Luxury Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (348 Rentals) Page 3 of 7

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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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235 Chestnut Hill Ave, Unit #12A
$2,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750
1 Bedroom Apartment Available Now

235 Chestnut Hill Ave, Unit #12A

235 Chestnut Hill AveBoston, MA 02135
Affordability
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136 Chiswick Rd, Unit #6
$2,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950
2 Bedroom Apartment Available Now

136 Chiswick Rd, Unit #6

136 Chiswick RdBoston, MA 02135
Cost Per Sq.Ft.
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1781 Commonwealth Ave, Unit #3
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

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

1781 Commonwealth Ave, Unit #3

1781 Commonwealth AveBoston, MA 02135
Affordability
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20 South St, Unit #1
$4,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600
3 Bedroom Apartment Available Now

20 South St, Unit #1

20 South StBoston, MA 02135
Affordability
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50 Tremont St
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
3 Bedroom Apartment Available Now

50 Tremont St

50 Tremont StBoston, MA 02135
Affordability
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68 Manet Rd, Unit 68
$6,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,700

Total Monthly Price
$6,700
4 Bedroom Apartment Available Sep 1, 2026

68 Manet Rd, Unit 68

68 Manet RdChestnut Hill, MA 02467
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2021 Commonwealth Avenue, Unit D
$8,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,750

Total Monthly Price
$8,750
5 Bedroom Apartment Available Now

2021 Commonwealth Avenue, Unit D

2021 Commonwealth AvenueBoston, MA 02135
Cost Per Sq.Ft.
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50 Tremont St
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
3 Bedroom Apartment Available Now

50 Tremont St

50 Tremont StBoston, MA 02135
Affordability
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16 Nonantum St
$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

16 Nonantum St

16 Nonantum StBoston, MA 02135
Affordability
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1875 Commonwealth Ave, Unit 2
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
1 Bedroom Apartment Available Now

1875 Commonwealth Ave, Unit 2

1875 Commonwealth AveBoston, MA 02135
Affordability
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52 Lane Park, Unit 4
$8,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,800

Total Monthly Price
$8,800
6 Bedroom Apartment Available Now

52 Lane Park, Unit 4

52 Lane ParkBoston, MA 02135
Cost Per Sq.Ft.
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163 Foster St, Unit 153 #1
$8,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,600

Total Monthly Price
$8,600
5 Bedroom Apartment Available Now

163 Foster St, Unit 153 #1

163 Foster StBoston, MA 02135
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6 South St
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

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

6 South St

6 South StBoston, MA 02135
Affordability
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28 Manet Rd
$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

28 Manet Rd

28 Manet RdChestnut Hill, MA 02467
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16 Gerald Rd
$11,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,200

Total Monthly Price
$11,200
6 Bedroom Apartment Available Now

16 Gerald Rd

16 Gerald RdBoston, MA 02135
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144 Lake Shore Rd, Unit 1
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650
2 Bedroom Apartment Available Now

144 Lake Shore Rd, Unit 1

144 Lake Shore RdBoston, MA 02135
Affordability
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672 Centre St
$2,990
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,990

Total Monthly Price
$2,990
3 Bedroom Apartment Available Now

672 Centre St

672 Centre StNewton, MA 02458
Affordability
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50 Radnor Rd, Unit 1A
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

50 Radnor Rd, Unit 1A

50 Radnor RdBoston, MA 02135
Affordability
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19 Chestnut Hill Ave
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

19 Chestnut Hill Ave

19 Chestnut Hill AveBoston, MA 02135
Affordability
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170 Lake Shore Rd, Unit 2
$3,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750
3 Bedroom Apartment Available Now

170 Lake Shore Rd, Unit 2

170 Lake Shore RdBoston, MA 02135
Affordability
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64 Langley Rd
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

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

64 Langley Rd

64 Langley RdBoston, MA 02135
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116 Lake St
$9,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000
6 Bedroom Apartment Available Now

116 Lake St

116 Lake StBoston, MA 02135
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42 Radnor Rd, Unit 2
$10,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,750

Total Monthly Price
$10,750
6 Bedroom Apartment Available Now

42 Radnor Rd, Unit 2

42 Radnor RdBoston, MA 02135
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64 Undine Rd, Unit 1
$11,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,500

Total Monthly Price
$11,500
6 Bedroom Apartment Available Now

64 Undine Rd, Unit 1

64 Undine RdBoston, MA 02135
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144 Lake Shore Rd
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650
2 Bedroom Apartment Available Now

144 Lake Shore Rd

144 Lake Shore RdBoston, MA 02135
Affordability
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11 Breck Ave, Unit 2
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
3 Bedroom Apartment Available Now

11 Breck Ave, Unit 2

11 Breck AveBoston, MA 02135
Affordability
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210 Lake Shore Rd, Unit 3
$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

210 Lake Shore Rd, Unit 3

210 Lake Shore RdBoston, MA 02135
Affordability
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204 Lake Shore 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

204 Lake Shore Rd, Unit 1

204 Lake Shore RdBoston, MA 02135
Affordability
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209 Chestnut Hill Ave
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

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

209 Chestnut Hill Ave

209 Chestnut Hill AveBoston, MA 02135
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120 Kenrick St, Unit 4
$5,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

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

120 Kenrick St, Unit 4

120 Kenrick StBoston, MA 02135
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28 Manet Rd, Unit 1
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500
5 Bedroom Apartment Available Sep 1, 2026

28 Manet Rd, Unit 1

28 Manet RdChestnut Hill, MA 02467

Getting Around the Chestnut Hill Middlesex Neighborhood in Chestnut Hill, MA

Walk Score®

59 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

47 / 100

Somewhat Bikeable

Minimal bike infrastructure

Transit Score®

53 / 100

Good Transit

Many nearby public transportation options

Frequently Asked Questions about Chestnut Hill Middlesex

How much are Studio apartments in Chestnut Hill Middlesex?

There are currently 49 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,950 to $3,730 with an average price of $2,515.

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 $2,526.

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 $3,411.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 112 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $5,955 - averaging $3,881 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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How to Negotiate Your Apartment Lease and Save Money

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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

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For many people, obstacles can arise during the rental application process for a variety of issues.