Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (473 Rentals) Page 3 of 10

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27 South Crescent Circuit, Unit A
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

27 South Crescent Circuit, Unit A

27 South Crescent CircuitBoston, MA 02135
Affordability
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35 Dickinson 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

35 Dickinson Rd, Unit 1

35 Dickinson RdBoston, MA 02135
Affordability
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53 Radnor Rd, Unit 1
$9,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,300

Total Monthly Price
$9,300
6 Bedroom Apartment Available Aug 23, 2026

53 Radnor Rd, Unit 1

53 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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61 Radnor Rd, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
4 Bedroom Apartment Available Aug 23, 2026

61 Radnor Rd, Unit 2

61 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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5 Egan Way, 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

5 Egan Way, Unit 2

5 Egan WayBoston, MA 02135
Affordability
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49 Radnor Rd, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
4 Bedroom Apartment Available Aug 23, 2026

49 Radnor Rd, Unit 2

49 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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258 Chestnut Hill Ave, Unit 2
$2,340
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,340

Total Monthly Price
$2,340
1 Bedroom Apartment Available Nov 1

258 Chestnut Hill Ave, Unit 2

258 Chestnut Hill AveBoston, MA 02135
Affordability
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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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14 Breck Ave
$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

14 Breck Ave

14 Breck 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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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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10 Trapelo 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

10 Trapelo St, Unit 2

10 Trapelo StBoston, 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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391 Langley Rd, Unit 2
$2,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300
1 Bedroom Apartment Available Now

391 Langley Rd, Unit 2

391 Langley RdNewton, MA 02459
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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39 South St, Unit 24
$2,295
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295
1 Bedroom Apartment Available Now

39 South St, Unit 24

39 South StBoston, MA 02135
Cost Per Sq.Ft.
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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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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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260 Chestnut Hill Ave, Unit 1
$2,385
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,385

Total Monthly Price
$2,385
1 Bedroom Apartment Available Now

260 Chestnut Hill Ave, Unit 1

260 Chestnut Hill AveBoston, 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 49 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,950 to $3,690 with an average price of $2,509.

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 $2,505.

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 $1,975 to $5,200. Today's average rental price for Two Bedrooms here is $3,392.

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 $6,005 - averaging $3,900 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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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.

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

Written by: Christine Leonard, Esq.

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