaica St, Unit 96 Jamaica street

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2018 Commonwealth Avenue
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42 Strathmore Rd, Unit 34A

2018 Commonwealth Ave, Unit 23

2018 Commonwealth Ave, Unit 23

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163 Strathmore Rd

2018 Commonwealth Ave, Unit 7

1799 Centre St, Unit 17

1799 Centre St, Unit 14

1799 Centre St, Unit 34

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2 Woodlawn St, Unit L

4 Ayr Rd, Unit 42A
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258 Chestnut Hill Ave, Unit 1

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2018 Commonwealth Ave

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63 Selkirk Rd, Unit 7

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126 Englewood Ave

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98 Strathmore Rd, Unit 9

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52 Strathmore Rd, Unit 25

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61 Selkirk Rd, Unit 10

1945 Commonwealth Ave

1820 Commonwealth Ave, Unit 22

1820 Commonwealth Ave, Unit 36
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155 Kilsyth Rd, Unit 7

1810 Commonwealth Ave, Unit 28

1810 Commonwealth Ave, Unit 24

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24 Orkney Rd

8 Kittredge St

14 Chiswick Rd, Unit 1

14 Lakeville Rd, Unit 3

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61 Selkirk Rd, Unit 10

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14 Chiswick Rd, Unit 1

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675 Washington St, Unit 2C
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South Brookline, Boston, MA Local Guide

How much does it cost to rent an apartment in South Brookline?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| South Brookline Studio Apartments | $2,317 | $1,795 | $4,950 |
| South Brookline 1 Bedroom Apartments | $2,957 | $1,220 | $7,399 |
| South Brookline 2 Bedroom Apartments | $3,809 | $2,000 | $10,000+ |
| South Brookline 3 Bedroom Apartments | $4,315 | $2,200 | $10,000+ |
| South Brookline 4 Bedroom Apartments | $5,127 | $1,350 | $9,995 |
| South Brookline 5 Bedroom Apartments | $6,017 | $3,195 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 82 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
See all Apartments in Chestnut HillExplore Chestnut Hill
South Brookline, Boston, MA Local Guide
- Nearby Chestnut Hill neighborhoods
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Cheapest Available South Brookline Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 286 & 288 Chestnut Hill Avenue | Studio | Studio,1BA | $2,100 |
Best Value Apartments for Rent in South Brookline, MA
As of July 27, 2026 the best value apartment in the South Brookline area is the $0.19 price per square foot 145 Winthrop Rd Model at 145 Winthrop Rd, Unit 6 in the in the St. Elizabeth's neighborhood starting from $1,900. The second greatest value South Brookline apartment is the 61 Selkirk Rd Model at 61 Selkirk Rd, Unit 10 starting at $2,400 with a $0.24 price per square foot in the Chestnut Hill neighborhood. Here is today’s list of the best values for South Brookline apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 145 Winthrop Rd, Unit 6 | 145 Winthrop Rd | 1BR,1BA | $0.19 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.24 |
| 24 Orkney Rd | 24 Orkney Rd | 1BR,1BA | $0.27 |
| 629 Chestnut Hill Ave, Unit 1 | 629 Chestnut Hill Ave | 2BR,1BA | $0.24 |
| 51 Grove St, Unit A | 51 Grove St | 1BR,1BA | $0.24 |
| 258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.22 |
| 126 Englewood Ave | 126 Englewood Ave | 1BR,1BA | $0.25 |
| 2 Chestnut Hill Ave, Unit 4 | 2 Chestnut Hill Ave | Studio ,1BA | $0.20 |
| 115 Sutherland Rd, Unit A | 115 Sutherland Rd | 1BR,1BA | $0.26 |
| 70 Strathmore Rd, Unit 11A | 70 Strathmore Rd | Studio ,1BA | $0.18 |
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 ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
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Read ArticleTop Neighborhoods Near Boston Colleges and Universities
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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 #101
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 Cheap South Brookline Apartments
What is a cheap apartment in South Brookline?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in South Brookline is under $2,100.
What is the price of a cheap apartment in South Brookline?
The cheapest apartment in South Brookline is 286 & 288 Chestnut Hill Avenue which is listed at $2,250, while the average apartment in South Brookline costs $12,250.
How do the prices of cheap apartments compare to the average apartment in South Brookline?
Cheap apartments in South Brookline have an average cost of $110 which is $12,140 cheaper than the average rent for all rentals in South Brookline.
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.

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Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

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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!

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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

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Written by: Robin Stewart
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