234 Cypress St, Unit 1
234 Cypress St
BrooklineMA02445
Condos for Rent in Chestnut Hill, MA (2,831 Rentals) Page 2 of 57
208 Winthrop Rd
BrooklineMA02445
22 Fairbanks St, Unit 2
22 Fairbanks St
BrooklineMA02446
726 Washington St
BrooklineMA02446
44 Washington St, Unit 703
44 Washington St
BrooklineMA02445
67 Park St, Unit 3
67 Park St
BrooklineMA02446
19 Short St, Unit 5
19 Short St
BrooklineMA02446
50 Babcock St, Unit 9
50 Babcock St
BrooklineMA02446
187 Winthrop Rd
BrooklineMA02445
210 Winthrop Rd
BrooklineMA02445
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
15 Green
BrooklineMA02446
1243 Beacon St, Unit 2D
1243 Beacon St
BrooklineMA02446
1243 Beacon St, Unit 1B-Brookline
1243 Beacon St
BrooklineMA02446
50 Green St, Unit 316
50 Green St
BrooklineMA02446
50 Green St, Unit 361
50 Green St
BrooklineMA02446
33 Pond Ave
BrooklineMA02445
77 Pond Ave, Unit 403
77 Pond Ave
BrooklineMA02445
19 Roberts St
BrooklineMA02445
77 Pond Ave
BrooklineMA02445
25 Garrison Rd, Unit 3
25 Garrison Rd
BrooklineMA02445
44 Washington St, Unit 316
44 Washington St
BrooklineMA02445
1867 Beacon St, Unit 1-bed 1 bath Brookline
1867 Beacon St
BrooklineMA02445
1583 Beacon St, Unit 1
1583 Beacon St
BrooklineMA02446
1867 Beacon St, Unit 5
1867 Beacon St
BrooklineMA02445
20 John St, Unit 6
20 John St
BrooklineMA02446
210 Winthrop Rd
BrooklineMA02445
1688 Beacon St, Unit 18
1688 Beacon St
BrooklineMA02445
20 Alton Pl
BrooklineMA02446
151 Mason Ter, Unit B##
151 Mason Ter
BrooklineMA02446
14 Alton Pl, Unit 3
14 Alton Pl
BrooklineMA02446
9 Rice St, Unit 5
9 Rice St
BrooklineMA02445
19 Winchester St, Unit 512
19 Winchester St
BrooklineMA02446
1463 Beacon St
BrooklineMA02446
7 High Street Pl, Unit 2
7 High Street Pl
BrooklineMA02445
24 Dean Rd
BrooklineMA02445
99 Pond Ave, Unit 1210
99 Pond Ave
BrooklineMA02445
7 High Street Pl, Unit 2
7 High Street Pl
BrooklineMA02445
116 Brook St, Unit 02
116 Brook St
BrooklineMA02445
77 Pond Ave, Unit 408
77 Pond Ave
BrooklineMA02445
20 Alton Pl
BrooklineMA02446
77 Pond Ave, Unit 407
77 Pond Ave
BrooklineMA02445
17 Fairbanks St, Unit 2a
17 Fairbanks St
BrooklineMA02446
1529 Beacon St, Unit 2A
1529 Beacon St
BrooklineMA02446
22 Alton Pl, Unit 6
22 Alton Pl
BrooklineMA02446
22 Chestnut Pl, Unit 1-bed 1-bath Brookline
22 Chestnut Pl
BrooklineMA02445
96 Winthrop Rd, Unit 1
96 Winthrop Rd
BrooklineMA02445
41 Auburn St, Unit A
41 Auburn St
BrooklineMA02446
33 Pond Ave, Unit 813
33 Pond Ave
BrooklineMA02445
165 Winthrop Rd, Unit 6
165 Winthrop Rd
BrooklineMA02445
369 Tappan St, Unit 12
369 Tappan St
BrooklineMA02445
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 | $3,198 | $1,000 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,966 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,583 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,470 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,803 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,675 | $800 | $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 4688 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4007 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.
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 $725 to $38,000 with an average monthly rent of $7,927.
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 $1,350 to $12,931, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $15,000. Four Bedroom Single-Family rentals are also available starting from $825 and Four Bedroom Apartments start at $1,175.
Expert Rental Resources
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.
Helpful Local Expert Guides
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Explore Like a Local: The Insider's Guide to Boston
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.