Luxury Condos for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (231 Rentals) Page 2 of 5

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The most luxurious Condos in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.

property at 425 Market St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

425 Market St, Unit 301

425 Market St
BostonMA02135
property at 14 Louise Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

14 Louise Rd, Unit m

14 Louise Rd
Chestnut HillMA02467
property at 145 Chiswick Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Now

145 Chiswick Rd, Unit 8

145 Chiswick Rd
BostonMA02135
property at 135 Chiswick Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

135 Chiswick Rd, Unit 4

135 Chiswick Rd
BostonMA02135
property at 14 Louise Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

14 Louise Rd, Unit 1

14 Louise Rd
Chestnut HillMA02467
property at 135 Chiswick Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

135 Chiswick Rd, Unit 3

135 Chiswick Rd
BostonMA02135
property at 210 Chestnut Hill Ave

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

210 Chestnut Hill Ave, Unit 6

210 Chestnut Hill Ave
BostonMA02135
property at 145 Englewood Ave

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

145 Englewood Ave, Unit 42

145 Englewood Ave
BostonMA02135
property at 3 Glenley Ter

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 3 Bath Condo for Rent

Available Now

3 Glenley Ter, Unit 1

3 Glenley Ter
BostonMA02135
property at 71-73 Chestnut Hill Ave

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

71-73 Chestnut Hill Ave, Unit 2

71-73 Chestnut Hill Ave
BostonMA02135

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property at 96 Chestnut Hill Ave

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

96 Chestnut Hill Ave, Unit 73

96 Chestnut Hill Ave
BostonMA02135
property at 195 Lake St

$3,800 - $4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800 - $4,500

Total Monthly Price
$3,800 - $4,500

4 To 5 Bedroom Condos for Rent

Available Aug 30

195 Lake St

BostonMA02135
property at 30 Lake Shore Ct

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 2 Bath Condo for Rent

Available Now

30 Lake Shore Ct, Unit 1

30 Lake Shore Ct
BostonMA02135
property at 145 Englewood Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

145 Englewood Ave, Unit 4

145 Englewood Ave
BostonMA02135
property at 91 Academy Hill Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

91 Academy Hill Rd, Unit 91

91 Academy Hill Rd
BostonMA02135
property at 110 Academy Hill Rd

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

5 Bedroom, 2 Bath Condo for Rent

Available Now

110 Academy Hill Rd, Unit 1

110 Academy Hill Rd
BostonMA02135
property at 1872 Commonwealth Ave

$4,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

2 Bedroom, 2 Bath Condo for Rent

Available Now

1872 Commonwealth Ave, Unit 408

1872 Commonwealth Ave
BostonMA02135
property at 104 Lake Shore Rd

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

104 Lake Shore Rd, Unit Lake Shore

104 Lake Shore Rd
BostonMA02135
property at 91 Wallingford Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

91 Wallingford Rd, Unit 1

91 Wallingford Rd
BostonMA02135
property at 25 Greycliff Rd

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 1 Bath Condo for Rent

Available Now

25 Greycliff Rd, Unit 1

25 Greycliff Rd
BostonMA02135
property at 460 Washington St

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 2 Bath Condo for Rent

Available Now

460 Washington St, Unit 1

460 Washington St
BostonMA02135
property at 120 Kenrick St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

120 Kenrick St, Unit 1

120 Kenrick St
BostonMA02135
property at 6 Lothian Rd

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

6 Lothian Rd, Unit 3

6 Lothian Rd
BostonMA02135
property at 225 Chestnut Hill Ave

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 1 Bath Condo for Rent

Available Now

225 Chestnut Hill Ave, Unit 1

225 Chestnut Hill Ave
BostonMA02135
property at 120 Kenrick St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

120 Kenrick St, Unit 1

120 Kenrick St
BostonMA02135
property at 7 Lothian Rd

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

7 Lothian Rd, Unit 3

7 Lothian Rd
BostonMA02135
property at 539 Commonwealth Ave

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3 Bath Condo for Rent

Available Now

539 Commonwealth Ave, Unit 2

539 Commonwealth Ave
NewtonMA02459
property at 110 Kenrick St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Now

110 Kenrick St

BostonMA02135
property at 153 Foster St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

153 Foster St, Unit 2A

153 Foster St
BostonMA02135
property at 199 Boylston St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

199 Boylston St, Unit 1

199 Boylston St
Chestnut HillMA02467
property at 235 Chestnut Hill Ave

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

235 Chestnut Hill Ave, Unit 1

235 Chestnut Hill Ave
BostonMA02135
property at 29 Gerald Rd

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

3 Bedroom, 1 Bath Condo for Rent

Available Aug 31, 2027

29 Gerald Rd, Unit 1

29 Gerald Rd
BostonMA02135
property at 16 Gerald Rd

$6,200 - $13,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200 - $13,500

Total Monthly Price
$6,200 - $13,500

3 To 6 Bedroom Condos for Rent

Available Sep 1, 2027

16 Gerald Rd

BostonMA02135
property at 2021 Commonwealth Ave

$7,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,600

Total Monthly Price
$7,600

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

2021 Commonwealth Ave, Unit 2

2021 Commonwealth Ave
BostonMA02135
property at 25 Kirkwood Rd

$9,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,900

Total Monthly Price
$9,900

4 Bedroom, 2 Bath Condo for Rent

Available Aug 31, 2027

25 Kirkwood Rd

BostonMA02135
property at 44 Greycliff Rd

$11,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 2.5 Bath Condo for Rent

Available Aug 30, 2027

44 Greycliff Rd, Unit 1

44 Greycliff Rd
BostonMA02135
property at 44 Greycliff Rd

$12,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,400

Total Monthly Price
$12,400

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31, 2027

44 Greycliff Rd, Unit #2

44 Greycliff Rd
BostonMA02135
property at 15 Moody St

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

3 Bedroom, 3 Bath Rentals

Available Sep 1

15 Moody St

NewtonMA02467
property at 124 Kenrick St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2 Bath Rentals

Available Aug 1

124 Kenrick St, Unit 7

124 Kenrick St
BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 309 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,000 to $14,300. There are also 462 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,130 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 $1,130 to $13,500 with an average monthly rent of $4,466.

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 $1,350 to $7,999, 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 $3,005 and Four Bedroom Apartments start at $2,400.

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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