2 Bedroom Homes for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (87 Rentals) Page 2 of 2

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property at 2 O'Neil Pl
$2,750

Total Monthly Price

Base Rent$2,750

Total Monthly Price$2,750
2 Bedroom, 1 Bath Rentals
Available Now
Affordability

2 Oneil Pl. 2, Unit 2

2 O'Neil Pl
BostonMA02135
property at 15-17-17 Belmont Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

15-17-17 Belmont Rd

BrooklineMA02467

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

property at 2 Lothian Rd
$2,600

Total Monthly Price

Base Rent$2,600

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

2 Lothian Rd

BostonMA02135
property at 9 Embassy Rd
$2,600

Total Monthly Price

Base Rent$2,600

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

9 Embassy Rd

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 118 Strathmore Rd
$2,700

Total Monthly Price

Base Rent$2,700

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

118 Strathmore Rd

BostonMA02135
property at 133 Lake Shore Rd
$2,700

Total Monthly Price

Base Rent$2,700

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

133 Lake Shore Rd

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 41 South St
$2,700

Total Monthly Price

Base Rent$2,700

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

41 South St

BostonMA02135
property at 141 Chiswick Rd
$2,750

Total Monthly Price

Base Rent$2,750

Total Monthly Price$2,750
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

141 Chiswick Rd

BostonMA02135
property at 140 Kenrick St
$2,750 - $5,200

Total Monthly Price

Base Rent$2,750

Total Monthly Price$2,750
2 Bedroom Rentals
Available Now
Affordability

140 Kenrick St

BostonMA02135

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 15 Embassy Rd
$2,950

Total Monthly Price

Base Rent$2,950

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

15 Embassy Rd

BostonMA02135
property at 1869 Commonwealth Ave
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 1890 Commonwealth Ave
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
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 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 2027 Commonwealth Ave
$3,150

Total Monthly Price

Base Rent$3,150

Total Monthly Price$3,150
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 1880 Commonwealth Ave
$3,190

Total Monthly Price

Base Rent$3,190

Total Monthly Price$3,190
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 2004 Commonwealth Ave
$3,200

Total Monthly Price

Base Rent$3,200

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

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 141 Englewood Ave
$3,500

Total Monthly Price

Base Rent$3,500

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

141 Englewood Ave

BostonMA02135
property at 136 Kenrick St
$3,700

Total Monthly Price

Base Rent$3,700

Total Monthly Price$3,700
2 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

136 Kenrick St

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

Total Monthly Price

Base Rent$3,700

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

124 Kenrick St

BostonMA02135
property at 99 Chestnut Hill Ave
$2,300 - $4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
2 Bedroom Rentals
Available Now
Affordability
property at 2017 Commonwealth Ave
$4,250 - $4,675

Total Monthly Price

Base Rent$4,295

Total Monthly Price$4,295
2 Bedroom Rentals
Available Now
Affordability
property at 1 Jackson St
$3,800 - $6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
2 Bedroom Rentals
Available Now

1 Jackson St

NewtonMA02459
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

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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

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.

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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.

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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.

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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.