20 Radcliffe Rd, Unit 1
20 Radcliffe Rd
BostonMA02134
Homes for Rent in Chestnut Hill, MA Under $4,500 (3,056 Rentals) Page 9 of 62
45 Garrison Rd, Unit 3
45 Garrison Rd
BrooklineMA02445
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$4,150
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
85 Brainerd Rd
85 Brainerd RdBoston, MA 02134
332 Jamaicaway, Unit 404
332 Jamaicaway
BostonMA02130
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$4,150
Total Monthly Price
2 Bedroom Apartments Available Oct 29Total Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
139 Washington St
139 Washington StBoston, MA 02135
44 Park Vale Ave
BostonMA02134
39 Dwight St, Unit 3
39 Dwight St
BrooklineMA02446
39 Addington Rd, Unit 3
39 Addington Rd
BrooklineMA02445
11 Harvard Ave, Unit 3
11 Harvard Ave
BostonMA02134
58 Hunnewell Ave, Unit 2
58 Hunnewell Ave
BostonMA02135
331 Faneuil St, Unit 3
331 Faneuil St
BostonMA02135
331 Faneuil St, Unit 3
331 Faneuil St
BostonMA02135
46 Park Vale Ave, Unit 6
46 Park Vale Ave
BostonMA02134
84 Wallingford Rd, Unit 1
84 Wallingford Rd
BostonMA02135
9 Oak Square Ave, Unit 2
9 Oak Square Ave
BostonMA02135
785 Washington St, Unit 1
785 Washington St
BrooklineMA02446
48 Cameron St, Unit 3
48 Cameron St
BrooklineMA02445
331 Faneuil St, Unit 3
331 Faneuil St
BostonMA02135
27 Willoughby St, Unit 2
27 Willoughby St
BostonMA02135
46 Park Vale Ave, Unit 6
46 Park Vale Ave
BostonMA02134
31 Montfern Ave, Unit 2
31 Montfern Ave
BostonMA02135
28 Aldie St
BostonMA02134
11 Etna St
BostonMA02135
16 Fuller St, Unit 4
16 Fuller St
BrooklineMA02446
77 Pond Ave, Unit 306
77 Pond Ave
BrooklineMA02445
201 High St, Unit 2
201 High St
BrooklineMA02445
33 Adamson St, Unit 2
33 Adamson St
BostonMA02134
51 Englewood Ave
BostonMA02135
15 Curlew St
BostonMA02132
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$4,100
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
1855 Beacon St
1855 Beacon StBrookline, MA 02445
1135 Commonwealth Ave
AllstonMA02134
33 Adamson St, Unit 2
33 Adamson St
BostonMA02134
15 Linden St, Unit 2
15 Linden St
BostonMA02134
11 Atkins St, Unit 2
11 Atkins St
BostonMA02135
455 Harvard St, Unit 204A
455 Harvard St
BrooklineMA02446
1650 Commonwealth Ave, Unit 203
1650 Commonwealth Ave
BostonMA02135
46 Cameron St, Unit 3
46 Cameron St
BrooklineMA02445
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$4,100
Total Monthly Price
4 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
187 Winthrop Rd
187 Winthrop RdBrookline, MA 02445
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$4,100
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
1862 Beacon St
1862 Beacon StBrookline, MA 02445
49 Englewood Ave
BostonMA02135
87 Union St, Unit 0604
87 Union St
WatertownMA02472
1650 Commonwealth Ave
BostonMA02135
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$4,100
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
1079 Commonwealth Ave
1079 Commonwealth AveBoston, MA 02215
1137 Commonwealth Ave
BostonMA02215
193 Winthrop Rd
BrooklineMA02445
46 Leo M Birmingham Pky, Unit 408
46 Leo M Birmingham Pky
BostonMA02135
19 Pond St, Unit 2
19 Pond St
BostonMA02130
55 Brighton Ave, Unit 202
55 Brighton Ave
BostonMA02134
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$4,090
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$4,090
Total Monthly Price
$4,090
1284 Beacon St
1284 Beacon StBrookline, MA 02446
1131 Commonwealth Ave
BostonMA02134
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.