104 Warren St, Unit 3
104 Warren St
BostonMA02135
Homes for Rent in Chestnut Hill, MA Under $4,500 (3,066 Rentals) Page 12 of 62
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$3,995
Total Monthly Price
4 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,995
Total Monthly Price
$3,995
14 Gardner St
14 Gardner StBoston, MA 02134
27 Champney St, Unit 1
27 Champney St
BostonMA02135
169 Tremont St, Unit 1
169 Tremont St
NewtonMA02458
12 Selkirk Rd
BostonMA02135
1 Nevins Hill Way, Unit 510
1 Nevins Hill Way
BostonMA02135
62 Cypress St
BrooklineMA02445
169 Tremont St, Unit 2
169 Tremont St
NewtonMA02458
1789 Commonwealth Ave, Unit 3
1789 Commonwealth Ave
BostonMA02135
62 Gordon St, Unit 2
62 Gordon St
BostonMA02134
137 Englewood Ave
BostonMA02135
62 Gordon St
BostonMA02134
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$3,960
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,960
Total Monthly Price
$3,960
1284 Beacon St
1284 Beacon StBrookline, MA 02446
87 Floral St
NewtonMA02461
87 Gardner St, Unit 2
87 Gardner St
BostonMA02134
346 Faneuil St, Unit 2
346 Faneuil St
BostonMA02135
346 Faneuil St, Unit 2
346 Faneuil St
BostonMA02135
12 Dean Rd, Unit 3
12 Dean Rd
BrooklineMA02445
346 Faneuil St, Unit 1
346 Faneuil St
BostonMA02135
346 Faneuil St, Unit 2
346 Faneuil St
BostonMA02135
213 Harvard Ave
BostonMA02134
18 Short St
BrooklineMA02446
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$3,950
Total Monthly Price
3 Bedroom Apartments Available Jun 21, 2026Total Monthly Price
Base Rent
$3,950
Total Monthly Price
$3,950
116 Winthrop Rd
116 Winthrop RdBrookline, MA 02445
113 Lanark Rd
BostonMA02135
241 Perkins St, Unit E101
241 Perkins St
BostonMA02130
85 Brainerd Rd, Unit 416
85 Brainerd Rd
BostonMA02134
85 Brainerd Rd, Unit 416
85 Brainerd Rd
BostonMA02134
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$3,910
Total Monthly Price
1 Bedroom Apartments Available Oct 15Total Monthly Price
Base Rent
$3,910
Total Monthly Price
$3,910
160 Boylston St
160 Boylston StNewton, MA 02467
3 Washburn Terrace
BrooklineMA02446
340 Market St
BostonMA02135
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$3,900
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
119 Chestnut St
119 Chestnut StBrookline, MA 02445
96 Brayton Rd, Unit 1
96 Brayton Rd
BostonMA02135
135 Nonantum St, Unit 1
135 Nonantum St
BostonMA02135
135 Nonantum St, Unit 135
135 Nonantum St
BostonMA02135
100 Brayton Rd, Unit 2
100 Brayton Rd
BostonMA02135
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$3,900
Total Monthly Price
1 Bedroom Apartments Available Nov 2Total Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
55 Brighton Ave
55 Brighton AveBoston, MA 02134
28 Madison Ave
NewtonMA02460
66 Parsons St, Unit 1
66 Parsons St
BostonMA02135
24 Claymoss Rd, Unit 3
24 Claymoss Rd
BostonMA02135
5 Donnybrook Rd, Unit 1
5 Donnybrook Rd
BostonMA02135
163 Everett St
BostonMA02134
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$3,900
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
1189 Commonwealth Ave
1189 Commonwealth AveBoston, MA 02134
24 Claymoss Rd, Unit 2
24 Claymoss Rd
BostonMA02135
204 Lake Shore Rd, Unit 1
204 Lake Shore Rd
BostonMA02135
36 Brackett St, Unit 3
36 Brackett St
BostonMA02135
34 Bentley St, Unit 2
34 Bentley St
BostonMA02135
36 Brackett St, Unit 3
36 Brackett St
BostonMA02135
15 Greylock Rd, Unit 1
15 Greylock Rd
BostonMA02134
7 Greylock Rd, Unit 1
7 Greylock Rd
BostonMA02134
42 Burton St
BostonMA02135
Chestnut Hill, MA Local Guide
How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,239 | $1,200 | $9,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,001 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,659 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,798 | $850 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,791 | $950 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $1,636 | $925 | $8,500 |
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
What type of rentals are currently available in Chestnut Hill?
There are currently 5029 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4140 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $850 to $40,000.
What is the current price range for Rental Homes in Chestnut Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $850 to $40,000 with an average monthly rent of $4,075.
How much are larger Three and Four Bedroom Rentals in Chestnut Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $1,000 to $14,817, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,550.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.