Condos for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (286 Rentals) Page 6 of 6

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property at 214 Lake Shore Rd
$3,400

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

214 Lake Shore Rd

BostonMA02135
property at 137 Englewood Ave
$3,400

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
2 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

137 Englewood Ave

BostonMA02135
property at 11 Breck Ave
$3,400 - $3,500

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
3 Bedroom Rentals
Available Now
Affordability

11 Breck Ave

BostonMA02135
property at 18 Lake Shore Terrace
$3,450

Total Monthly Price

Base Rent$3,450

Total Monthly Price$3,450
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability
property at 234 Lake St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

234 Lake St

BostonMA02135
property at 153 Chiswick Rd
$3,600

Total Monthly Price

Base Rent$3,600

Total Monthly Price$3,600
3 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

153 Chiswick Rd

BostonMA02135
property at 21 Wallingford Rd
$3,700

Total Monthly Price

Base Rent$3,700

Total Monthly Price$3,700
3 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

21 Wallingford Rd

BostonMA02135
property at 128 Kenrick St
$3,700 - $5,500

Total Monthly Price

Base Rent$3,700

Total Monthly Price$3,700
2 To 4 Bedroom Rentals
Available Now
Affordability

128 Kenrick St

BostonMA02135
property at 124 Kenrick St
$3,700 - $5,900

Total Monthly Price

Base Rent$3,700

Total Monthly Price$3,700
2 To 4 Bedroom Rentals
Available Now
Affordability

124 Kenrick St

BostonMA02135
property at 22 Wallingford Rd
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
3 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

22 Wallingford Rd

BostonMA02135
property at 15 Wallingford Rd
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
3 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

15 Wallingford Rd

BostonMA02135
property at 2017 Commonwealth Ave
$3,895 - $4,675

Total Monthly Price

Base Rent$3,895

Total Monthly Price$3,895
2 Bedroom Rentals
Available Now
Affordability
property at 85 Academy Hill Rd
$3,900

Total Monthly Price

Base Rent$3,900

Total Monthly Price$3,900
4 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

85 Academy Hill Rd

BostonMA02135
property at 20 Lyne Rd
$3,900

Total Monthly Price

Base Rent$3,900

Total Monthly Price$3,900
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

20 Lyne Rd

BostonMA02135
property at 19 Lyne Rd
$3,900

Total Monthly Price

Base Rent$3,900

Total Monthly Price$3,900
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

19 Lyne Rd

BostonMA02135
property at 199 Lake St
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
4 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

199 Lake St

BostonMA02135
property at 5 Glenley Terrace
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 3 Bath Condo for Rent
Available Now
Affordability

5 Glenley Terrace

BostonMA02135
property at 148 Strathmore Rd
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
4 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

148 Strathmore Rd

BostonMA02135
property at 1 Glenley Terrace
$4,900 - $5,800

Total Monthly Price

Base Rent$4,900

Total Monthly Price$4,900
6 Bedroom Rentals
Available Now

1 Glenley Terrace

BostonMA02135
property at 108 Kenrick St
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
4 Bedroom, 2 Bath Condo for Rent
Available Now

108 Kenrick St

BostonMA02135
property at 215 Chestnut Hill Ave
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
4 Bedroom, 1 Bath Condo for Rent
Available Now
property at 120 Kenrick St
$4,500 - $5,200

Total Monthly Price

Base Rent$5,000

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

120 Kenrick St

BostonMA02135
property at 147 Kenrick St
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 Bedroom, 2 Bath Condo for Rent
Available Now

147 Kenrick St

BostonMA02135
property at 8 Lothian Rd
$5,200 - $5,500

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 To 5 Bedroom Rentals
Available Now

8 Lothian Rd

BostonMA02135
property at 6 Lothian Rd
$5,200 - $5,500

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
12 Month Lease Term
4 To 5 Bedroom Rentals
Available Now

6 Lothian Rd

BostonMA02135
property at 12 Lothian Rd
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
5 Bedroom, 2 Bath Condo for Rent
Available Now

12 Lothian Rd

BostonMA02135
property at 126 Kenrick St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
4 Bedroom, 3 Bath Condo for Rent
Available Now

126 Kenrick St

BostonMA02135
property at 122 Kenrick St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
4 Bedroom Rentals
Available Now

122 Kenrick St

BostonMA02135
property at 23 Winship St
$5,700

Total Monthly Price

Base Rent$5,700

Total Monthly Price$5,700
4 Bedroom, 2.5 Bath Condo for Rent
Available Now

23 Winship St

BostonMA02135
property at 151 Foster St
$8,000

Total Monthly Price

Base Rent$8,000

Total Monthly Price$8,000
5 Bedroom, 2 Bath Condo for Rent
Available Now

151 Foster St

BostonMA02135
property at 50 Greycliff Rd
$12,300

Total Monthly Price

Base Rent$12,300

Total Monthly Price$12,300
7 Bedroom, 3 Bath Condo for Rent
Available Aug 24, 2027

50 Greycliff Rd

BostonMA02135
property at 16 Gerald Rd
$13,500

Total Monthly Price

Base Rent$13,500

Total Monthly Price$13,500
6 Bedroom, 2.5 Bath Condo for Rent
Available Sep 1, 2027

16 Gerald Rd

BostonMA02135
property at 1789 Commonwealth Ave
$13,600

Total Monthly Price

Base Rent$13,600

Total Monthly Price$13,600
8 Bedroom, 9 Bath Condo for Rent
Available Now
property at 20 Shanley St
$2,400

Total Monthly Price

Base Rent$2,400

Total Monthly Price$2,400
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

20 Shanley St, Unit 1R

20 Shanley St
BostonMA02135
property at 99 Chestnut Hill Ave
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

99 Chestnut Hill Ave, Unit 105

99 Chestnut Hill Ave
BostonMA02135
property at 38 Lake Shore Terrace
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

38 Lake Shore Terrace, Unit 2

38 Lake Shore Terrace
BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 263 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,000 to $13,500. There are also 412 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,160 to $13,500.

What is the current price range for Rental Homes in Chestnut Hill Middlesex?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $1,160 to $13,500 with an average monthly rent of $3,375.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $1,000 to $7,790, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,495 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,350.

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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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.