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$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
39 Montfern Ave, Unit 3
39 Montfern AveBoston, MA 02135
Apartments for Rent in Chestnut Hill, MA with Parking (4,551 Rentals) Page 6 of 92
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$3,300
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
74 Dunboy St, Unit 2
74 Dunboy StBoston, MA 02135
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$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 2, 2026Total Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
22 Adamson St, Unit 2A
22 Adamson StBoston, MA 02134
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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
183 Harvard Ave, Unit 7
183 Harvard AveBoston, MA 02134
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
4 Adella Pl, Unit 1
4 Adella PlBoston, MA 02134
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
582 Cambridge St, Unit 3
582 Cambridge StBoston, MA 02134
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
163 Chestnut Hill Ave, Unit 202
163 Chestnut Hill AveBoston, MA 02135
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$2,995
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
91 Wallingford Rd, Unit 3
91 Wallingford RdBoston, MA 02135
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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
14 Westford St, Unit 16 Westford St. #8
14 Westford 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
7 Imrie Rd, Unit 1
7 Imrie RdBoston, MA 02134
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$2,745
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,745
Total Monthly Price
$2,745
1795 Commonwealth Ave, Unit 1
1795 Commonwealth AveBoston, MA 02135
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$2,695
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,695
Total Monthly Price
$2,695
27 Harriet St
27 Harriet StBoston, MA 02135
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$2,195
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,195
Total Monthly Price
$2,195
141 Sutherland Rd, Unit A
141 Sutherland RdBoston, 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
31 Westgate Rd, Unit 5
31 Westgate RdBoston College, MA 02467
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$10,700
Total Monthly Price1 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$10,700
Total Monthly Price
$10,700
1566 Beacon St
1566 Beacon StBrookline, MA 02446
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$4,495
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,495
Total Monthly Price
$4,495
26 Kilsyth Rd, Unit 1
26 Kilsyth 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
8 Alton Pl, Unit #5
8 Alton PlBrookline, MA 02446
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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
95 Boylston St, Unit 3R
95 Boylston StBrookline, MA 02445
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$3,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,750
Total Monthly Price
$3,750
38 Babcock St, Unit 1
38 Babcock StBrookline, MA 02446
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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
41 Marion St, Unit 8A
41 Marion StBrookline, MA 02446
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$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
94 Babcock St, Unit 110-38
94 Babcock StBrookline, MA 02446
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$3,500
Total Monthly Price12 Month Lease Term
Studio Apartment Available Apr 3, 2026Total Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
24 Warwick Rd, Unit B
24 Warwick RdBrookline, MA 02445
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
47 Kilsyth Rd, Unit 47A
47 Kilsyth RdBrookline, MA 02445
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$2,400
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
37A Harvard St, Unit 1
37A Harvard 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
2001 Commonwealth Ave, Unit 16
2001 Commonwealth AveBrighton, 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
120 Brainerd Rd, Unit 109-2
120 Brainerd RdAllston, MA 02134
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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
48 Pratt St
48 Pratt StBoston, MA 02134
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
209 Chestnut Hill Ave, Unit 1
209 Chestnut Hill AveBoston, 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
14 Breck Ave, Unit 2
14 Breck AveBoston, MA 02135
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$3,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,850
Total Monthly Price
$3,850
1065 Commonwealth Ave, Unit 4-47
1065 Commonwealth AveBoston, MA 02215
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$3,610
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,610
Total Monthly Price
$3,610
15 North Beacon St, Unit 803
15 North Beacon StBoston, MA 02134
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$3,475
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,475
Total Monthly Price
$3,475
1412 Commonwealth Ave, Unit 19
1412 Commonwealth AveBoston, MA 02135
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
150 North Beacon St, Unit A2
150 North Beacon StBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
15 Parkton Rd, Unit 3
15 Parkton RdBoston, MA 02130
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
15 Parkton Rd, Unit 3
15 Parkton RdBoston, MA 02130
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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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$2,700
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 15, 2026Total Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
75 Aldie St, Unit 1
75 Aldie StBoston, MA 02134
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$2,650
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
63 Belgrade Ave, Unit 103
63 Belgrade AveBoston, MA 02131
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$4,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,900
Total Monthly Price
$4,900
1624 Beacon St
1624 Beacon 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
91 Winthrop Rd, Unit #1
91 Winthrop RdBrookline, MA 02445
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$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
23 Roberts St, Unit #1
23 Roberts StBrookline, MA 02445
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$2,400
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
40 Harvard Ave, Unit #1
40 Harvard AveBrookline, MA 02446
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$2,075
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,075
Total Monthly Price
$2,075
17 Kilsyth Rd, Unit #1
17 Kilsyth RdBrookline, MA 02445
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$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
1997 Commonwealth Ave, Unit 27
1997 Commonwealth AveBrighton, MA 02135
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$2,595
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,595
Total Monthly Price
$2,595
33 Walbridge St, Unit 19
33 Walbridge StAllston, MA 02134
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$1,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,300
Total Monthly Price
$1,300
53 Crescent Ave, Unit 53 Crescent Ave.
53 Crescent AveNewton, MA 02459
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$11,000
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 15, 2026Total Monthly Price
Base Rent
$11,000
Total Monthly Price
$11,000
1777 Commonwealth Ave, Unit 1
1777 Commonwealth AveBoston, MA 02135
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$7,400
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,400
Total Monthly Price
$7,400
46 Gardner St, Unit 3
46 Gardner StBoston, MA 02134
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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
48 Pratt St, Unit 1
48 Pratt StBoston, MA 02134
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$6,925
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,925
Total Monthly Price
$6,925
1789 Commonwealth Ave, Unit 2
1789 Commonwealth AveBoston, 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 | $2,466 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,778 | $950 | $6,573 |
| Chestnut Hill 2 Bedroom Apartments | $3,451 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,048 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,792 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,048 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,039 | $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 75 Allston St, Unit PARKING listed at $100.
How much is the average rent for Chestnut Hill Apartments with Parking?
The average rent for a Apartment in Chestnut Hill with Parking is $3,899.
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 $3,095 at 126 Englewood Ave, 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 2,905 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.