close
View Me
$2,800 - $4,500
Total Monthly Price
Base Rent$1,850 - $7,200
Total Monthly Price$1,850 - $7,200
35 Orkney Rd
35 Orkney RdBoston, MA 02135
2 Bedroom Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (324 Rentals)
close
View Me
$3,395
Total Monthly Price
Base Rent$3,395
Total Monthly Price$3,395
78 Kilsyth Rd, Unit 111
78 Kilsyth RdBoston, MA 02135
close
View Me
$2,475
Total Monthly Price
Base Rent$2,475
Total Monthly Price$2,475
38 Farquhar St, Unit Top 3
38 Farquhar StBoston, MA 02131
close
View Me
$2,600
Total Monthly Price
Base Rent$2,600
Total Monthly Price$2,600
272 Willow St, Unit 2
272 Willow StBoston, MA 02132
close
View Me
$2,750
Total Monthly Price
Base Rent$2,750
Total Monthly Price$2,750
67 Hewlett St, Unit 2
67 Hewlett StBoston, MA 02131
close
View Me
$3,000
Total Monthly Price
Base Rent$2,600 - $5,000
Total Monthly Price$2,600 - $5,000
50 Englewood Ave
50 Englewood AveBoston, MA 02135
close
View Me
$2,875
Total Monthly Price
Base Rent$2,750 - $2,875
Total Monthly Price$2,750 - $2,875
258 Chestnut Hill Ave
258 Chestnut Hill AveBoston, MA 02135
close
View Me
$3,475
Total Monthly Price
Base Rent$3,475
Total Monthly Price$3,475
48 Englewood Ave, Unit 6
48 Englewood AveBoston, MA 02135
close
View Me
$2,550
Total Monthly Price
Base Rent$2,550
Total Monthly Price$2,550
34 Chiswick Rd, Unit 8
34 Chiswick RdBoston, MA 02135
close
View Me
$3,450
Total Monthly Price
Base Rent$3,450
Total Monthly Price$3,450
12 Parkton Rd, Unit 1
12 Parkton RdBoston, MA 02130
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
close
View Me
$3,250
Total Monthly Price
Base Rent$3,250
Total Monthly Price$3,250
39 Englewood Ave, Unit 2
39 Englewood AveBoston, MA 02135
close
View Me
$2,700
Total Monthly Price
Base Rent$2,700
Total Monthly Price$2,700
1933 Commonwealth Ave, Unit 409
1933 Commonwealth AveBoston, MA 02135
close
View Me
$2,600
Total Monthly Price
Base Rent$2,600
Total Monthly Price$2,600
2 Sutherland Rd, Unit 3
2 Sutherland RdBoston, MA 02135
close
View Me
$3,000
Total Monthly Price
Base Rent$3,000
Total Monthly Price$3,000
63 Selkirk Rd, Unit 6
63 Selkirk RdBoston, MA 02135
close
View Me
$3,200
Total Monthly Price
Base Rent$3,200
Total Monthly Price$3,200
6 Sutherland Rd, Unit 3
6 Sutherland RdBoston, MA 02135
close
View Me
$3,500
Total Monthly Price
Base Rent$3,500
Total Monthly Price$3,500
26 Cummins Hwy, Unit #32 - 2
26 Cummins HwyBoston, MA 02131
close
View Me
$4,050
Total Monthly Price
Base Rent$4,050
Total Monthly Price$4,050
126 Englewood Ave, Unit 2
126 Englewood AveBoston, MA 02135
close
View Me
$3,700
Total Monthly Price
Base Rent$3,700
Total Monthly Price$3,700
16 South St, Unit 12
16 South StBoston, MA 02135
close
View Me
$4,195
Total Monthly Price
Base Rent$4,195
Total Monthly Price$4,195
14 Selkirk Rd, Unit 2
14 Selkirk RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
12 Sutherland Rd, Unit 3
12 Sutherland RdBoston, MA 02135
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.
close
View Me
$3,225 - $3,275
Total Monthly Price
Base Rent$2,800 - $3,275
Total Monthly Price$2,800 - $3,275
31 Cummins Hwy
31 Cummins HwyBoston, MA 02131
close
View Me
$3,000
Total Monthly Price
Base Rent$3,000
Total Monthly Price$3,000
2 Pond St, Unit 1
2 Pond StBoston, MA 02130
close
View Me
$2,900
Total Monthly Price
Base Rent$2,900
Total Monthly Price$2,900
45 Selkirk Rd, Unit 2
45 Selkirk RdBoston, MA 02135
close
View Me
$3,100
Total Monthly Price
Base Rent$2,450 - $4,650
Total Monthly Price$2,450 - $4,650
1999 Commonwealth Ave
1999 Commonwealth AveBoston, MA 02135
close
View Me
$3,995
Total Monthly Price
Base Rent$3,995
Total Monthly Price$3,995
10 Selkirk Rd, Unit 3
10 Selkirk RdBoston, MA 02135
close
View Me
$2,999
Total Monthly Price
Base Rent$2,999
Total Monthly Price$2,999
22 Chiswick Rd, Unit #7
22 Chiswick RdBoston, MA 02135
close
View Me
$3,175
Total Monthly Price
Base Rent$3,175
Total Monthly Price$3,175
42 Englewood Ave, Unit #47-6
42 Englewood AveBoston, MA 02135
close
View Me
$3,100
Total Monthly Price
Base Rent$3,100
Total Monthly Price$3,100
43 Selkirk Rd, Unit #4
43 Selkirk RdBoston, MA 02135
close
View Me
$2,700
Total Monthly Price
Base Rent$2,700
Total Monthly Price$2,700
804 Centre St, Unit 307
804 Centre StBoston, MA 02130
close
View Me
$2,700
Total Monthly Price
Base Rent$2,700
Total Monthly Price$2,700
51 Patten St
51 Patten StBoston, MA 02130
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.
close
View Me
$2,800
Total Monthly Price
Base Rent$1,900 - $2,800
Total Monthly Price$1,900 - $2,800
26 Chiswick Rd
26 Chiswick RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
12 Basto Ter, Unit 1
12 Basto TerBoston, MA 02131
close
View Me
$2,500
Total Monthly Price
Base Rent$2,500
Total Monthly Price$2,500
32 Stellman Rd, Unit 2
32 Stellman RdBoston, MA 02131
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
65 Chiswick Rd, Unit 6
65 Chiswick RdBoston, MA 02135
close
View Me
$2,895
Total Monthly Price
Base Rent$2,895
Total Monthly Price$2,895
840 South St, Unit 1
840 South StBoston, MA 02131
close
View Me
$4,299
Total Monthly Price
Base Rent$4,299
Total Monthly Price$4,299
10 Selkirk Rd, Unit 2
10 Selkirk RdBoston, MA 02135
close
View Me
$2,200
Total Monthly Price
Base Rent$2,200
Total Monthly Price$2,200
63 Selkirk Rd, Unit 7
63 Selkirk RdBoston, MA 02135
close
View Me
$3,300
Total Monthly Price
Base Rent$2,500 - $3,300
Total Monthly Price$2,500 - $3,300
22 Chiswick Rd
22 Chiswick RdBoston, MA 02135
close
View Me
$3,500
Total Monthly Price
Base Rent$3,500
Total Monthly Price$3,500
148 Beacon St, Unit 1
148 Beacon StBoston, MA 02467
close
View Me
$2,750
Total Monthly Price
Base Rent$2,395 - $2,750
Total Monthly Price$2,395 - $2,750
1800 Commonwealth Ave
1800 Commonwealth AveBoston, MA 02135
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.
close
View Me
$2,4002 Bedroom Apartments Available Now
1846 Commonwealth Ave, Unit 4
1846 Commonwealth AveBoston, MA 02135
close
View Me
$3,6002 Bedroom Apartments Available Now
95 Jamaica St, Unit 2A
95 Jamaica StBoston, MA 02130
close
View Me
$2,7002 Bedroom Apartments Available Oct 15
253 Hyde Park Ave, Unit 38
253 Hyde Park AveBoston, MA 02130
close
View Me
$2,9002 Bedroom Apartments Available Now
8 Hastings St, Unit 3
8 Hastings StBoston, MA 02132
close
View Me
$2,7002 Bedroom Apartments Available Now
3965 Washington St, Unit 3L
3965 Washington StBoston, MA 02131
close
View Me
$3,4502 Bedroom Apartments Available Now
225 South St, Unit 3
225 South StBoston, MA 02130
close
View Me
$5,989
Total Monthly Price
Base Rent$5,690
Required Monthly Fees$299
Total Monthly Price$5,989
141 Redlands Rd, Unit SI ID1564677P
141 Redlands RdBoston, MA 02132
close
View Me
$4,865
Total Monthly Price
Base Rent$4,620
Required Monthly Fees$245
Total Monthly Price$4,865
109 Strathmore Rd, Unit SI FL2-ID1564668P
109 Strathmore RdBoston, MA 02135
close
View Me
$5,189
Total Monthly Price
Base Rent$4,926
Required Monthly Fees$263
Total Monthly Price$5,189
25 Alameda Rd, Unit SI ID1564681P
25 Alameda RdBoston, MA 02132
close
View Me
$5,400
Total Monthly Price
Base Rent$5,130
Required Monthly Fees$270
Total Monthly Price$5,400
109 Strathmore Rd, Unit SI FL2-ID1564682P
109 Strathmore RdBoston, MA 02135
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.
Showing Results 1-50, Page 1 of 7
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 | $2,291 | $1,700 | $4,230 |
| South Brookline 1 Bedroom Apartments | $2,874 | $1,300 | $5,123 |
South Brookline 2 Bedroom Apartments | $3,784 | $1,950 | $9,995 |
| South Brookline 3 Bedroom Apartments | $4,319 | $1,275 | $10,000+ |
| South Brookline 4 Bedroom Apartments | $5,242 | $1,350 | $9,000 |
| South Brookline 5 Bedroom Apartments | $5,314 | $4,300 | $7,795 |
| South Brookline 6 Bedroom Apartments | $7,104 | $6,000 | $9,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 324 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
Largest Available South Brookline 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the South Brookline area of Boston, MA is found at 44 Orkney Rd and is listed at 9,999 square feet priced from $2,600. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 44 Orkney Rd | 2 bed | 9,999 Sq Ft | $2,600 |
| Hancock Village | 2 Bed/2.5 Bath with Den Single Level - Hancock ... | 1,888 Sq Ft | $9,995 |
| Hancock Estates | 2 Bed/2.5 Bath with Den - Hancock Estates | 1,888 Sq Ft | $9,995 |
| The Adams at Hancock Village | 2 Bed/2 Bath Single Level - The Adams | 1,210 Sq Ft | $4,075 |
| The Bellevue | 2BR/2.0BA | 1,155 Sq Ft | $3,500 |
| The Franklin at Hancock Village | 2 Bed/2.5 Bath - The Franklin | 1,112 Sq Ft | $4,095 |
| Langley Terrace | 2 bed 2bath | 1,100 Sq Ft | $3,795 |
| 35 Orkney Rd | 2 bed 2 bath | 1,000 Sq Ft | $4,000 |
| Village At Brookline | Village At Brookline Two Bedroom Flat | 975 Sq Ft | $4,600 |
| Forbes Building | 936 Sq Ft | $2,900 |
Cheapest Available South Brookline 2 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| The Harvard | 2Bedroom | $2,500 |
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 Article
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.
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 Article
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.
Let everyone know!
Do you know the South Brookline area?
If you’re an expert on all things South Brookline, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleSouth Brookline, Chestnut Hill, MA
Ranked #102
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 2 Bedroom South Brookline Apartments
What is the Cheapest apartment in South Brookline with 2 Bedroom?
Currently the most affordable 2 Bedroom in South Brookline is at The Harvard listed at $2,500.
How much is the average rent for a 2 Bedroom South Brookline Apartment?
The average rent for a 2 Bedroom Apartment in South Brookline is $3,784.
What is the largest available 2 Bedroom South Brookline Apartment for rent?
Today's apartment with the most square footage in South Brookline is a 9,999 square feet unit starting from $2,600 at 44 Orkney Rd.
What is the average size for South Brookline 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in South Brookline is currently 1,199 sq ft.
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
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
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!
Articles, How-To's, and Tips
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
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.
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
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.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
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.