Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (514 Rentals) Page 7 of 11

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148 Strathmore Rd, Unit 1
$4,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100
4 Bedroom Apartment Available Now

148 Strathmore Rd, Unit 1

148 Strathmore RdBoston, MA 02135
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200 Commonwealth Ave, 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 Aug 23, 2026

200 Commonwealth Ave, Unit 1

200 Commonwealth AveChestnut Hill, MA 02467
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37 Radnor Rd, Unit 2
$9,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,800

Total Monthly Price
$9,800
6 Bedroom Apartment Available Aug 23, 2026

37 Radnor Rd, Unit 2

37 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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1999 Commonwealth Ave, Unit 1
$5,040
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,040

Total Monthly Price
$5,040
3 Bedroom Apartment Available Sep 1, 2026

1999 Commonwealth Ave, Unit 1

1999 Commonwealth AveBoston, MA 02135
Cost Per Sq.Ft.
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42 Radnor Rd, Unit 1
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

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

42 Radnor Rd, Unit 1

42 Radnor RdBoston, MA 02135
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20 Brock St, Unit 2
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200
1 Bedroom Apartment Available Now

20 Brock St, Unit 2

20 Brock StBoston, MA 02135
Cost Per Sq.Ft.
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16 South St, 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

16 South St, Unit 3

16 South StBoston, MA 02135
Cost Per Sq.Ft.
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19 South St, Unit 2
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650
2 Bedroom Apartment Available Jan 1, 2026

19 South St, Unit 2

19 South StBoston, MA 02135
Cost Per Sq.Ft.
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124 Kenrick St, Unit 3
$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

124 Kenrick St, Unit 3

124 Kenrick StBoston, MA 02135
Cost Per Sq.Ft.
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12 Nonantum St, Unit 1
$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

12 Nonantum St, Unit 1

12 Nonantum StBoston, MA 02135
Cost Per Sq.Ft.
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231 Chestnut Hill Ave, 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 Sep 1, 2026

231 Chestnut Hill Ave, Unit 1

231 Chestnut Hill AveBoston, MA 02135
Affordability
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30 Hatherly Rd, Unit 1
$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

30 Hatherly Rd, Unit 1

30 Hatherly RdBoston, MA 02135
Affordability

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 50 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,850 to $3,780 with an average price of $2,436.

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 $945 to $4,500 with an average monthly rent of $2,527.

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 $3,386.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 125 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $6,115 - averaging $3,901 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

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.