Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

Speciality Housing

Keyword Search

Luxury Apartments for Rent in Chestnut Hill, MA

92 Rentals
.
  10. Building Photo - 110 Gerry Rd
    2 BEDS, 2 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900
         - 12 Month Lease

    110 Gerry Rd Unit #108

    110 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  11. Building Photo - 127 Gerry Rd
    1 BED, 1 BATH
    $3,499
    Total Monthly Price Total Monthly Price New
    Base Rent$3,499
    Required Monthly FeesNone
    Total Monthly Price$3,499
         - 12 Month Lease

    127 Gerry Rd Unit #203

    127 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  12. 3 BEDS, 1 BATH
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000
         - 12 Month Lease

    45 Garrison Rd Unit 3C

    45 Garrison Rd, Brookline, MA 02445
    Apply
  13. 3 BEDS, 1 BATH
    $5,600
    Total Monthly Price Total Monthly Price New
    Base Rent$5,600
    Required Monthly FeesNone
    Total Monthly Price$5,600
         - 12 Month Lease

    16 Gerald Rd

    16 Gerald Rd, Boston, MA 02135
    Apply
  14. 3 BEDS, 2 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500
         - 12 Month Lease

    1805 Beacon St Unit 3

    1805 Beacon St, Brookline, MA 02445
    Apply
  15. 1 BED, 1 BATH
    $3,660+
    3 BEDS, 1 BATH
    $5,899+
    Total Monthly Price Total Monthly Price New
    Base Rent$3,660 - $5,999
    Required Monthly FeesNone
    Total Monthly Price$3,660 - $5,999
         - 12 Month Lease

    817 Washington St

    817 Washington St, Brookline, MA 02446
    Apply
  16. 3 BEDS, 3 BATHS
    $12,500
    Total Monthly Price Total Monthly Price New
    Base Rent$12,500
    Required Monthly FeesNone
    Total Monthly Price$12,500
         - 12 Month Lease

    320 Tappan St Unit 3

    320 Tappan St, Brookline, MA 02445
    Apply
  17. 3 BEDS, 2 BATHS
    $5,400
    Total Monthly Price Total Monthly Price New
    Base Rent$5,400
    Required Monthly FeesNone
    Total Monthly Price$5,400
         - 12 Month Lease

    32 Orkney Rd Unit 3

    32 Orkney Rd, Boston, MA 02135
    Apply
  18. 1 BED, 1 BATH
    $4,300
    Total Monthly Price Total Monthly Price New
    Base Rent$4,300
    Required Monthly FeesNone
    Total Monthly Price$4,300
         - 12 Month Lease

    90 Kilsyth Rd Unit 44

    90 Kilsyth Rd, Boston, MA 02135
    Apply
  19. 3 BEDS, 2 BATHS
    $5,400
    Total Monthly Price Total Monthly Price New
    Base Rent$5,400
    Required Monthly FeesNone
    Total Monthly Price$5,400
         - 12 Month Lease

    10 Mount Hood Rd Unit #2

    10 Mount Hood Rd, Boston, MA 02135
    Apply
  20. 2 BEDS, 2 BATHS
    $4,700
    Total Monthly Price Total Monthly Price New
    Base Rent$4,700
    Required Monthly FeesNone
    Total Monthly Price$4,700
         - 12 Month Lease

    20 Dean Rd Unit 3

    20 Dean Rd, Brookline, MA 02445
    Apply
  21. 2 BEDS, 1.5 BATHS
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100
         - 12 Month Lease

    321 Hammond Pond Pky Unit 301

    321 Hammond Pond Pky, Chestnut Hill, MA 02467
  22. 3 BEDS, 2.5 BATHS
    $6,220
    Total Monthly Price Total Monthly Price New
    Base Rent$6,220
    Required Monthly FeesNone
    Total Monthly Price$6,220
         - 12 Month Lease

    32 Independence Dr Unit 1

    32 Independence Dr, Chestnut Hill, MA 02467
  23. 1 BED, 1 BATH
    $3,475
    Total Monthly Price Total Monthly Price New
    Base Rent$3,475
    Required Monthly FeesNone
    Total Monthly Price$3,475
         - 12 Month Lease

    130 Gerry Rd

    130 Gerry Rd, Chestnut Hill, MA 02467
  24. 2 BEDS, 2 BATHS
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100
         - 12 Month Lease

    326 Hammond St Unit 3

    326 Hammond St, Chestnut Hill, MA 02467
  25. 2 BEDS, 2 BATHS
    $5,200
    Total Monthly Price Total Monthly Price New
    Base Rent$5,200
    Required Monthly FeesNone
    Total Monthly Price$5,200
         - 12 Month Lease

    18 Glenland Rd Unit 1

    18 Glenland Rd, Chestnut Hill, MA 02467
  26. 3 BEDS, 2.5 BATHS
    $6,150
    Total Monthly Price Total Monthly Price New
    Base Rent$6,150
    Required Monthly FeesNone
    Total Monthly Price$6,150
         - 12 Month Lease

    901 W Roxbury Pky

    901 W Roxbury Pky, Chestnut Hill, MA 02467
  27. 2 BEDS, 2 BATHS
    $5,200
    Total Monthly Price Total Monthly Price New
    Base Rent$5,200
    Required Monthly FeesNone
    Total Monthly Price$5,200
         - 12 Month Lease

    18 Glenland Rd Unit 1

    18 Glenland Rd, Chestnut Hill, MA 02467
  28. 2 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000
         - 12 Month Lease

    250 Hammond Pond Pky Unit 1203N

    250 Hammond Pond Pky, Chestnut Hill, MA 02467
  29. 1 BED, 1.5 BATHS
    $3,275
    Total Monthly Price Total Monthly Price New
    Base Rent$3,275
    Required Monthly FeesNone
    Total Monthly Price$3,275
         - 12 Month Lease

    136 Gerry Rd Unit 1

    136 Gerry Rd, Chestnut Hill, MA 02467
  30. 2 BEDS, 2 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900
         - 12 Month Lease

    25 Crosby Rd

    25 Crosby Rd, Chestnut Hill, MA 02467
  31. 3 BEDS, 2.5 BATHS
    $6,100
    Total Monthly Price Total Monthly Price New
    Base Rent$6,100
    Required Monthly FeesNone
    Total Monthly Price$6,100
         - 12 Month Lease

    33 Clearwater Rd

    33 Clearwater Rd, Chestnut Hill, MA 02467
  32. 2 BEDS, 1.5 BATHS
    $4,850
    Total Monthly Price Total Monthly Price New
    Base Rent$4,850
    Required Monthly FeesNone
    Total Monthly Price$4,850
         - 12 Month Lease

    2016 Commonwealth Ave Unit F

    2016 Commonwealth Ave, Boston, MA 02135
  33. 2 BEDS, 1 BATH
    $4,750
    Total Monthly Price Total Monthly Price New
    Base Rent$4,750
    Required Monthly FeesNone
    Total Monthly Price$4,750
         - 12 Month Lease

    2021 Commonwealth Ave Unit S

    2021 Commonwealth Ave, Boston, MA 02135
  34. 2 BEDS, 2 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500
         - 12 Month Lease

    143 Beaconsfield Rd Unit 3

    143 Beaconsfield Rd, Brookline, MA 02445
  35. 3 BEDS, 2.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500
         - 12 Month Lease

    1712 Beacon St Unit 2

    1712 Beacon St, Brookline, MA 02445
  36. 3 BEDS, 1 BATH
    $5,600
    Total Monthly Price Total Monthly Price New
    Base Rent$5,600
    Required Monthly FeesNone
    Total Monthly Price$5,600
         - 12 Month Lease

    16 Gerald Rd Unit 1

    16 Gerald Rd, Boston, MA 02135
  37. 3 BEDS, 1 BATH
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500
         - 12 Month Lease

    29 Gerald Rd

    29 Gerald Rd, Boston, MA 02135
  38. 3 BEDS, 2 BATHS
    $5,400
    Total Monthly Price Total Monthly Price New
    Base Rent$5,400
    Required Monthly FeesNone
    Total Monthly Price$5,400
         - 12 Month Lease

    14 Mount Hood Rd

    14 Mount Hood Rd, Boston, MA 02135
  39. 3 BEDS, 2 BATHS
    $5,400
    Total Monthly Price Total Monthly Price New
    Base Rent$5,400
    Required Monthly FeesNone
    Total Monthly Price$5,400
         - 12 Month Lease

    40 Orkney Rd Unit 3

    40 Orkney Rd, Boston, MA 02135
  40. 3 BEDS, 2 BATHS
    $5,695
    Total Monthly Price Total Monthly Price New
    Base Rent$5,695
    Required Monthly FeesNone
    Total Monthly Price$5,695
         - 12 Month Lease

    20 Colborne Rd Unit 11

    20 Colborne Rd, Boston, MA 02135
  41. 2 BEDS, 1 BATH
    $4,450
    Total Monthly Price Total Monthly Price New
    Base Rent$4,450
    Required Monthly FeesNone
    Total Monthly Price$4,450
         - 12 Month Lease

    21 Regent Cir Unit 3

    21 Regent Cir, Brookline, MA 02445
  42. 3 BEDS, 1 BATH
    $5,600
    Total Monthly Price Total Monthly Price New
    Base Rent$5,600 - $6,500
    Required Monthly FeesNone
    Total Monthly Price$5,600 - $6,500
         - 12 Month Lease

    16 Gerald Rd

    16 Gerald Rd, Boston, MA 02135
Showing 42 of 84 results, Page 1 of 2

Chestnut Hill at a Glance

Average Rent

$3,264
(All bedrooms and property types)
Learn more about
Average Rent in Chestnut Hill
0

School Rating

out of 10 Rating
Learn more about
Schools in Chestnut Hill
46

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Chestnut Hill
47

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Chestnut Hill

Chestnut Hill, MA Apartments for Rent

Located six miles west of downtown Boston, Chestnut Hill spans three counties—Middlesex, Norfolk, and Suffolk—and includes parts of Newton, Brookline, and Boston. The area showcases landscaping designed by Frederick Law Olmsted in the 1870s, the Boston College campus with its Collegiate Gothic architecture, and the 120-acre Chestnut Hill Reservation surrounding the reservoir.

Transportation is convenient with two MBTA Green Line branches serving the area, making Boston easily accessible. The average rent for a one-bedroom apartment is approximately $3,257. The area features shopping destinations like The Shops at Chestnut Hill and The Street Chestnut Hill. Outdoor enthusiasts appreciate Hammond Pond Reservation's protected wetlands and forest preserve, Kennard Park's historic stone walls and mature trees, and the popular walking trail circling the Chestnut Hill Reservoir.

Renting in Chestnut Hill

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Chestnut Hill

(For 1 bedroom apartments)
  • Neighborhoods Average Sq Ft Average Rent
  • South Brookline 943 Sq Ft $3,170/mo

Getting Around Chestnut Hill

Transportation

54

Somewhat Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
47

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
46

Some Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

Private University
Private University
Private University
Private University
Private University

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

Apartments for Rent Near Chestnut Hill

Specialty Housing

Choose by Amenities

Chestnut Hill Apartments for Rent in Your Budget

tooltips

I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.