close
View Me
$2,800 - $4,500
Plus Fees
2 Bedroom Apartments Available Now35 Orkney Rd
35 Orkney RdBoston, MA 02135
2 Bedroom Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (437 Rentals)
close
View Me
$2,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
70 Strathmore Rd, Unit 2B
70 Strathmore RdBoston, MA 02135
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
94 Bourne St, Unit 94 Bourne St #1
94 Bourne StBoston, MA 02130
close
View Me
$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,500 - $2,900
Total Monthly Price
$2,500 - $2,900
8 Chiswick Rd
8 Chiswick RdBoston, MA 02135
close
View Me
$2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,000 - $2,650
Total Monthly Price
$2,000 - $2,650
19 Lanark Rd
19 Lanark RdBoston, MA 02135
close
View Me
$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400 - $3,100
Total Monthly Price
$2,400 - $3,100
22 Chiswick Rd
22 Chiswick RdBoston, MA 02135
close
View Me
$3,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,750 - $4,140
Total Monthly Price
$3,750 - $4,140
39 Cummins Hwy
39 Cummins HwyBoston, MA 02131
close
View Me
$3,200 - $3,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jun 30Total Monthly Price
Base Rent
$3,200 - $3,350
Total Monthly Price
$3,200 - $3,350
37 Farquhar St
37 Farquhar StBoston, MA 02131
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
24 Lanark Rd, Unit 2
24 Lanark RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
69 Strathmore Rd
69 Strathmore RdBoston, MA 02135
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
close
View Me
$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
249 Chestnut Hill Ave
249 Chestnut Hill AveBoston, MA 02135
close
View Me
$4,150
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
42 Englewood Ave, Unit 6
42 Englewood AveBoston, MA 02135
close
View Me
$3,150
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
116 Englewood Ave
116 Englewood AveBoston, MA 02135
close
View Me
$3,450
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
12 Parkton Rd, Unit 1
12 Parkton RdBoston, MA 02130
close
View Me
$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
51 Custer St
51 Custer StBoston, MA 02130
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
17 Wolfe St, Unit 17 Wolfe St West Roxbury
17 Wolfe StBoston, MA 02132
close
View Me
$3,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal 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 Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,700 - $3,100
Total Monthly Price
$2,700 - $3,100
3985 Washington St
3985 Washington StBoston, MA 02131
close
View Me
$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
69 Strathmore Rd, Unit 4
69 Strathmore RdBoston, MA 02135
close
View Me
$3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jun 30Total Monthly Price
Base Rent
$3,050
Total Monthly Price
$3,050
46 Orkney Rd, Unit 2
46 Orkney RdBoston, MA 02135
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.
close
View Me
$2,850 - $3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,850 - $3,100
Total Monthly Price
$2,850 - $3,100
63 Selkirk Rd
63 Selkirk RdBoston, MA 02135
close
View Me
$3,100 - $3,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100 - $3,850
Total Monthly Price
$3,100 - $3,850
31 South St
31 South StBoston, MA 02130
close
View Me
$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
52 Strathmore Rd, Unit 25
52 Strathmore RdBoston, MA 02135
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
43 Orkney Rd, Unit 3
43 Orkney RdBoston, MA 02135
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
1933 Commonwealth Ave, Unit 409
1933 Commonwealth AveBoston, MA 02135
close
View Me
$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
51 Custer St, Unit 1
51 Custer StBoston, MA 02130
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
2 Sutherland Rd, Unit 3
2 Sutherland RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
63 Selkirk Rd, Unit C
63 Selkirk RdBoston, MA 02135
close
View Me
$2,750
Total Monthly Price9 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
63 Selkirk Rd, Unit 11
63 Selkirk RdBoston, MA 02135
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
63 Selkirk Rd, Unit 6
63 Selkirk RdBoston, MA 02135
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.
close
View Me
$3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,050 - $4,000
Total Monthly Price
$3,050 - $4,000
45 Selkirk Rd
45 Selkirk RdBoston, MA 02135
close
View Me
$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal 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 Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,050
Total Monthly Price
$4,050
126 Englewood Ave, Unit 2
126 Englewood AveBoston, MA 02135
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
6 Sutherland Rd, Unit 3
6 Sutherland RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
69 Strathmore Rd, Unit Apt5
69 Strathmore RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
6 Sutherland Rd, Unit #3
6 Sutherland RdBoston, MA 02135
close
View Me
$4,195
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,195
Total Monthly Price
$4,195
14 Selkirk Rd, Unit 2
14 Selkirk RdBoston, MA 02135
close
View Me
$2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
242 Belgrade Ave
242 Belgrade AveBoston, MA 02131
close
View Me
$3,500 - $3,690
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500 - $3,690
Total Monthly Price
$3,500 - $3,690
31 Cummins Hwy
31 Cummins HwyBoston, MA 02131
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
12 Sutherland Rd, Unit 3
12 Sutherland RdBoston, MA 02135
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
close
View Me
$3,475
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$3,475
Total Monthly Price
$3,475
48 Englewood Ave, Unit 6
48 Englewood AveBoston, MA 02135
close
View Me
$2,875
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal 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
$3,225 - $3,275
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal 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
$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
1992 Commonwealth Ave
1992 Commonwealth AveBoston, MA 02135
close
View Me
$3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,100 - $4,000
Total Monthly Price
$2,100 - $4,000
163 Strathmore Rd
163 Strathmore RdBoston, MA 02135
close
View Me
$3,175
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,175
Total Monthly Price
$3,175
46 Englewood Ave, Unit 6
46 Englewood AveBoston, MA 02135
close
View Me
$3,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
8 Thomas St, Unit 1
8 Thomas StBoston, MA 02130
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
1990 Commonwealth Ave
1990 Commonwealth AveBoston, MA 02135
close
View Me
$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jun 15Total 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 Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,450 - $4,650
Total Monthly Price
$2,450 - $4,650
1999 Commonwealth Ave
1999 Commonwealth AveBoston, MA 02135
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $2,419 | $1,600 | $4,950 |
| South Brookline 1 Bedroom Apartments | $2,864 | $1,400 | $5,293 |
South Brookline 2 Bedroom Apartments | $3,842 | $2,200 | $10,000+ |
| South Brookline 3 Bedroom Apartments | $4,413 | $1,400 | $10,000+ |
| South Brookline 4 Bedroom Apartments | $5,518 | $3,200 | $10,000+ |
| South Brookline 5 Bedroom Apartments | $5,801 | $3,195 | $8,500 |
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 437 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
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 Hancock Village and is listed at 1,888 square feet priced from $10,805. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Hancock Village | 2 Bed/2.5 Bath with Den Single Level - Hancock ... | 1,888 Sq Ft | $10,805 |
| Hancock Estates | 2 Bed/2.5 Bath with Den - Hancock Estates | 1,888 Sq Ft | $10,805 |
| The Franklin at Hancock Village | 2 Bed/2.5 Bath - The Franklin | 1,441 Sq Ft | $4,095 |
| The Adams at Hancock Village | 2 Bed/2 Bath Single Level - The Adams | 1,210 Sq Ft | $4,345 |
| Avalon at Chestnut Hill | B2 | 1,125 Sq Ft | $4,570 |
| Langley Terrace | 2 bed 2bath | 1,100 Sq Ft | $3,795 |
| 20 Thornton Rd | 2 bed Open Arlington | 1,037 Sq Ft | $3,395 |
| 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 |
|---|---|---|
| Centre Street Apartments, 1799 | 2 Bedroom / 1 Bath | $2,200 |
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
Top 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.
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 #97
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 Centre Street Apartments, 1799 listed at $2,200.
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 $3,842.
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 1,888 square feet unit starting from $10,805 at Hancock Village.
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 1,312 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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.