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$3,795
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Apr 1, 2026Total Monthly Price
Base Rent
$3,795
Total Monthly Price
$3,795
16 Highgate St, Unit 303
16 Highgate StBoston, MA 02134
Pet Friendly 2 Bedroom Apartments for Rent in Chestnut Hill, MA (611 Rentals) Page 8 of 13
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$4,499
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,499
Total Monthly Price
$4,499
78 Chester St, Unit #203
78 Chester StBoston, MA 02134
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$3,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,350
Total Monthly Price
$3,350
54 Babcock St, Unit 1
54 Babcock StBrookline, MA 02446
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
20 Chester St, Unit #16
20 Chester StBoston, MA 02134
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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
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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
50 Gardner St, Unit #10
50 Gardner StBoston, MA 02134
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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
255 Kelton St, Unit #7
255 Kelton StBoston, MA 02134
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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
25 Chester St, Unit #16
25 Chester StBoston, MA 02134
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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
137 Chiswick Rd, Unit #12
137 Chiswick RdBoston, MA 02135
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$4,550
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,550
Total Monthly Price
$4,550
50 Lincoln St, Unit 603
50 Lincoln StBoston, 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
672 Washington St, Unit 3
672 Washington StBrookline, MA 02446
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$2,720
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 31Total Monthly Price
Base Rent
$2,720
Total Monthly Price
$2,720
245 Kelton St, Unit 24
245 Kelton StBoston, MA 02134
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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
42 Gardner St, Unit #2B
42 Gardner StBoston, MA 02134
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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
1423 Commonwealth Ave, Unit #5
1423 Commonwealth 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
144 North Beacon St, Unit #B2
144 North Beacon StBoston, 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
1082 Commonwealth Ave, Unit 206
1082 Commonwealth AveBoston, MA 02215
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$3,450
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
42 Englewood Ave, Unit 6
42 Englewood AveBoston, MA 02135
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$3,499
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,499
Total Monthly Price
$3,499
154 North Beacon St, Unit #A2
154 North Beacon StBoston, MA 02135
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$3,499
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,499
Total Monthly Price
$3,499
140 North Beacon St, Unit #A2
140 North Beacon StBoston, MA 02135
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$4,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
97 Green St, Unit 3
97 Green StBoston, MA 02130
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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
80 Gardner St, Unit 24
80 Gardner StBoston, MA 02132
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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
203 Everett St, Unit #1
203 Everett StBoston, MA 02134
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$2,870
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,870
Total Monthly Price
$2,870
77 Chiswick Rd, Unit #67-4
77 Chiswick RdBoston, MA 02135
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
245 Kelton St, Unit 24
245 Kelton StBoston, MA 02134
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$2,920
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,920
Total Monthly Price
$2,920
239 Kelton St, Unit 24
239 Kelton StBoston, MA 02134
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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
22 Chiswick Rd, Unit #7
22 Chiswick 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
315 Foster St, Unit 2017 COMM AVE
315 Foster StBoston, 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
42 Englewood Ave, Unit #47-6
42 Englewood 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
50 Ashford St, Unit 5
50 Ashford StBoston, MA 02134
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$3,399
Total Monthly Price10 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,399
Total Monthly Price
$3,399
80 Chestnut Hill Ave, Unit #101
80 Chestnut Hill AveBoston, 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
44 Portsmouth St, Unit #2L
44 Portsmouth StBoston, 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
25 South St, Unit #31 - B2
25 South StBoston, MA 02135
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$3,795
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,795
Total Monthly Price
$3,795
16 Highgate St, Unit #303
16 Highgate StBoston, MA 02134
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$3,875
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Mar 1, 2026Total Monthly Price
Base Rent
$3,875
Total Monthly Price
$3,875
39 Englewood Ave, Unit 6
39 Englewood AveBoston, MA 02135
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$4,895
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,895
Total Monthly Price
$4,895
58 Leo M Birmingham Pky, Unit #6-03
58 Leo M Birmingham PkyBoston, MA 02135
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$3,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
1463 Beacon St, Unit 3
1463 Beacon StBrookline, MA 02446
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$4,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
455 Harvard St, Unit 204
455 Harvard StBrookline, MA 02446
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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
149 Chiswick Rd, Unit 212
149 Chiswick 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
231 High St, Unit 1
231 High StBrookline, MA 02445
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$2,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
208 Kelton St, Unit #240 - 7
208 Kelton StBoston, MA 02134
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$3,100
Total Monthly Price10 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
43 Selkirk Rd, Unit #4
43 Selkirk RdBoston, 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
84 Gordon St, Unit 402
84 Gordon StBoston, MA 02135
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$4,150
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
104 Warren St, Unit 2
104 Warren StBoston, 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
7 High Street Pl, Unit 2
7 High Street PlBrookline, MA 02445
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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
321 Summit Ave, Unit 1
321 Summit AveBoston, MA 02135
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$4,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
1 Everett St, Unit 203
1 Everett StBoston, MA 02134
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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
231 High St, Unit 1
231 High StBrookline, MA 02445
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$2,450
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
45 Gordon St, Unit 3
45 Gordon StBoston, MA 02134
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$3,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
15 Everett St, Unit 1 -#201
15 Everett StBoston, MA 02134
Chestnut Hill, 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 | $2,471 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,796 | $950 | $6,298 |
| Chestnut Hill 2 Bedroom Apartments | $3,472 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,038 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,786 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,034 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,221 | $1,150 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Explore Chestnut Hill
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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 Stony Brook Village listed at $2,120.
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 $3,472.
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 square feet unit at .
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 2,213 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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.