Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA with Hardwood Floors (133 Rentals) Page 2 of 3

How Many Bedrooms?Done
Select your price rangeDone
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
21 Radnor Rd
$6,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200
4 Bedroom Apartment Available Now

21 Radnor Rd

21 Radnor RdBoston, MA 02135
close
View Me
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 Apartment Available Now

209 Chestnut Hill Ave

209 Chestnut Hill AveBoston, MA 02135
Affordability
close
View Me
44 Greycliff Rd, Unit 1
$10,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500
6 Bedroom Apartment Available Sep 1, 2026

44 Greycliff Rd, Unit 1

44 Greycliff RdBoston, MA 02135
  • Smoke Free
close
View Me
44 Greycliff Rd, Unit 2
$12,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000
6 Bedroom Apartment Available Now

44 Greycliff Rd, Unit 2

44 Greycliff RdBoston, MA 02135
close
View Me
25 South St, Unit #31 - B2
$3,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650
2 Bedroom Apartment Available Now

25 South St, Unit #31 - B2

25 South StBoston, MA 02135
Affordability
  • Smoke Free
close
View Me
44 Kirkwood Rd, Unit 1
$9,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,600

Total Monthly Price
$9,600
4 Bedroom Apartment Available Aug 31, 2026

44 Kirkwood Rd, Unit 1

44 Kirkwood RdBoston, MA 02135
close
View Me
22 Fairbanks St, Unit #6
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
1 Bedroom Apartment Available Now

22 Fairbanks St, Unit #6

22 Fairbanks StBoston, MA 02135
Cost Per Sq.Ft.
close
View Me
117 Union St
$4,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800
3 Bedroom Apartment Available Now

117 Union St

117 Union StBoston, MA 02135
Affordability
close
View Me
61 Algonquin Rd, Unit 61
$5,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400
4 Bedroom Apartment Available Sep 1, 2026

61 Algonquin Rd, Unit 61

61 Algonquin RdChestnut Hill, MA 02467
  • Smoke Free
close
View Me
16 Chestnut Hill Ave, Unit 28-6
$2,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750
1 Bedroom Apartment Available Now

16 Chestnut Hill Ave, Unit 28-6

16 Chestnut Hill AveBoston, MA 02135
Affordability
close
View Me
73 Nonantum St
$3,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250
3 Bedroom Apartment Available Now

73 Nonantum St

73 Nonantum StBoston, MA 02135
Affordability
close
View Me
72 Nonantum St
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
4 Bedroom Apartment Available Now

72 Nonantum St

72 Nonantum StBoston, MA 02135
Affordability
close
View Me
83 Brayton Rd
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

83 Brayton Rd

83 Brayton RdBoston, MA 02135
Affordability
close
View Me
200 Commonwealth Ave, Unit 1
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
5 Bedroom Apartment Available Aug 23, 2026

200 Commonwealth Ave, Unit 1

200 Commonwealth AveChestnut Hill, MA 02467
close
View Me
231 Chestnut Hill Ave, Unit 1
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
3 Bedroom Apartment Available Sep 1, 2026

231 Chestnut Hill Ave, Unit 1

231 Chestnut Hill AveBoston, MA 02135
Affordability

Getting Around the Chestnut Hill Middlesex Neighborhood in Chestnut Hill, MA

Walk Score®

59 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

47 / 100

Somewhat Bikeable

Minimal bike infrastructure

Transit Score®

53 / 100

Good Transit

Many nearby public transportation options

Frequently Asked Questions about Chestnut Hill Middlesex Apartments with Hardwood Floors

What is the Cheapest Hardwood Floors apartment in Chestnut Hill Middlesex?

Currently the most affordable Apartment in Chestnut Hill Middlesex with Hardwood Floors is at 3 Lothian Rd, Unit 24 listed at $1,950.

How much is the average rent for Chestnut Hill Middlesex Apartments with Hardwood Floors?

The average rent for a Apartment in Chestnut Hill Middlesex with Hardwood Floors is $5,155.

What is the largest Chestnut Hill Middlesex Apartment for rent with Hardwood Floors?

Today's Apartment with Hardwood Floors and the most square footage in Chestnut Hill Middlesex is a 9,999 square feet unit starting from $2,295 at 39 South St, Unit 24.

What is the average size for Chestnut Hill Middlesex Apartments for rent with Hardwood Floors?

The average size for a rental with Hardwood Floors in Chestnut Hill Middlesex is currently at 2,078 sq ft.

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 Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.