4945 Washington St
BostonMA02132
Homes for Rent in Chestnut Hill, MA Under $5,500 (3,617 Rentals) Page 55 of 73
198 School St
WatertownMA02472
50 Harvard Ave, Unit #B1
50 Harvard Ave
BrooklineMA02446
198 School St
WatertownMA02472
317 Summit Ave
BostonMA02135
82 Gardner St, Unit 4B
82 Gardner St
BostonMA02132
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$2,645
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,645
Total Monthly Price
$2,645
9 Egremont Rd
9 Egremont RdBoston, MA 02135
9 Egremont Rd
BostonMA02135
23 Egremont Rd, Unit 4
23 Egremont Rd
BostonMA02135
9A Egremont Rd, Unit 10
9A Egremont Rd
BostonMA02135
3 Egremont Rd, Unit 10
3 Egremont Rd
BostonMA02135
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$2,645
Total Monthly Price
2 Bedroom Apartments Available Dec 1Total Monthly Price
Base Rent
$2,645
Total Monthly Price
$2,645
161 Washington St
161 Washington StBoston, MA 02135
9 Egremont Rd
BostonMA02135
1638 Commonwealth Ave, Unit 3
1638 Commonwealth Ave
BostonMA02135
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$2,605
Total Monthly Price
2 Bedroom Apartments Available Jan 18, 2026Total Monthly Price
Base Rent
$2,605
Total Monthly Price
$2,605
35 South St
35 South StBoston, MA 02135
18 Symmes St, Unit 1
18 Symmes St
BostonMA02131
37A Harvard St, Unit 1
37A Harvard St
BrooklineMA02445
1640 Commonwealth Ave, Unit 0
1640 Commonwealth Ave
BostonMA02135
1933 Commonwealth Ave, Unit 108
1933 Commonwealth Ave
BostonMA02135
1751 Beacon St, Unit 1
1751 Beacon St
BrooklineMA02445
55 Broadlawn Park, Unit 18
55 Broadlawn Park
Boston CollegeMA02467
55 Broadlawn Park, Unit #18
55 Broadlawn Park
Boston CollegeMA02467
112 Allston St, Unit 3
112 Allston St
BostonMA02134
10 Fletcher Ter, Unit T
10 Fletcher Ter
WatertownMA02472
117 Sutherland Rd, Unit 3
117 Sutherland Rd
BostonMA02135
1193 Commonwealth Ave, Unit 5
1193 Commonwealth Ave
BostonMA02134
96 Linden St, Unit 1A
96 Linden St
BostonMA02134
35A Harvard St, Unit 1
35A Harvard St
BrooklineMA02445
35A Harvard St, Unit 1
35A Harvard St
BrooklineMA02445
37A Harvard St, Unit 1
37A Harvard St
BrooklineMA02445
19 Short St, Unit 5
19 Short St
BrooklineMA02446
67 Park St, Unit 3
67 Park St
BrooklineMA02446
19 Melvin Ave, Unit 11-1
19 Melvin Ave
BostonMA02135
27 South St, Unit #B3
27 South St
BostonMA02135
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$2,600
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
317 Summit Ave
317 Summit AveBoston, MA 02135
20 Radcliffe Rd, Unit 106
20 Radcliffe Rd
BostonMA02134
50 Babcock St, Unit 9
50 Babcock St
BrooklineMA02446
15 Euston Rd, Unit #12
15 Euston Rd
BostonMA02135
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$2,600
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
229 Kelton St
229 Kelton StBoston, MA 02134
36 Orkney Rd, Unit B
36 Orkney Rd
BostonMA02135
50 Babcock St, Unit 8
50 Babcock St
BrooklineMA02446
17 Melvin Ave, Unit 5-10
17 Melvin Ave
BostonMA02135
6 Bellvista Rd, Unit 4
6 Bellvista Rd
BostonMA02134
1637 Commonwealth Ave, Unit 6
1637 Commonwealth Ave
BostonMA02135
36 Colborne Rd
BostonMA02135
1316 Commonwealth Ave, Unit 301
1316 Commonwealth Ave
BostonMA02134
176 Brighton Ave
BostonMA02134
35 Long Ave, Unit B1
35 Long Ave
BostonMA02134
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$2,600
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
1615 Commonwealth Ave
1615 Commonwealth AveBoston, MA 02135
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$2,600
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
1615 Commonwealth Ave
1615 Commonwealth AveBoston, MA 02135
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 | $3,231 | $1,260 | $9,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,996 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,645 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,757 | $825 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,798 | $950 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,269 | $925 | $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
What type of rentals are currently available in Chestnut Hill?
There are currently 4995 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4117 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $825 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 $825 to $40,000 with an average monthly rent of $4,132.
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 $14,716, 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.
Kansas Citys Major Employers & the Best Places to Rent Near Them | A Local Expert Guide
Written by: Amber Kanuckel
Hey, there! I’m Amber, your ApartmentHomeLiving.com local expert for Kansas City, and I’m back with my recommendations for top employers in the area.
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.