7 Timon Ave, Unit 3
7 Timon Ave
Chestnut HillMA02467
Cheap Homes for Rent in the South Brookline Neighborhood of Chestnut Hill, MA from $1,050 (40 Rentals)
Search the lowest-cost Homes available for rent right now in the South Brookline area of Chestnut Hill.
303 Tappan St
BrooklineMA02445
Room in Shared 4 bed/2 bath home in Brookline, Unit B
10 Strathmore Rd
BrooklineMA02445
675 Washington St, Unit 2C
675 Washington St
BrooklineMA02446
Room in Shared 5 bed/2 bath home in Brookline, Unit A
41 Brook St
BrooklineMA02445
Room in Shared 5 bed/2 bath home in Brookline, Unit A
41 Brook St
BrooklineMA02445
Room in Shared 5 bed/2 bath home in Brookline, Unit E
41 Brook St
BrooklineMA02445
Room in Shared 5 bed/2 bath home in Brookline, Unit D
41 Brook St
BrooklineMA02445
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city
Room in Shared 5 bed/2 bath home in Brookline, Unit D
41 Brook St
BrooklineMA02445
247 Chestnut Hill Ave
BostonMA02135
96 Jamaica St
BostonMA02130
15-17-17 University Rd
BrooklineMA02445
1840 Commonwealth Ave
BostonMA02135
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$1,900Studio Apartments Available Now
1799 Centre St, Unit 15
1799 Centre StBoston, MA 02132
108 Perkins St
BostonMA02130
228 Chestnut Hill Ave
BostonMA02135
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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$1,950Studio Apartments Available Now
70 Strathmore Rd, Unit 11A
70 Strathmore RdBoston, MA 02135
70 Strathmore Rd, Unit 11A
70 Strathmore Rd
BostonMA02135
65 Chiswick Rd
BostonMA02135
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$2,000Studio Apartments Available Now
181 Winthrop Rd, Unit 8
181 Winthrop RdBrookline, MA 02445
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$2,000Studio Apartments Available Now
1689 Beacon St, Unit 6
1689 Beacon StBrookline, MA 02445
4 Chiswick Rd
BostonMA02135
2018 Commonwealth Ave, Unit 31
2018 Commonwealth Ave
BostonMA02135
11 Englewood Ave
BrooklineMA02445
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.
360 Tappan St, Unit #B
360 Tappan St
BrooklineMA02445
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$2,095Studio Apartments Available Sep 21
6 Orkney Rd, Unit 25
6 Orkney RdBoston, MA 02135
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$2,1001 Bedroom Apartments Available Now
28 Westgate Rd, Unit 5
28 Westgate RdBoston, MA 02467
208A Winthrop Rd
BrooklineMA02445
39 Englewood Ave
BostonMA02135
35 Chiswick Rd, Unit 5
35 Chiswick Rd
BostonMA02135
1585 Beacon St
BrooklineMA02446
28 Fawndale Rd
BostonMA02131
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
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$2,1951 Bedroom Apartments Available Now
1961 Commonwealth Ave, Unit B1
1961 Commonwealth AveBoston, MA 02135
66 Chiswick Rd, Unit 20
66 Chiswick Rd
BostonMA02135
46 Chiswick Rd, Unit 4
46 Chiswick Rd
BostonMA02135
66 Chiswick Rd, Unit 20
66 Chiswick Rd
BostonMA02135
72 Strathmore Rd, Unit 9
72 Strathmore Rd
BostonMA02135
26 Chiswick Rd, Unit 3
26 Chiswick Rd
BostonMA02135
1563 Beacon St
BrooklineMA02446
72 Strathmore Rd
BostonMA02135
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Showing Results 1-40, Page 1 of 1
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 Homes for Rent | $3,381 | $2,150 | $10,000+ |
| South Brookline 3 Bedroom Homes for Rent | $4,362 | $2,800 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,708 | $1,280 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $5,584 | $1,330 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $6,675 | $1,050 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 40 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
- Nearby Chestnut Hill neighborhoods
- Nearby Cities
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- Local Counties
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 |
| 44 Orkney Rd | Studio | Studio,1BA | $1,850 |
Best Value Apartments for Rent in South Brookline, MA
As of September 09, 2026 the best value apartment in the South Brookline area is the $0.18 price per square foot 141 Englewood Model at 141 Englewood, Unit 2 in the in the Chestnut Hill neighborhood starting from $1,800. The second greatest value South Brookline apartment is the 2018 Commonwealth Avenue Model at 2018 Commonwealth Avenue, Unit 23 starting at $1,950 with a $0.20 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. |
|---|---|---|---|
| 141 Englewood, Unit 2 | 141 Englewood | Studio ,1BA | $0.18 |
| 2018 Commonwealth Avenue, Unit 23 | 2018 Commonwealth Avenue | Studio ,1BA | $0.20 |
| 2 Chestnut Hill Ave, Unit 4 | 2 Chestnut Hill Ave | Studio ,1BA | $0.20 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.23 |
| 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 |
| 22 Chiswick Rd | 22 Chiswick Rd | 1BR,1BA | $0.24 |
| 126 Englewood Ave | 126 Englewood Ave | 1BR,1BA | $0.25 |
| 141 Englewood Ave, Unit 38 | 141 Englewood Ave | 1BR,1BA | $0.25 |
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.
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Don'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 ArticleNavigating 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.
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.
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Pet Friendly LifestyleSouth Brookline, Chestnut Hill, MA
Ranked #103
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 679 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,200 to $12,532. There are also 691 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,050 to $12,600.
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 $1,050 to $12,600 with an average monthly rent of $3,968.
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 $1,495 to $12,532, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,280 and Four Bedroom Apartments start at $1,400.
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
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
What It Really Costs to Live in Boston: A Local Renter's Guide
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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
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Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Articles, How-To's, and Tips
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.