Apartments for Rent in Chestnut Hill, MA (2,816 Rentals) Page 18 of 57

How Many Bedrooms?Done
Price OptionsDone
Price Range
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
85 Brainerd Rd
$2,325 - $2,350

Total Monthly Price

Base Rent$2,325 - $2,350

Total Monthly Price$2,325 - $2,350
11 Month Lease Term
1 Bedroom Apartment Available Now

85 Brainerd Rd

85 Brainerd RdBoston, MA 02134
Affordability
close
View Me
195 Winthrop Rd
$2,900 - $4,700

Total Monthly Price

Base Rent$2,900 - $4,700

Total Monthly Price$2,900 - $4,700
12 Month Lease Term
2 to 4 Bedroom Apartment Available Now

195 Winthrop Rd

195 Winthrop RdBrookline, MA 02445
Affordability
close
View Me
15 Wellman St, Unit 3
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
12 Month Lease Term
4 Bedroom Apartment Available Now

15 Wellman St, Unit 3

15 Wellman StBrookline, MA 02446
close
View Me
99 Glenville Ave
$2,095 - $2,595

Total Monthly Price

Base Rent$2,095 - $2,595

Total Monthly Price$2,095 - $2,595
12 Month Lease Term
1 Bedroom Apartment Available Now

99 Glenville Ave

99 Glenville AveBoston, MA 02134
Affordability
close
View Me
90 Kilsyth Rd
$2,300 - $4,400

Total Monthly Price

Base Rent$2,300 - $4,400

Total Monthly Price$2,300 - $4,400
12 Month Lease Term
1 Bedroom Apartment Available Now

90 Kilsyth Rd

90 Kilsyth RdBoston, MA 02135
Affordability
close
View Me
38 Gardner St
$2,450 - $2,500

Total Monthly Price

Base Rent$2,450 - $2,500

Total Monthly Price$2,450 - $2,500
12 Month Lease Term
1 Bedroom Apartment Available Now

38 Gardner St

38 Gardner StBoston, MA 02134
Cost Per Sq.Ft.
close
View Me
30 Wadsworth St, Unit 30
$11,800

Total Monthly Price

Base Rent$11,800

Total Monthly Price$11,800
12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2027

30 Wadsworth St, Unit 30

30 Wadsworth StBoston, MA 02134
close
View Me
11 Madeline St, Unit 1
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
12 Month Lease Term
3 Bedroom Apartment Available Now

11 Madeline St, Unit 1

11 Madeline StBoston, MA 02135
Cost Per Sq.Ft.
close
View Me
16 Malbert Rd, Unit 1
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
12 Month Lease Term
6 Bedroom Apartment Available Now

16 Malbert Rd, Unit 1

16 Malbert RdBoston, MA 02135
Cost Per Sq.Ft.

Frequently Asked Questions about Chestnut Hill

What is the current pricing and availability for apartments for rent in Chestnut Hill, MA?

As of today, September 27, 2026, there are currently 2,816 available Chestnut Hill apartments priced from $950 to $14,185, with an average monthly rent of $3,616.

How much are Studio apartments in Chestnut Hill?

There are currently 430 Studio Apartments in Chestnut Hill with rent ranges from $1,500 to $9,501 with an average price of $2,420.

What is the current price range for One Bedroom Chestnut Hill Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $950 to $8,377 with an average monthly rent of $2,821.

What does renting a Two Bedroom Apartment in Chestnut Hill cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $1,200 to $14,185. Today's average rental price for Two Bedrooms here is $3,534.

How expensive are Chestnut Hill Three Bedroom Apartments?

There are currently 626 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $12,500 - averaging $3,861 for the location.

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.

Helpful Local Expert Guides

decorative image for Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move article

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

decorative image for How Commercial-to-Residential Property Conversions Help the Housing Crisis   article

How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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.