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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
Apartments for Rent in Chestnut Hill, MA with Parking (4,559 Rentals) Page 7 of 92
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$2,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
71 Easton St, Unit Unit 1
71 Easton StBoston, MA 02134
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$2,425
Total Monthly Price12 Month Lease Term
Studio Apartment Available Jan 2, 2026Total Monthly Price
Base Rent
$2,425
Total Monthly Price
$2,425
34 Hichborn St, Unit 204L
34 Hichborn StBoston, MA 02135
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$5,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
91 Chestnut St, Unit 6
91 Chestnut StBrookline, MA 02445
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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
39 Cypress St, Unit 2
39 Cypress StBrookline, 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
17 Roberts St, Unit #1
17 Roberts StBrookline, 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
52 Bostonia Ave, Unit 3
52 Bostonia AveBrighton, MA 02135
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$3,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
41 Whittemore Rd
41 Whittemore RdNewton, MA 02458
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
120 Brainerd Rd, Unit 1
120 Brainerd RdAllston, MA 02134
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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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$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
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
115 Glenville Ave, Unit 1
115 Glenville AveBoston, MA 02134
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
1526 Commonwealth Ave, Unit 2
1526 Commonwealth AveBoston, MA 02135
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$4,300
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
20 Claymoss Rd, Unit 1
20 Claymoss RdBoston, MA 02135
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Dec 1, 2026Total Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
36 Raymond St, Unit 36
36 Raymond StBoston, MA 02134
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$3,926
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,926
Total Monthly Price
$3,926
85 Brainerd Rd, Unit 416
85 Brainerd RdBoston, MA 02134
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$3,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
4442 Washington St, Unit 3
4442 Washington StBoston, MA 02131
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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
56 Hobson St, Unit 1
56 Hobson StBoston, MA 02135
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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
21 Wiltshire Rd, Unit 1
21 Wiltshire RdBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
22 Mansfield St, Unit 2
22 Mansfield StBoston, MA 02134
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
25 Everett St, Unit 2
25 Everett StBoston, MA 02134
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$10,200
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$10,200
Total Monthly Price
$10,200
60 Gibbs St, Unit 1
60 Gibbs StBrookline, MA 02446
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$7,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
11 Gibbs St, Unit 3
11 Gibbs 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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$4,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
17 Stearns Rd, Unit 4
17 Stearns RdBrookline, MA 02446
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$4,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
17 Stearns Rd, Unit 4
17 Stearns RdBrookline, MA 02446
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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
1485 Beacon St, Unit 2
1485 Beacon StBrookline, MA 02446
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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
1776 Beacon St, Unit 6
1776 Beacon StBrookline, MA 02445
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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
1774 Beacon St, Unit 6
1774 Beacon 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
37A Harvard St, Unit 1
37A Harvard StBrookline, MA 02445
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$2,916
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,916
Total Monthly Price
$2,916
1 Washington St, Unit 410
1 Washington StBrighton, MA 02135
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$2,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
120 Brainerd Rd, Unit 1
120 Brainerd RdAllston, MA 02134
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$2,950
Total Monthly Price6 Month Lease Term
2 Bedroom Apartment Available Dec 31Total Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
44 Waverley Ave, Unit Waverley
44 Waverley AveNewton, MA 02458
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$9,450
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$9,450
Total Monthly Price
$9,450
20 Highgate St, Unit T
20 Highgate StBoston, MA 02134
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$8,200
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$8,200
Total Monthly Price
$8,200
74 Ashford St, Unit 2
74 Ashford StBoston, MA 02134
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$8,100
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$8,100
Total Monthly Price
$8,100
20 Wadsworth St, Unit 1
20 Wadsworth StBoston, 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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$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
2 Appian Way, Unit 1
2 Appian WayBoston, MA 02134
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$2,050
Total Monthly Price12 Month Lease Term
Studio Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
1198 Commonwealth Ave, Unit 1
1198 Commonwealth AveBoston, MA 02134
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
31 Westgate Rd, Unit 1
31 Westgate RdBoston College, MA 02467
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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
313 Tappan St, Unit 3
313 Tappan StBrookline, MA 02445
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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
306 Tappan St, Unit 3A
306 Tappan StBrookline, MA 02445
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$3,075
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,075
Total Monthly Price
$3,075
53 Manchester Rd, Unit 5
53 Manchester RdBrookline, MA 02446
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$2,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
72 Saint Paul St, Unit 3
72 Saint Paul StBrookline, MA 02446
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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
37 Dwight St, Unit 2B
37 Dwight StBrookline, MA 02446
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$3,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,250
Total Monthly Price
$3,250
19 Bostonia Ave, Unit 4
19 Bostonia AveBrighton, MA 02135
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$6,567
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,567
Total Monthly Price
$6,567
65 Saint James Cir, Unit 2
65 Saint James CirNewton, MA 02458
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$2,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
1148 Commonwealth Ave, Unit 30
1148 Commonwealth AveAllston, 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
35 Pratt St, Unit 2
35 Pratt StBoston, MA 02134
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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
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.