
Cheap Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA from $1,100 (42 Rentals)
Search the lowest-cost Apartments available for rent right now in the South Brookline area of Chestnut Hill.


Total Monthly Price
96 Jamaica St, Unit 96 Jamaica street

96 Jamaica St, Unit 3

RoostUp Furnished Private Bedroom in Jamaica Plain

Furnished Bedroom in Jamaica Plain

15 Orkney Rd

1845 Commonwealth Ave, Unit 33

1851 Commonwealth Ave
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1860 Commonwealth Ave, Unit 36

RoostUp Furnished Private Bedroom with Private Ensuite Bath in Jamaica Plain

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141 Englewood Ave

35 Orkney Rd

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22 Chiswick Rd, Unit 11

70 Strathmore Rd, Unit 11A

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19 Lanark Rd

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1844 Commonwealth Ave
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24 Lanark Rd

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2018 Commonwealth Avenue

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2 Chestnut Hill Ave, Unit 4

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42 Strathmore Rd, Unit 1

4 Ayr Rd, Unit 33A

2018 Commonwealth Ave, Unit 23

286 Chestnut Hill Ave, Unit 20

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675 Washington St, Unit 2C
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12 Homer St, Unit 1

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252 Cypress St

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57 Broadlawn Park, Unit 19B

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30 Gardner Rd

44 Orkney Rd

1583 Beacon St, Unit 17

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105 Chestnut St, Unit 6

1689 Beacon St, Unit 6
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Total Monthly Price
286 & 288 Chestnut Hill Avenue

Centre Street Apartments, 1799

The Harvard by Pine Realty

Perkins Square

45 Strathmore Rd

MBH Apartments

Belgrade Place

Vernon Towers
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Teel Realty

1477 Beacon St
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 | $2,379 | $1,800 | $4,950 |
| South Brookline 1 Bedroom Apartments | $2,910 | $1,450 | $5,679 |
| South Brookline 2 Bedroom Apartments | $3,837 | $2,200 | $10,000+ |
| South Brookline 3 Bedroom Apartments | $4,404 | $1,395 | $10,000+ |
| South Brookline 4 Bedroom Apartments | $5,413 | $1,250 | $10,000+ |
| South Brookline 5 Bedroom Apartments | $5,591 | $3,195 | $8,500 |
Browse Apartments in this Neighborhood
There are currently 42 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 June 18, 2026 the best value apartment in the South Brookline area is the $0.22 price per square foot 2018 Commonwealth Avenue Model at 2018 Commonwealth Avenue, Unit 23 in the in the Chestnut Hill neighborhood starting from $2,200. The second greatest value South Brookline apartment is the 258 Chestnut Hill Ave Model at 258 Chestnut Hill Ave, Unit 1 starting at $2,200 with a $0.22 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. |
|---|---|---|---|
| 2018 Commonwealth Avenue, Unit 23 | 2018 Commonwealth Avenue | Studio ,1BA | $0.22 |
| 258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.22 |
| 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 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.24 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.25 |
| 126 Englewood Ave | 126 Englewood Ave | 1BR,1BA | $0.25 |
| 1614 Beacon St, Unit 10 | 1614 Beacon St | 1BR,1BA | $0.25 |
| 24 Orkney Rd | 24 Orkney Rd | 1BR,1BA | $0.27 |
| 82 Harvard Ave, Unit a | 82 Harvard Ave | 1BR,1BA | $0.27 |
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
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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 #96
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 types of apartments are the cheapest in South Brookline?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 13 regular apartments in South Brookline that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
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 $173 which is $12,627 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.
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