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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
164 Winthrop Rd, Unit 3
164 Winthrop RdBrookline, MA 02445
Apartments for Rent in Chestnut Hill, MA with Parking (4,525 Rentals) Page 8 of 91
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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
6 Saint Paul St, Unit #1
6 Saint Paul StBrookline, MA 02446
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$2,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
1476 Beacon St, Unit 3C
1476 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 1
16 Linder TerNewton, MA 02458
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$6,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,400
Total Monthly Price
$6,400
229 Chestnut Hill Ave, Unit 1
229 Chestnut Hill AveBoston, MA 02135
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$3,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
35 Waverly St, Unit 3
35 Waverly StBoston, MA 02135
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$3,650
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,650
Total Monthly Price
$3,650
522 Mount Auburn St, Unit 520 #1
522 Mount Auburn StWatertown, MA 02472
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$3,350
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$3,350
Total Monthly Price
$3,350
132 Glenville Ave, Unit 2
132 Glenville AveBoston, MA 02134
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$3,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
348 Faneuil St, Unit 2
348 Faneuil StBoston, MA 02135
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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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$2,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
73 Turner St, Unit #1
73 Turner StBoston, MA 02135
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$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
240 Independence Dr, Unit 1
240 Independence DrBoston College, MA 02467
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$7,000
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,000
Total Monthly Price
$7,000
152 Winchester St, Unit 1
152 Winchester StBrookline, MA 02446
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$6,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,995
Total Monthly Price
$6,995
1471 Beacon St, Unit 6
1471 Beacon StBrookline, MA 02446
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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
9 University Rd, Unit 3A
9 University RdBrookline, MA 02445
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
186 Naples Rd, Unit 3
186 Naples RdBrookline, MA 02446
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
1793 Beacon St, Unit 5
1793 Beacon StBrookline, MA 02445
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$3,795
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,795
Total Monthly Price
$3,795
1857 Beacon St, Unit 2F
1857 Beacon StBrookline, MA 02445
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$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
217 Fuller St, Unit 3
217 Fuller StBrookline, MA 02446
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$1,200
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,200
Total Monthly Price
$1,200
152 Winchester St, Unit 1
152 Winchester StBrookline, MA 02446
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$9,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,500
Total Monthly Price
$9,500
15 Radnor Rd, Unit 15 Radnor Road
15 Radnor RdBoston, MA 02135
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$7,300
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,300
Total Monthly Price
$7,300
35 Pratt St, Unit 2
35 Pratt StBoston, MA 02134
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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
120 Kenrick St
120 Kenrick StBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
20 South St, Unit 2
20 South StBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
15 South St, Unit 2
15 South StBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
16 South St, Unit 4
16 South StBoston, MA 02135
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$4,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$4,900
Total Monthly Price
$4,900
29 Mount Hood Rd, Unit 12
29 Mount Hood RdBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
45 Allston St, Unit 1
45 Allston StBoston, MA 02134
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$4,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 13, 2026Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
15 Union St, Unit #2
15 Union StBoston, MA 02135
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$3,700
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
3 Aldie St, Unit 1
3 Aldie StBoston, MA 02134
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$9,995
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,995
Total Monthly Price
$9,995
1726 Beacon St, Unit 1726
1726 Beacon StBrookline, MA 02445
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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
15 Garrison Rd, Unit 1
15 Garrison RdBrookline, MA 02445
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$4,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
18 Dean Rd, Unit 12-3A
18 Dean RdBrookline, MA 02445
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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
1774 Beacon St, Unit 6
1774 Beacon StBrookline, MA 02445
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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
316 Tappan St, Unit 1B
316 Tappan StBrookline, MA 02445
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$3,095
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,095
Total Monthly Price
$3,095
72 Saint Paul St, Unit 6
72 Saint Paul StBrookline, 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
1798 Beacon St, Unit B4
1798 Beacon StBrookline, MA 02445
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$2,495
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,495
Total Monthly Price
$2,495
21 Fairbanks St, Unit 31
21 Fairbanks StBrookline, MA 02446
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$6,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,700
Total Monthly Price
$6,700
17 Holman St, Unit 1
17 Holman StBoston, MA 02134
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$6,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,600
Total Monthly Price
$6,600
8 Saint Lukes Rd, Unit 3
8 Saint Lukes RdBoston, MA 02134
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$4,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Oct 31, 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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$4,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
145 Englewood Ave, Unit 2
145 Englewood AveBoston, MA 02135
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
40 Brainerd Rd, Unit B
40 Brainerd RdBoston, 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
11 Pomeroy St, Unit 11
11 Pomeroy StBoston, MA 02134
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$3,999
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,999
Total Monthly Price
$3,999
5 Gardner Ter, Unit 10
5 Gardner TerBoston, MA 02134
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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
60 Leo M Birmingham Pky, Unit 506
60 Leo M Birmingham PkyBoston, MA 02135
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
32 Reedsdale St, Unit 2
32 Reedsdale StBoston, MA 02134
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$3,750
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,750
Total Monthly Price
$3,750
340 Market St, Unit 1
340 Market StBoston, MA 02135
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$3,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
25 Chester St, Unit 3
25 Chester StBoston, MA 02134
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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
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.