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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
4 Bedroom Apartments for Rent in Chestnut Hill, MA (723 Rentals) Page 2 of 15
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$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 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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$4,600
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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$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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$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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$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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$10,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$10,000
Total Monthly Price
$10,000
77 Thorndike St
77 Thorndike StBrookline, MA 02446
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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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$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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$4,800
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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$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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$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
21 Chester St, Unit 3
21 Chester StBoston, MA 02134
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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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$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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$5,800
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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$2,800
Total Monthly Price9 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
78 Glendower Rd, Unit 2
78 Glendower RdBoston, MA 02131
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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 1A
35 Pratt 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
3 Washburn Ter, Unit 3
3 Washburn TerBrookline, MA 02446
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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
40 Brainerd Rd, Unit 3
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
6 Beals St
6 Beals StBrookline, MA 02446
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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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$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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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
34 Pratt St, Unit 2
34 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
28 Glenville Ave, Unit 2
28 Glenville AveBoston, 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
87 Thorndike St, Unit 2
87 Thorndike StBrookline, MA 02446
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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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$3,895
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,895
Total Monthly Price
$3,895
165 Everett St, Unit 303
165 Everett StBoston, MA 02134
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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
23 Saint Lukes Rd, Unit 2
23 Saint Lukes RdBoston, MA 02134
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$4,850
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,850
Total Monthly Price
$4,850
46 Gardner St, Unit 3
46 Gardner StBoston, MA 02134
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$4,900
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,900
Total Monthly Price
$4,900
135 Brook St, Unit 2
135 Brook 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
141 Sutherland Rd, Unit 2
141 Sutherland RdBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
209 Chestnut Hill Ave, Unit 2
209 Chestnut Hill AveBoston, MA 02135
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$6,250
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,250
Total Monthly Price
$6,250
40 Chester St, Unit 3
40 Chester StBoston, MA 02134
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$6,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
91 Verndale St, Unit Apartment #3
91 Verndale StBrookline, MA 02446
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$7,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,600
Total Monthly Price
$7,600
235 Chestnut Hill Ave, Unit 1
235 Chestnut Hill AveBoston, MA 02135
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$1,225
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,225
Total Monthly Price
$1,225
166 Allston St, Unit 4
166 Allston StBoston, MA 02134
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$3,875
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,875
Total Monthly Price
$3,875
165 Allston St, Unit 4
165 Allston StBoston, MA 02134
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$4,775
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,775
Total Monthly Price
$4,775
20 Highgate St, Unit 302
20 Highgate StBoston, MA 02134
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$6,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,600
Total Monthly Price
$6,600
15 White Pl
15 White PlBrookline, MA 02445
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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
41 Orkney Rd, Unit 3
41 Orkney RdBoston, MA 02135
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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
41 Orkney Rd, Unit 3A
41 Orkney RdBoston, MA 02135
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$3,545
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,545
Total Monthly Price
$3,545
169 Tremont St, Unit 2
169 Tremont StNewton, MA 02458
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$7,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
23 Winslow Rd, Unit 2
23 Winslow RdBrookline, MA 02446
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$5,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
11 Park, Unit 6A
11 ParkBrookline, MA 02446
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$5,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
27 Ransom Rd, Unit 2
27 Ransom RdBoston, MA 02135
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$5,100
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,100
Total Monthly Price
$5,100
26 Playstead Rd, Unit #2
26 Playstead RdNewton, MA 02458
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$5,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
191 Winthrop Rd, Unit 1
191 Winthrop RdBrookline, MA 02445
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$3,575
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,575
Total Monthly Price
$3,575
11 Mount Hood Rd, Unit 6
11 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
48 Shannon St, Unit 2
48 Shannon StBoston, 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 | $2,460 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,786 | $950 | $6,298 |
| Chestnut Hill 2 Bedroom Apartments | $3,474 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,039 | $950 | $10,000+ |
Chestnut Hill 4 Bedroom Apartments | $4,787 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,058 | $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.
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Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 488 Studio Apartments in Chestnut Hill with rent ranges from $1,100 to $5,650 with an average price of $2,460.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $950 to $6,298 with an average monthly rent of $2,786.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $375 to $21,050. Today's average rental price for Two Bedrooms here is $3,474.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 983 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $950 to $12,500 - averaging $4,039 for the location.
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.
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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.