Luxury Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (445 Rentals) Page 2 of 9

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The most luxurious Apartments in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.

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163 Chestnut Hill Ave, Unit 202
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

163 Chestnut Hill Ave, Unit 202

163 Chestnut Hill AveBoston, MA 02135
Affordability
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1 Allen Rd, Unit 1
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
3 Bedroom Apartment Available Now

1 Allen Rd, Unit 1

1 Allen RdBoston, MA 02135
Cost Per Sq.Ft.
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96 Brayton Rd, Unit 1
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
3 Bedroom Apartment Available Now

96 Brayton Rd, Unit 1

96 Brayton RdBoston, MA 02135
Cost Per Sq.Ft.
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1870 Commonwealth Ave, Unit 1
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500
3 Bedroom Apartment Available Aug 28

1870 Commonwealth Ave, Unit 1

1870 Commonwealth AveBoston, MA 02135
Cost Per Sq.Ft.
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28 Tremont St, Unit 1
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
4 Bedroom Apartment Available Jun 1

28 Tremont St, Unit 1

28 Tremont StBoston, MA 02135
Cost Per Sq.Ft.
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2 Portina Rd, Unit 1
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
6 Bedroom Apartment Available Aug 23

2 Portina Rd, Unit 1

2 Portina RdBoston, MA 02135
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19 Bostonia Ave, Unit 4
$3,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250
1 Bedroom Apartment Available Now

19 Bostonia Ave, Unit 4

19 Bostonia AveBrighton, MA 02135
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6 Portina Rd, Unit 2
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
6 Bedroom Apartment Available Aug 23

6 Portina Rd, Unit 2

6 Portina RdBoston, MA 02135
Cost Per Sq.Ft.
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2 Portina Rd, Unit 1
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
6 Bedroom Apartment Available Aug 23

2 Portina Rd, Unit 1

2 Portina RdBoston, MA 02135
Cost Per Sq.Ft.
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16 Gerald Rd, Unit 1
$6,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200
3 Bedroom Apartment Available Aug 30, 2027

16 Gerald Rd, Unit 1

16 Gerald RdBoston, MA 02135
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4 Langley Rd, Unit 2
$4,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200
4 Bedroom Apartment Available Now

4 Langley Rd, Unit 2

4 Langley RdBoston, MA 02135
Cost Per Sq.Ft.
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4 Langley Rd, Unit 2
$4,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200
4 Bedroom Apartment Available Now

4 Langley Rd, Unit 2

4 Langley RdBoston, MA 02135
Cost Per Sq.Ft.
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10 Glenmont Rd, Unit 1
$7,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,200

Total Monthly Price
$7,200
5 Bedroom Apartment Available Aug 15

10 Glenmont Rd, Unit 1

10 Glenmont RdBoston, MA 02135
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47 Dighton St, Unit 1
$4,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900
4 Bedroom Apartment Available Now

47 Dighton St, Unit 1

47 Dighton StBoston, MA 02135
Cost Per Sq.Ft.
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229 Chestnut Hill Ave, Unit 1
$6,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,400

Total Monthly Price
$6,400
4 Bedroom Apartment Available Sep 1

229 Chestnut Hill Ave, Unit 1

229 Chestnut Hill AveBoston, MA 02135
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16 Gerald Rd, Unit 2T
$13,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$13,500

Total Monthly Price
$13,500
6 Bedroom Apartment Available Aug 31, 2027

16 Gerald Rd, Unit 2T

16 Gerald RdBoston, MA 02135
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2016 Commonwealth Ave, Unit F
$4,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850
2 Bedroom Apartment Available Sep 1

2016 Commonwealth Ave, Unit F

2016 Commonwealth AveBoston, MA 02135
Affordability
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2021 Commonwealth Ave, Unit S
$4,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,750

Total Monthly Price
$4,750
2 Bedroom Apartment Available Sep 1

2021 Commonwealth Ave, Unit S

2021 Commonwealth AveBoston, MA 02135
Affordability
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209 Chestnut Hill Ave, Unit 1
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
4 Bedroom Apartment Available Sep 1

209 Chestnut Hill Ave, Unit 1

209 Chestnut Hill AveBoston, MA 02135
Affordability
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20 South St, Unit 2
$5,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400
5 Bedroom Apartment Available Sep 1

20 South St, Unit 2

20 South StBoston, MA 02135
Cost Per Sq.Ft.
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16 South St, Unit 4
$5,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400
5 Bedroom Apartment Available Sep 1

16 South St, Unit 4

16 South StBoston, MA 02135
Cost Per Sq.Ft.
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15 South St, Unit 2
$5,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400
5 Bedroom Apartment Available Sep 1

15 South St, Unit 2

15 South StBoston, MA 02135
Cost Per Sq.Ft.
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26 Foster St, Unit 2T
$8,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500

Total Monthly Price
$8,500
6 Bedroom Apartment Available Aug 24

26 Foster St, Unit 2T

26 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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74 Manet Rd, Unit 1
$8,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000
5 Bedroom Apartment Available Aug 31

74 Manet Rd, Unit 1

74 Manet RdChestnut Hill, MA 02467
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29 Wiltshire Rd, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

29 Wiltshire Rd, Unit 1

29 Wiltshire RdBoston, MA 02135
Cost Per Sq.Ft.
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96 Brayton Rd, Unit 1
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
3 Bedroom Apartment Available Now

96 Brayton Rd, Unit 1

96 Brayton RdBoston, MA 02135
Cost Per Sq.Ft.
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163 Chestnut Hill Ave, Unit 202
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

163 Chestnut Hill Ave, Unit 202

163 Chestnut Hill AveBoston, MA 02135
Affordability
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22 Eastburn St
$3,500
Total Monthly Price11 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
3 Bedroom Apartment Available Now

22 Eastburn St

22 Eastburn StBoston, MA 02135
Affordability
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96 Brayton Rd, Unit 1
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
3 Bedroom Apartment Available Now

96 Brayton Rd, Unit 1

96 Brayton RdBoston, MA 02135
Cost Per Sq.Ft.

Frequently Asked Questions about Chestnut Hill Middlesex

How much are Studio apartments in Chestnut Hill Middlesex?

There are currently 52 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,850 to $3,620 with an average price of $2,271.

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

Today's rental pricing for One Bedroom Apartments in Chestnut Hill Middlesex ranges from $1,050 to $4,500 with an average monthly rent of $2,514.

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

The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill Middlesex range from $2,000 to $5,200. Today's average rental price for Two Bedrooms here is $3,311.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 149 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,470 - averaging $3,854 for the location.

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.

Articles, How-To's, and Tips

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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.

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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.

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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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.