4 Bedroom Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (78 Rentals)

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property at 16 Dighton St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

4 Bedroom, 2 Bath Condo for Rent

Available Now

16 Dighton St, Unit 2

16 Dighton St
BostonMA02135
property at 137 Chiswick Rd

$3,005

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000 - $3,005

Total Monthly Price
$3,000 - $3,005

4 Bedroom Condos for Rent

Available Now

137 Chiswick Rd

BostonMA02135
property at 7 Winship St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

7 Winship St, Unit 2

7 Winship St
BostonMA02135
property at 29 Mt Vernon St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

29 Mt Vernon St, Unit 2A

29 Mt Vernon St
BostonMA02135
property at 1872 Commonwealth Ave

$3,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295 - $3,795

Total Monthly Price
$2,295 - $3,795

4 Bedroom Condos for Rent

Available Sep 1

property at 27 Bostonia Ave

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

27 Bostonia Ave

BostonMA02135
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 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
property at 225 Chestnut Hill Ave

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

4 Bedroom, 1 Bath Condo for Rent

Available Now

225 Chestnut Hill Ave, Unit 2

225 Chestnut Hill Ave
BostonMA02135
property at 27 Willoughby St

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650 - $4,100

Total Monthly Price
$3,650 - $4,100

4 Bedroom Condos for Rent

Available Now

27 Willoughby St

BostonMA02135

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property at 9 Oak Square Ave

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Now

9 Oak Square Ave, Unit 2

9 Oak Square Ave
BostonMA02135
property at 110 Kenrick St

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

110 Kenrick St, Unit 1

110 Kenrick St
BostonMA02135
property at 191 Kenrick St

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

191 Kenrick St, Unit 1

191 Kenrick St
BostonMA02135
property at 328 Washington St

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

328 Washington St, Unit 1

328 Washington St
BostonMA02135
property at 25 Embassy Rd

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Home for Rent

Available Now

25 Embassy Rd

BostonMA02135
property at 91 Academy Hill Rd

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

91 Academy Hill Rd, Unit 91

91 Academy Hill Rd
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, 5 Bedroom Condos for Rent

Available Aug 30

195 Lake St

BostonMA02135
property at 73 Undine Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

73 Undine Rd

BostonMA02135
property at 195 Lake St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Condo for Rent

Available Now

195 Lake St, Unit 2

195 Lake St
BostonMA02135

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property at 209 Chestnut Hill Ave

$4,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700

4 Bedroom, 2 Bath Condo for Rent

Available Now

209 Chestnut Hill Ave, Unit 1

209 Chestnut Hill Ave
BostonMA02135
property at 28 Manet Rd

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800 - $5,800

Total Monthly Price
$4,800 - $5,800

4, 5 Bedroom Condos for Rent

Available Now

28 Manet Rd

Chestnut HillMA02467
property at 27 Eulita Ter

$4,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

4 Bedroom, 2 Bath Condo for Rent

Available Now

27 Eulita Ter, Unit 2

27 Eulita Ter
BostonMA02135
property at 209 Chestnut Hill Ave

$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 Now

209 Chestnut Hill Ave, Unit 2

209 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 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 Jul 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 - $5,800

Total Monthly Price
$5,200 - $5,800

4, 5 Bedroom Condos for Rent

Available Now

6 Lothian Rd

BostonMA02135
property at 125 Nonantum St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100 - $5,200

Total Monthly Price
$5,100 - $5,200

4, 5 Bedroom Condos for Rent

Available Now

125 Nonantum St

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 91 Wallingford Rd

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

91 Wallingford Rd

BostonMA02135

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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 47 Algonquin Rd

$5,700 - $5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,700 - $5,800

Total Monthly Price
$5,700 - $5,800

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

47 Algonquin Rd

Chestnut HillMA02467
property at 25 Crosby Rd

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500 - $6,000

Total Monthly Price
$3,500 - $6,000

4 Bedroom Condos for Rent

Available Now

25 Crosby Rd

Chestnut HillMA02467
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 153 Foster St

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

153 Foster St, Unit 1

153 Foster St
BostonMA02135
property at 235 Chestnut Hill Ave

$6,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,700

Total Monthly Price
$6,700

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

235 Chestnut Hill Ave, Unit 1

235 Chestnut Hill Ave
BostonMA02135
property at 235 Chestnut Hill Ave

$6,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,700

Total Monthly Price
$6,700

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

235 Chestnut Hill Ave, Unit 1

235 Chestnut Hill Ave
BostonMA02135
property at 44 Kirkwood Rd

$9,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,600

Total Monthly Price
$9,600

4 Bedroom, 2 Bath Condo for Rent

Available Aug 31

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd
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

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Chestnut Hill Middlesex, Boston College, MA Local Guide

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Chestnut Hill Middlesex, Chestnut Hill, MA

Ranked #1

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 411 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $960 to $17,000. There are also 568 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,100 to $16,800.

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 $1,100 to $16,800 with an average monthly rent of $5,647.

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 $8,370, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $8,000. Four Bedroom Single-Family rentals are also available starting from $2,900 and Four Bedroom Apartments start at $1,050.

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

Written by: Robin Stewart

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

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.