Cheap Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA from $1,000 (52 Rentals)
Search the lowest-cost Apartments available for rent right now in the South Brookline area of Chestnut Hill.

177 Wachusett St, Unit 2m

Furnished Bedroom in Jamaica Plain

70 Strathmore Rd, Unit 11A
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.

1961 Commonwealth Ave

80 Strathmore Rd, Unit #17

163 Strathmore Rd, Unit #23

84 Strathmore Rd, Unit #23

65 Strathmore Rd, Unit 7

65 Strathmore Rd

122A Englewood Ave
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

2016 Commonwealth Ave, Unit 1

2016 Commonwealth Ave, Unit 2

70 Strathmore Rd, Unit 11A

70 Strathmore Rd

68 Strathmore Rd, Unit 3

249 Chestnut Hill Ave, Unit #1

99 Manthorne Rd, Unit 3
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

52 Strathmore Rd, Unit 43

141 Englewood Ave, Unit 2

4 Chiswick Rd

10 Strathmore Rd

12 Eliot Cres, Unit 12 Eliot #1

Private bedroom in 5 bed/2 bath Home

Private bedroom in 5 bed/2 bath Home

Private bedroom in 5 bed/2 bath Home
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Private bedroom in 5 bed/2 bath Home

Private bedroom in 3 bed/1 bath Home

1683 Beacon St, Unit 1Gl
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
South Brookline, Boston, MA Local Guide

How much does it cost to rent an apartment in South Brookline?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
South Brookline Studio Apartments | $2,387 | $1,750 | $4,640 |
South Brookline 1 Bedroom Apartments | $2,839 | $1,050 | $5,305 |
South Brookline 2 Bedroom Apartments | $3,562 | $2,200 | $9,780 |
South Brookline 3 Bedroom Apartments | $4,461 | $1,200 | $10,000+ |
South Brookline 4 Bedroom Apartments | $5,561 | $1,170 | $10,000+ |
South Brookline 5 Bedroom Apartments | $5,581 | $1,250 | $10,000+ |
South Brookline 6 Bedroom Apartments | $7,550 | $5,400 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 52 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
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Cheapest Available South Brookline Apartments for Rent
 Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
35 Orkney Rd | studios, 1 bath | Studio,1BA | $1,850 |
Best Value Apartments for Rent in South Brookline, MA
As of June 21, 2025 the best value apartment in the South Brookline area is the $0.26 price per square foot 35 Harvard St Model at 35 Harvard St, Unit 1 in the in the Kendall Square neighborhood starting from $2,575. The second greatest value South Brookline apartment is the 25 Gardner Rd Model at 25 Gardner Rd, Unit 6H starting at $2,400 with a $0.24 price per square foot in the Fisher 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. |
---|---|---|---|
35 Harvard St, Unit 1 | 35 Harvard St | 1BR,1BA | $0.26 |
25 Gardner Rd, Unit 6H | 25 Gardner Rd | Studio ,1BA | $0.24 |
51 Grove St, Unit A | 51 Grove St | 1BR,1BA | $0.24 |
4 Chiswick Rd, Unit 35 | 4 Chiswick Rd | 1BR,1BA | $0.24 |
1959 Commonwealth Ave, Unit 7 | 1959 Commonwealth Ave | Studio ,1BA | $0.24 |
2018 Commonwealth Avenue, Unit 45 | 2018 Commonwealth Avenue | 1BR,1BA | $0.25 |
24 Orkney Rd, Unit C | 24 Orkney Rd | 1BR,1BA | $0.23 |
311 Hyde Park Ave, Unit #3 | 311 Hyde Park Ave | 2BR,1BA | $0.25 |
21 Orkney Rd, Unit 5 | 21 Orkney Rd | 1BR,1BA | $0.23 |
2 Sutherland Rd, Unit 2 | 2 Sutherland Rd | 2BR,1BA | $0.24 |
Quick 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 #85
Among neighborhoods in Chestnut Hill, MA 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
Getting Around the South Brookline Neighborhood in Chestnut Hill, MA
Walk Score®
46 / 100
Car-Dependent
Most errands require a car
Bike Score®
39 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
33 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 35 Orkney Rd listed at $1,850.
How much is rent for a Cheap One Bedroom South Brookline Apartment?
The lowest price for a Cheap One Bedroom South Brookline Apartment is $2,075 at 35 Orkney Rd.
What is the lowest price for a Cheap Two Bedroom South Brookline Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in South Brookline is starting from $2,400 at 35 Orkney Rd.
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 $2,700.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.