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$3,195
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,195
Total Monthly Price
$3,195
16 Glenville Ave, Unit 8
16 Glenville AveBoston, MA 02134
Apartments for Rent in Chestnut Hill, MA with Parking (4,525 Rentals) Page 9 of 91
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$2,695
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,695
Total Monthly Price
$2,695
66 Hano St, Unit 4
66 Hano StBoston, MA 02134
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$6,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,800
Total Monthly Price
$6,800
17 Garrison Rd, Unit 1
17 Garrison RdBrookline, MA 02445
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$5,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
15 Garrison Rd, Unit 3
15 Garrison RdBrookline, MA 02445
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$4,395
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,395
Total Monthly Price
$4,395
10 Homer St, Unit 1
10 Homer StBrookline, MA 02445
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$3,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
736 Washington St, Unit 5
736 Washington StBrookline, MA 02446
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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
21 Westbourne Ter, Unit 1D
21 Westbourne TerBrookline, MA 02446
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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
90 Marion St, Unit 3
90 Marion StBrookline, MA 02446
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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
109 Babcock St, Unit 3
109 Babcock StBrookline, MA 02446
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$9,600
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 1, 2026Total Monthly Price
Base Rent
$9,600
Total Monthly Price
$9,600
5 Ayr Rd, Unit 1
5 Ayr RdBoston, MA 02135
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
11 Pomeroy St, Unit 11
11 Pomeroy StBoston, MA 02134
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
35 Pratt St, Unit U1
35 Pratt StBoston, MA 02134
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$3,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,950
Total Monthly Price
$3,950
21 5th Ave, Unit 21
21 5th AveWatertown, MA 02472
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$3,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
90 Kilsyth Rd, Unit 37
90 Kilsyth RdBoston, MA 02135
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$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
1254 Commonwealth Ave, Unit 3
1254 Commonwealth AveBoston, MA 02134
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
1400 Commonwealth Ave, Unit 6
1400 Commonwealth AveBoston, MA 02134
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$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
15 North Beacon St, Unit 1
15 North Beacon StBoston, MA 02134
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$10,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$10,000
Total Monthly Price
$10,000
77 Thorndike St
77 Thorndike StBrookline, MA 02446
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$8,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
6 Claflin Rd
6 Claflin RdBrookline, MA 02445
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$7,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
6 Claflin Rd, Unit 4
6 Claflin RdBrookline, MA 02445
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$4,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
119 Chestnut St
119 Chestnut StBrookline, 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
15 Alton Pl, Unit 11D
15 Alton PlBrookline, MA 02446
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$2,800
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
1431 Beacon St, Unit 202
1431 Beacon StBrookline, MA 02446
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$2,600
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
16 Winchester St, Unit 33
16 Winchester StBrookline, MA 02446
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$2,400
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
1531 Beacon St, Unit 2S
1531 Beacon StBrookline, MA 02446
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
12 Gardner St, Unit R
12 Gardner StNewton, MA 02458
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$8,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 24, 2026Total Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
26 Foster St, Unit 2T
26 Foster StBoston, MA 02135
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$5,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
11 Wadsworth St, Unit 1T
11 Wadsworth StBoston, MA 02134
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$5,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$5,100
Total Monthly Price
$5,100
61 Pond St, Unit 1
61 Pond StBoston, MA 02130
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$5,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
51 Gardner St, Unit 1
51 Gardner StBoston, MA 02134
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$4,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
42 Brainerd Rd, Unit #3
42 Brainerd RdBoston, MA 02134
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$4,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Dec 31Total Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
28 Linden St, Unit #1
28 Linden StBoston, MA 02134
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
41 Orkney Rd, Unit 3
41 Orkney RdBoston, MA 02135
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$3,295
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,295
Total Monthly Price
$3,295
218 Market St, Unit 201
218 Market 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
19 Cresthill Rd, Unit #1
19 Cresthill RdBoston, MA 02135
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$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
594 Cambridge St, Unit #1
594 Cambridge StBoston, MA 02134
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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
8 Gardner St, Unit #1
8 Gardner StBoston, MA 02134
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$2,495
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,495
Total Monthly Price
$2,495
20 Kelley Ct, Unit 20
20 Kelley CtBoston, MA 02135
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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
48 Gardena St, Unit #1
48 Gardena StBoston, MA 02135
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$2,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
842 South St, Unit #1B
842 South StBoston, MA 02131
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$1,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,900
Total Monthly Price
$1,900
57 Oak Square Ave
57 Oak Square AveBoston, MA 02135
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$1,775
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,775
Total Monthly Price
$1,775
48 Strathmore Rd, Unit #23
48 Strathmore RdBoston, MA 02135
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$3,335
Total Monthly Price11 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,335
Total Monthly Price
$3,335
10 Sherman Rd, Unit 706
10 Sherman RdBoston College, MA 02467
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$5,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
19 University Rd, Unit 3
19 University RdBrookline, MA 02445
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$5,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
30 Babcock St, Unit 1
30 Babcock StBrookline, MA 02446
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$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
303 Tappan St, Unit 3
303 Tappan StBrookline, MA 02445
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$3,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
1601 Beacon St, Unit 411
1601 Beacon StBrookline, MA 02446
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$3,550
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,550
Total Monthly Price
$3,550
1471 Beacon St, Unit 4
1471 Beacon StBrookline, MA 02446
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$4,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
16 Linder Ter, Unit 16 Linder
16 Linder TerNewton, MA 02458
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$12,600
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$12,600
Total Monthly Price
$12,600
30 Wadsworth St
30 Wadsworth 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 | $2,467 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,783 | $950 | $6,573 |
| Chestnut Hill 2 Bedroom Apartments | $3,454 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,050 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,789 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,051 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,023 | $1,150 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Getting Around Chestnut Hill, MA
Walk Score®
54 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
46 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Chestnut Hill Apartments with Parking
What is the Cheapest Parking apartment in Chestnut Hill?
Currently the most affordable Apartment in Chestnut Hill with Parking is at 21 Granfield Ave, Unit 1 listed at $1,000.
How much is the average rent for Chestnut Hill Apartments with Parking?
The average rent for a Apartment in Chestnut Hill with Parking is $3,904.
What is the largest Chestnut Hill Apartment for rent with Parking?
Today's Apartment with Parking and the most square footage in Chestnut Hill is a 10,000 square feet unit starting from $4,100 at 759 Boylston St, Unit 2.
What is the average size for Chestnut Hill Apartments for rent with Parking?
The average size for a rental with Parking in Chestnut Hill is currently at 2,890 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
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.
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.
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.