4 Bedroom Homes for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (83 Rentals) Page 2 of 2

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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 124 Kenrick St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
4 Bedroom, 3 Bath Rentals
Available Now
Affordability

124 Kenrick St, Unit 6

124 Kenrick St
BostonMA02135
property at 124 Kenrick St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
4 Bedroom, 3 Bath Rentals
Available Now
Affordability

124 Kenrick St, Unit 5

124 Kenrick 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 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 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 3 Portina Rd
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
4 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

3 Portina Rd

BostonMA02135
property at 191 Kenrick St
$4,150

Total Monthly Price

Base Rent$4,150

Total Monthly Price$4,150
4 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

191 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 199 Lake St
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
4 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

199 Lake St

BostonMA02135
property at 148 Strathmore Rd
$3,250 - $4,800

Total Monthly Price

Base Rent$4,800

Total Monthly Price$4,800
4 Bedroom Rentals
Available Now
Affordability

148 Strathmore Rd

BostonMA02135
property at 215 Chestnut Hill Ave
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
4 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 108 Kenrick St
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
4 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

108 Kenrick St

BostonMA02135
property at 120 Kenrick St
$4,500 - $5,200

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
4 Bedroom Rentals
Available Now
Affordability

120 Kenrick St

BostonMA02135
property at 147 Kenrick St
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

147 Kenrick St

BostonMA02135
property at 66 Lothian Rd
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

66 Lothian Rd

BostonMA02135
property at 8 Lothian Rd
$5,200 - $5,500

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 Bedroom Rentals
Available Now
Affordability

8 Lothian Rd

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 6 Lothian Rd
$5,200 - $5,800

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
12 Month Lease Term
4 Bedroom Rentals
Available Now
Affordability

6 Lothian Rd

BostonMA02135
property at 6-124 Kenrick St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
4 Bedroom, 3 Bath Home for Rent
Available Now
Affordability

6-124 Kenrick St

BostonMA02135
property at 126 Kenrick St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
4 Bedroom, 3 Bath Condo for Rent
Available Now

126 Kenrick St

BostonMA02135
property at 122 Kenrick St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
4 Bedroom Rentals
Available Now
Affordability

122 Kenrick St

BostonMA02135
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 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 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 4 Knowles St
$9,800

Total Monthly Price

Base Rent$9,800

Total Monthly Price$9,800
12 Month Lease Term
4 Bedroom, 4.5 Bath Townhome for Rent
Available Sep 15

4 Knowles St

NewtonMA02459

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 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

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

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

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.