
Cheap Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA from $1,100 (47 Rentals)
Search the lowest-cost Apartments available for rent right now in the South Brookline area of Chestnut Hill.


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38 Farquhar St, Unit Office, Unit Office

Furnished Bedroom in Jamaica Plain

RoostUp Furnished Private Bedroom in Jamaica Plain

RoostUp Furnished Private Bedroom in Jamaica Plain

RoostUp Furnished Private Bedroom in Jamaica Plain

Furnished Bedroom in Jamaica Plain

28 Braemore Rd

35 Orkney Rd
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2 St Mark St, Unit A, Unit A

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22 Chiswick Rd, Unit 11, Unit 11

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2018 Commonwealth Avenue

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2016 Commonwealth Ave

70 Strathmore Rd, Unit 11A

2018 Commonwealth Ave, Unit 24

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2018 Commonwealth Ave

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42 Strathmore Rd, Unit 1, Unit 1

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258 Chestnut Hill Ave, Unit 1, Unit 1
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Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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152 Strathmore Rd, Unit 1, Unit 1

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99 Manthorne Rd, Unit 3, Unit 3

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22 Chiswick Rd

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4 Chiswick Rd, Unit 24, Unit 24

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126 Englewood Ave

2018 Commonwealth Ave, Unit 3

6 Orkney Rd, Unit 22

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14 Hyde Park Ave, Unit 1, Unit 1

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110 Strathmore Rd
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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78 Brington Rd, Unit 1, Unit 1

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12 Homer St, Unit 1, Unit 1

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252 Cypress St

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1683 Beacon St, Unit #1G, Unit #1G

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1700 Beacon St

44 Orkney Rd

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22 Garrison Rd, Unit #3F, Unit #3F

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58 Bryon Rd, Unit 1, Unit 1

1689 Beacon St, Unit 6
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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286 & 288 Chestnut Hill Avenue

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50-56 Broadlawn Park, Unit 1, Unit 1

The Harvard by Pine Realty

Perkins Square

MBH Apartments

45 Strathmore Rd

Belgrade Place

Vernon Towers

Teel Realty
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.

The Chestnut Hill

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 | $2,384 | $1,800 | $4,950 |
| South Brookline 1 Bedroom Apartments | $2,912 | $1,275 | $7,030 |
| South Brookline 2 Bedroom Apartments | $3,711 | $2,200 | $10,000+ |
| South Brookline 3 Bedroom Apartments | $4,480 | $1,295 | $10,000+ |
| South Brookline 4 Bedroom Apartments | $5,549 | $3,200 | $10,000+ |
| South Brookline 5 Bedroom Apartments | $6,353 | $3,600 | $10,000+ |
| South Brookline 6 Bedroom Apartments | $8,881 | $6,000 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 47 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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Best Value Apartments for Rent in South Brookline, MA
As of April 28, 2026 the best value apartment in the South Brookline area is the $0.27 price per square foot 24 Orkney Rd Model at 24 Orkney Rd in the in the Chestnut Hill neighborhood starting from $2,650. The second greatest value South Brookline apartment is the 629 Chestnut Hill Ave Model at 629 Chestnut Hill Ave, Unit 1 starting at $2,350 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. |
|---|---|---|---|
| 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 |
| 12 Sutherland Rd, Unit 3 | 12 Sutherland Rd | 2BR,1BA | $0.28 |
| 249 Chestnut Hill Ave, Unit 32 | 249 Chestnut Hill Ave | 2BR,1BA | $0.24 |
| 152 Strathmore Rd, Unit 1 | 152 Strathmore Rd | 1BR,1BA | $0.20 |
| 21 Stellman Rd, Unit #3 | 21 Stellman Rd | 2BR,1BA | $0.28 |
| 240 Cypress St, Unit #1 | 240 Cypress St | 2BR,1BA | $0.25 |
| 79 Belgrade Ave, Unit #3 | 79 Belgrade Ave | 3BR,1BA | $0.29 |
| 1683 Beacon St, Unit #1G | 1683 Beacon St | Studio ,1BA | $0.18 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleBoston 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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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 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 #93
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 the Cheapest Studio apartment in South Brookline?
Currently the most affordable Cheap Studio Apartment in South Brookline is at 286 & 288 Chestnut Hill Avenue listed at $2,100.
What is the most affordable South Brookline Three Bedroom Apartment?
The best deal on a cheap South Brookline Three Bedroom Apartment rental is at 35 Orkney Rd and starts from $3,000.
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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