5 Bedroom Apartments for Rent in Chestnut Hill, MA (232 Rentals) Page 4 of 5

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21 Mackin St
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
5 Bedroom Apartment Available Now

21 Mackin St

21 Mackin StBoston, MA 02135
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13 Mackin St
$5,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300
5 Bedroom Apartment Available Now

13 Mackin St

13 Mackin StBoston, MA 02135
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4 Farrington Ave, Unit 4
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500
5 Bedroom Apartment Available Now

4 Farrington Ave, Unit 4

4 Farrington AveBoston, MA 02134
Cost Per Sq.Ft.
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81 Gibbs St
$7,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,900

Total Monthly Price
$7,900
5 Bedroom Apartment Available Now

81 Gibbs St

81 Gibbs StBrookline, MA 02446
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1789 Commonwealth Ave, Unit 1
$5,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800
5 Bedroom Apartment Available Now

1789 Commonwealth Ave, Unit 1

1789 Commonwealth AveBoston, MA 02135
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11 Falkland St, Unit 2
$5,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250
5 Bedroom Apartment Available Now

11 Falkland St, Unit 2

11 Falkland StBoston, MA 02135
Affordability
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33 Long, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
5 Bedroom Apartment Available Sep 1, 2026

33 Long, Unit 2

33 LongBoston, MA 02134
Cost Per Sq.Ft.
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22 Wadsworth St, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
5 Bedroom Apartment Available Sep 1, 2026

22 Wadsworth St, Unit 2

22 Wadsworth StBoston, MA 02134
Cost Per Sq.Ft.
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44 Long Ave, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
5 Bedroom Apartment Available Sep 1, 2026

44 Long Ave, Unit 2

44 Long AveBoston, MA 02134
Cost Per Sq.Ft.
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25 Gibbs St, Unit 1
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
5 Bedroom Apartment Available Sep 1, 2026

25 Gibbs St, Unit 1

25 Gibbs StBrookline, MA 02446
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11 Babcock St, Unit 3
$7,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,700

Total Monthly Price
$7,700
5 Bedroom Apartment Available Sep 1, 2026

11 Babcock St, Unit 3

11 Babcock StBrookline, MA 02446
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42 Brainerd Rd, Unit 2
$5,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,750

Total Monthly Price
$5,750
5 Bedroom Apartment Available Sep 1, 2026

42 Brainerd Rd, Unit 2

42 Brainerd RdBoston, MA 02134
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8 Sawyer Ter, Unit 1
$7,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,850

Total Monthly Price
$7,850
5 Bedroom Apartment Available Sep 1, 2026

8 Sawyer Ter, Unit 1

8 Sawyer TerBoston, MA 02134
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83 Glenville Ave, Unit 2
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
5 Bedroom Apartment Available Now

83 Glenville Ave, Unit 2

83 Glenville AveBoston, MA 02134
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452 Centre St, Unit 2
$5,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900
5 Bedroom Apartment Available Now

452 Centre St, Unit 2

452 Centre StBoston, MA 02130
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24 Long Ave, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
5 Bedroom Apartment Available Now

24 Long Ave, Unit 2

24 Long AveBoston, MA 02134
Cost Per Sq.Ft.
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78 Brooks St, Unit 1
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
5 Bedroom Apartment Available Now

78 Brooks St, Unit 1

78 Brooks StBoston, MA 02135
Cost Per Sq.Ft.
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135 Parsons St, Unit 1
$5,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500
5 Bedroom Apartment Available Now

135 Parsons St, Unit 1

135 Parsons StBoston, MA 02135
Cost Per Sq.Ft.
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134 Parsons St, Unit 2
$5,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500
5 Bedroom Apartment Available Now

134 Parsons St, Unit 2

134 Parsons StBoston, MA 02135
Cost Per Sq.Ft.
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46 Gerrish St, Unit 2
$6,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,400

Total Monthly Price
$6,400
5 Bedroom Apartment Available Now

46 Gerrish St, Unit 2

46 Gerrish StBoston, MA 02135
Cost Per Sq.Ft.
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18 Glenville Ave, Unit 2
$4,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700
5 Bedroom Apartment Available Now

18 Glenville Ave, Unit 2

18 Glenville AveBoston, MA 02134
Cost Per Sq.Ft.
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9 Radnor Rd, Unit 1
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
5 Bedroom Apartment Available Now

9 Radnor Rd, Unit 1

9 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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183 Harvard Ave, Unit 5
$5,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400
5 Bedroom Apartment Available Now

183 Harvard Ave, Unit 5

183 Harvard AveBoston, MA 02134
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48 Englewood Ave, Unit 2
$5,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800
5 Bedroom Apartment Available Now

48 Englewood Ave, Unit 2

48 Englewood AveBoston, MA 02135
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Getting Around Chestnut Hill, MA

Walk Score®

54 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

47 / 100

Somewhat Bikeable

Minimal bike infrastructure

Transit Score®

46 / 100

Some Transit

A few nearby public transportation options

Frequently Asked Questions about Chestnut Hill

How much are Studio apartments in Chestnut Hill?

There are currently 483 Studio Apartments in Chestnut Hill with rent ranges from $1,100 to $5,650 with an average price of $2,467.

What is the current price range for One Bedroom Chestnut Hill Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $945 to $6,000 with an average monthly rent of $2,759.

What does renting a Two Bedroom Apartment in Chestnut Hill cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $375 to $21,050. Today's average rental price for Two Bedrooms here is $3,462.

How expensive are Chestnut Hill Three Bedroom Apartments?

There are currently 1,006 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $950 to $12,500 - averaging $4,047 for the location.

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.

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