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$3,195
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,195
Total Monthly Price
$3,195
104-106 Warren St.
104-106-106 Warren StBoston, MA 02135
Homes for Rent in Chestnut Hill, MA Under $4,500 (3,066 Rentals) Page 31 of 62
352 Cambridge St, Unit 302
352 Cambridge St
BostonMA02134
398 Cambridge St
BostonMA02134
162 Sherman Rd
Boston CollegeMA02467
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$3,190
Total Monthly Price
2 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,190
Total Monthly Price
$3,190
8 Elko St
8 Elko StBoston, MA 02135
21 Fairbanks St, Unit 23
21 Fairbanks St
BrooklineMA02446
46 Englewood Ave, Unit 6
46 Englewood Ave
BostonMA02135
108 Hyde Park Ave, Unit 2
108 Hyde Park Ave
BostonMA02130
192 Allston St, Unit 2-bed 1-bath
192 Allston St
BostonMA02134
79 Sutherland Rd, Unit 7
79 Sutherland Rd
BostonMA02135
15 North Beacon St, Unit 503
15 North Beacon St
BostonMA02134
1950 Beacon St, Unit 1
1950 Beacon St
BostonMA02135
48 Hollis St, Unit 5H
48 Hollis St
NewtonMA02458
505 Washington St, Unit 3
505 Washington St
BostonMA02135
1412 Commonwealth Avenue, Unit 19A
1412 Commonwealth Avenue
BostonMA02135
22 Eulita Ter, Unit 22
22 Eulita Ter
BostonMA02135
1400 Commonwealth Ave, Unit 6
1400 Commonwealth Ave
BostonMA02134
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$3,150
Total Monthly Price
1 Bedroom Apartments Available Oct 25Total Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
282 Washington St
282 Washington StBrookline, MA 02445
2016 Commonwealth Ave
BostonMA02135
16 Highgate St, Unit 101
16 Highgate St
BostonMA02134
1788 Beacon St
BrooklineMA02445
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$3,150
Total Monthly Price
1 Bedroom Apartments Available Oct 16Total Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
181 Washington St
181 Washington StBoston, MA 02135
1400 Commonwealth Ave, Unit 6
1400 Commonwealth Ave
BostonMA02134
1936 Commonwealth Ave
BostonMA02135
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$3,140
Total Monthly Price
1 Bedroom Apartments Available May 20, 2026Total Monthly Price
Base Rent
$3,140
Total Monthly Price
$3,140
65 Brainerd Rd
65 Brainerd RdBoston, MA 02134
509 VFW Parkway
BrooklineMA02467
146 Independence Dr
BrooklineMA02467
298 Independence Dr
BostonMA02467
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$3,125
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,125
Total Monthly Price
$3,125
312 Tappan St
312 Tappan StBrookline, MA 02445
585 VFW Parkway
BrooklineMA02467
316 Tappan St, Unit 1B
316 Tappan St
BrooklineMA02445
322 Tappan St, Unit 1b
322 Tappan St
BrooklineMA02445
303 Tappan St, Unit 1B
303 Tappan St
BrooklineMA02445
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$3,125
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,125
Total Monthly Price
$3,125
312 Tappan St
312 Tappan StBrookline, MA 02445
312 Tappan St
BrooklineMA02445
398 Cambridge St
BostonMA02134
38 Juniper St
BrooklineMA02445
98 Robinwood Ave, Unit 4
98 Robinwood Ave
BostonMA02130
29 Brainerd Rd, Unit 305
29 Brainerd Rd
BostonMA02134
31 Brainerd Rd
BostonMA02134
15 North Beacon St, Unit 405
15 North Beacon St
BostonMA02134
2 Imrie Rd, Unit 1
2 Imrie Rd
BostonMA02134
42 Hano St
BostonMA02134
29 Brainerd Rd, Unit 305
29 Brainerd Rd
BostonMA02134
141 Coolidge Ave, Unit 415
141 Coolidge Ave
WatertownMA02472
160 Newton St
BostonMA02135
6 Sutherland Rd, Unit 3
6 Sutherland Rd
BostonMA02135
2009 Commonwealth Ave, Unit 20
2009 Commonwealth Ave
BostonMA02135
21 Westbourne Ter, Unit 6
21 Westbourne Ter
BrooklineMA02446
550 Washington St, Unit 1
550 Washington 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.