Luxury Condos for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (231 Rentals) Page 4 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 1868 Commonwealth Ave

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Rentals

Available Sep 1

1868 Commonwealth Ave, Unit 5

1868 Commonwealth Ave
BostonMA02135
property at 189 Chestnut Hill Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 20 Sidlaw Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

20 Sidlaw Rd

BostonMA02135
property at 213 Chestnut Hill Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 290 Chestnut Hill Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 545 Washington St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

545 Washington St

BostonMA02135
property at 4 Braemore Rd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

4 Braemore Rd

BostonMA02135
property at 288 Chestnut Hill Ave

$2,600 - $3,125

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

Studio To 2 Bedroom Rentals

Available Aug 1

property at 276 Chestnut Hill Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 137 Lake Shore Rd

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

137 Lake Shore Rd

BostonMA02135
property at 145 Englewood Ave

$2,700 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 To 2 Bedroom Rentals

Available Now

145 Englewood Ave

BostonMA02135
property at 140 Kenrick St

$2,700 - $5,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 To 4 Bedroom Rentals

Available Sep 1

140 Kenrick St

BostonMA02135
property at 141 Chiswick Rd

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

141 Chiswick Rd

BostonMA02135
property at 185 Lake Shore Rd

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

185 Lake Shore Rd

BostonMA02135
property at 82 Boylston St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

82 Boylston St

NewtonMA02467
property at 41 South St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

41 South St

BrightonMA02135
property at 7 Lothian Rd

$2,000 - $5,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

Studio To 5 Bedroom Rentals

Available Now

7 Lothian Rd

BostonMA02135
property at 20 Hammond Pond Pkwy

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 441 Washington St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

441 Washington St

BostonMA02135
property at 50 Langley Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

50 Langley Rd

BostonMA02135
property at 10 Egan Way

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

10 Egan Way

BostonMA02135
property at 2 O'Neil Pl

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Sep 1

2 O'Neil Pl

BostonMA02135
property at 379 Chestnut Hill Ave

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 2027 Commonwealth Ave

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Aug 1

property at 36 Fairbanks St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

36 Fairbanks St

BostonMA02135
property at 437 Washington St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom Rentals

Available Sep 1

437 Washington St

BostonMA02135
property at 134 Englewood Ave

$3,295

Total Monthly Price

Total Monthly Price

Base Rent
$3,295

Total Monthly Price
$3,295

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

134 Englewood Ave

BostonMA02135
property at 1992 Commonwealth Ave

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Condo for Rent

Available Aug 22

property at 1933 Commonwealth Ave

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 214 Lake Shore Rd

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

214 Lake Shore Rd

BostonMA02135
property at 11 Breck Ave

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

11 Breck Ave

BostonMA02135
property at 421 Market St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

421 Market St

BostonMA02135
property at 2 Lothian Rd

$3,450 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

3 To 5 Bedroom Rentals

Available Sep 1

2 Lothian Rd

BostonMA02135
property at 124 Lake Shore Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

124 Lake Shore Rd

BostonMA02135
property at 232 Lake St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

232 Lake St

BostonMA02135
property at 65 Foster St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

65 Foster St

BostonMA02135
property at 30 Lake Shore Ct

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

30 Lake Shore Ct

BostonMA02135
property at 234 Lake St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

234 Lake St

BostonMA02135
property at 2035 Commonwealth Ave

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 161 Lake Shore Rd

$3,575

Total Monthly Price

Total Monthly Price

Base Rent
$3,575

Total Monthly Price
$3,575

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

161 Lake Shore Rd

BostonMA02135
property at 400 Market St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

400 Market St

BostonMA02135
property at 24 Eastburn St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

4 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

24 Eastburn St

BostonMA02135
property at 35 Lake Shore Ct

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

35 Lake Shore Ct

BostonMA02135
property at 4 Glenley Terrace

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

4 Glenley Terrace

BostonMA02135
property at 99 Chestnut Hill Ave

$2,300 - $3,995

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

Studio To 2 Bedroom Rentals

Available Aug 1

property at 124 Kenrick St

$3,650 - $5,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 To 4 Bedroom Rentals

Available Now

124 Kenrick St

BostonMA02135
property at 558 Washington St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

558 Washington St

BostonMA02135
property at 22 Wallingford Rd

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

22 Wallingford Rd

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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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

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