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$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 Chestnut Hill Neighborhood of Boston, MA (165 Rentals)
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$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
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$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
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$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
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$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
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$2,995 - $3,095
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995 - $3,095
Total Monthly Price
$2,995 - $3,095
124 Sutherland Rd
124 Sutherland RdBoston, MA 02135
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$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
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$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
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$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
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$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
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.
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$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
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$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
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$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
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$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
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$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
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$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
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$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
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$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
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$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
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$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
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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$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
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$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
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
123 Sutherland Rd, Unit N
123 Sutherland RdBoston, MA 02135
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$2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
59 Lanark Rd, Unit 12
59 Lanark RdBoston, MA 02135
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$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
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$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
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$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
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$3,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
2025 Commonwealth Ave, Unit 7
2025 Commonwealth AveBoston, MA 02135
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$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
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$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
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.
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$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
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$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
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$2,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
17 Kinross Rd, Unit 7
17 Kinross RdBoston, MA 02135
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$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
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$3,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,650
Total Monthly Price
$3,650
15 South St, Unit B2
15 South StBoston, MA 02135
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$2,625
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,625
Total Monthly Price
$2,625
131 Sutherland Rd, Unit H
131 Sutherland RdBoston, MA 02135
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$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
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$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
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$4,675
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,675
Total Monthly Price
$4,675
2009 Commonwealth Ave
2009 Commonwealth AveBoston, MA 02135
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$4,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,250
Total Monthly Price
$4,250
2021 Commonwealth Ave, Unit 1
2021 Commonwealth AveBoston, 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
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$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
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$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
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$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
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$3,000 - $3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000 - $3,050
Total Monthly Price
$3,000 - $3,050
77 Chiswick Rd
77 Chiswick RdBoston, MA 02135
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$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
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$3,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,995
Total Monthly Price
$3,995
10 Selkirk Rd, Unit 3
10 Selkirk RdBoston, MA 02135
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$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
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$2,850
Total Monthly Price8 Month Lease Term
2 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
77 Chiswick Rd, Unit 67-4
77 Chiswick RdBoston, MA 02135
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$2,999
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,999
Total Monthly Price
$2,999
111 Sutherland Rd, Unit #5
111 Sutherland RdBoston, MA 02135
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$2,999
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,999
Total Monthly Price
$2,999
2 Lothian Rd, Unit #116
2 Lothian RdBoston, 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.
Chestnut Hill, Boston, MA Local Guide
How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,379 | $1,850 | $4,950 |
| Chestnut Hill 1 Bedroom Apartments | $2,623 | $1,200 | $5,293 |
Chestnut Hill 2 Bedroom Apartments | $3,332 | $1,950 | $6,205 |
| Chestnut Hill 3 Bedroom Apartments | $4,242 | $2,500 | $8,030 |
| Chestnut Hill 4 Bedroom Apartments | $5,223 | $1,050 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $5,992 | $3,195 | $7,950 |
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 165 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Largest Available Chestnut Hill 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Chestnut Hill area of Boston, MA is found at Langley Terrace and is listed at 1,100 square feet priced from $3,795. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Langley Terrace | 2 bed 2bath | 1,100 Sq Ft | $3,795 |
| 35 Orkney Rd | 2 bed 2 bath | 1,000 Sq Ft | $4,000 |
| Reservoir Towers | 2 Bed 1 Bath | 860 Sq Ft | $4,125 |
| 286 & 288 Chestnut Hill Avenue | Two Bedroom | 780 Sq Ft | $2,900 |
| 31-35 South Street | Two Bedroom One Bathroom | 692 Sq Ft | $3,000 |
Frequently Asked Questions about 2 Bedroom Chestnut Hill Apartments
What is the Cheapest apartment in Chestnut Hill with 2 Bedroom?
Currently the most affordable 2 Bedroom in Chestnut Hill is at listed at .
How much is the average rent for a 2 Bedroom Chestnut Hill Apartment?
The average rent for a 2 Bedroom Apartment in Chestnut Hill is $3,332.
What is the largest available 2 Bedroom Chestnut Hill Apartment for rent?
Today's apartment with the most square footage in Chestnut Hill is a 1,100 square feet unit starting from $3,795 at Langley Terrace.
What is the average size for Chestnut Hill 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chestnut Hill is currently 859 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.