Homes for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (447 Rentals) Page 9 of 9

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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 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 27 Maplewood Ave
$5,800

Total Monthly Price

Base Rent$5,800

Total Monthly Price$5,800
4 Bedroom, 2 Bath Home for Rent
Available Now

27 Maplewood Ave

NewtonMA02459
property at 232 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

232 Lake St

BostonMA02135
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

234 Lake St

BostonMA02135
property at 161 Brayton Rd
$3,800 - $4,100

Total Monthly Price

Base Rent$4,100

Total Monthly Price$4,100
3 Bedroom Rentals
Available Now
Affordability

161 Brayton Rd

BostonMA02135
property at 7 Gem Ave
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
3 Bedroom, 2.5 Bath Townhome for Rent
Available Oct 1
Cost Per Sq.Ft.

7 Gem Ave

BostonMA02135
property at 50 Langley Rd
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

50 Langley Rd

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 545 Washington St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

545 Washington St

BostonMA02135
property at 558 Washington St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
4 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

558 Washington St

BostonMA02135
property at 132 Yarmouth Rd
$11,000

Total Monthly Price

Base Rent$11,000

Total Monthly Price$11,000
4 Bedroom, 5 Bath Home for Rent
Available Now
Outdoors

132 Yarmouth Rd

BrooklineMA02467
property at 547 Washington St
$2,925

Total Monthly Price

Base Rent$2,925

Total Monthly Price$2,925
3 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

547 Washington St

BostonMA02135
property at 1-40 Turner St
$3,900

Total Monthly Price

Base Rent$3,900

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

1-40 Turner St

BostonMA02135
property at 509 Washington St
$3,400

Total Monthly Price

Base Rent$3,400

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

509 Washington St

BostonMA02135
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 13 Priscilla Rd
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

13 Priscilla Rd

BostonMA02135
property at 17 Priscilla Rd
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

17 Priscilla Rd

BostonMA02135
property at 77 Foster St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
3 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

77 Foster St

BostonMA02135
property at 36 Fairbanks St
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

36 Fairbanks St

BostonMA02135
property at 20 Eastburn St
$3,600

Total Monthly Price

Base Rent$3,600

Total Monthly Price$3,600
12 Month Lease Term
4 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

20 Eastburn St

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 23 Brock St
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

23 Brock St

BostonMA02135
property at 18 Brock St
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

18 Brock St

BostonMA02135
property at 20 Brock St
$2,200 - $2,250

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
1 Bedroom Rentals
Available Now
Affordability

20 Brock St

BostonMA02135
property at 24 Brock St
$2,700

Total Monthly Price

Base Rent$2,700

Total Monthly Price$2,700
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

24 Brock St

BostonMA02135
property at 65 Foster St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

65 Foster St

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 22 Brock St
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

22 Brock St

BostonMA02135
property at 30 Brock St
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

30 Brock St

BostonMA02135
property at 36 Dighton St
$2,500 - $2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom Rentals
Available Now
Affordability

36 Dighton St

BostonMA02135
property at 441 Washington St
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

441 Washington St

BostonMA02135
property at 16 Cabot St
$6,900

Total Monthly Price

Base Rent$6,900

Total Monthly Price$6,900
3 Bedroom, 2.5 Bath Home for Rent
Available Now

16 Cabot St

NewtonMA02458
property at 47 Winship St
$6,600

Total Monthly Price

Base Rent$6,600

Total Monthly Price$6,600
4 Bedroom, 2 Bath Condo for Rent
Available Now

47 Winship St

BostonMA02135
property at 2 O'Neil Pl
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom Rentals
Available Now
Affordability

2 O'Neil Pl

BostonMA02135
property at 9-206 Chestnut Hill Ave
$2,250

Total Monthly Price

Base Rent$2,250

Total Monthly Price$2,250
1 Bedroom, 1 Bath Home for Rent
Available Sep 15
Affordability
property at 46 Brackett St
$3,900

Total Monthly Price

Base Rent$3,900

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

46 Brackett St

BrightonMA02134
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 425 Market St
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

425 Market St

BostonMA02135
property at 45 Henshaw St
$4,950

Total Monthly Price

Base Rent$4,950

Total Monthly Price$4,950
3 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

45 Henshaw St

BostonMA02135
property at 51 Algonquin Rd
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
12 Month Lease Term
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

51 Algonquin Rd

NewtonMA02467
property at 20 Shanley St
$2,450

Total Monthly Price

Base Rent$2,450

Total Monthly Price$2,450
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
property at 53 Breck Ave
$4,400

Total Monthly Price

Base Rent$4,400

Total Monthly Price$4,400
12 Month Lease Term
3 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

53 Breck Ave

BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 274 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,000 to $13,500. There are also 462 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,000 to $16,000.

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 $1,000 to $16,000 with an average monthly rent of $3,744.

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 $7,640, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,250 to $7,250. 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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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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

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

Written by: Robin Stewart

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.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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

Written by: Robin Stewart

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.