59 Brighton Ave, Unit 1
59 Brighton Ave
BostonMA02134
Homes for Rent in Chestnut Hill, MA Under $5,500 (3,554 Rentals) Page 29 of 72
96 Brayton Rd
BostonMA02135
353 Market St, Unit 204
353 Market St
BostonMA02135
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$3,600
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
1079 Commonwealth Ave
1079 Commonwealth AveBoston, MA 02215
7 Jackson Ter, Unit 7
7 Jackson Ter
NewtonMA02458
1137 Commonwealth Ave
AllstonMA02134
7 Jackson Ter, Unit 7
7 Jackson Ter
NewtonMA02458
6 Sutherland Rd, Unit 31
6 Sutherland Rd
BostonMA02135
416 Market St, Unit 204
416 Market St
BostonMA02135
318 Summit Ave, Unit 103
318 Summit Ave
BostonMA02135
6 Sutherland Rd, Unit 31
6 Sutherland Rd
BostonMA02135
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$3,600
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
33 Arden St
33 Arden StBoston, MA 02134
100 Marion St, Unit 38
100 Marion St
BrooklineMA02446
2 Harvard Sq, Unit 4
2 Harvard Sq
BrooklineMA02445
11 Atkins St
BostonMA02135
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$3,600
Total Monthly Price
1 Bedroom Apartments Available Dec 16Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
79 Chestnut St
79 Chestnut StBrookline, MA 02445
96 Brayton Rd, Unit 1
96 Brayton Rd
BostonMA02135
1461 Beacon St
BrooklineMA02446
191 Washington St
BostonMA02135
85 Brainerd Rd
BostonMA02134
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$3,595
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,595
Total Monthly Price
$3,595
400 Langley Rd
400 Langley RdNewton, MA 02459
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
15 Green, Unit 6
15 Green
BrooklineMA02446
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
39 Englewood Ave, Unit #4
39 Englewood Ave
BostonMA02135
46 Brackett St, Unit 4-2
46 Brackett St
BostonMA02135
133 Chiswick Rd, Unit B
133 Chiswick Rd
BostonMA02135
42 Brackett St
BostonMA02135
100 Colborne Rd
BostonMA02135
100 Colborne Rd
BostonMA02135
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$3,580
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,580
Total Monthly Price
$3,580
181 Washington St
181 Washington StBoston, MA 02135
18 Newcastle Rd, Unit top
18 Newcastle Rd
BostonMA02135
15 N Beacon, Unit 503
15 N Beacon
BostonMA02134
126 Englewood Ave, Unit #6
126 Englewood Ave
BostonMA02135
15 N Beacon St
BostonMA02134
17 Antwerp St, Unit 1
17 Antwerp St
BostonMA02135
278 Cypress St, Unit 3
278 Cypress St
BrooklineMA02445
35 Gordon St
BostonMA02134
25 Brackett St, Unit 1
25 Brackett St
BostonMA02135
14 Dean Rd
BrooklineMA02445
76 Antwerp St
BostonMA02135
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$3,550
Total Monthly Price
1 Bedroom Apartments Available Dec 12, 2027Total Monthly Price
Base Rent
$3,550
Total Monthly Price
$3,550
171 Washington St
171 Washington StBoston, MA 02135
27 S Crescent Circuit, Unit B
27 S Crescent Circuit
BostonMA02135
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
278 Cypress St, Unit 3
278 Cypress St
BrooklineMA02445
56 Leo M Birmingham Pky, Unit #601
56 Leo M Birmingham Pky
BostonMA02135
17 Elmira St, Unit A
17 Elmira St
BostonMA02135
17 Elmira St, Unit A
17 Elmira St
BostonMA02135
17 Elmira 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.