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Apartments for Rent in Chestnut Hill, MA with a Swimming Pool

176 Rentals
.
  2. Building Photo - 20 Thornton Rd
    1 Month Free
    1 Month Free
    1 BED
    $2,995+
    2 BEDS
    $3,295+
    3 BEDS
    $5,395+
    Plus Fees - 12 Month Lease

    20 Thornton Rd

    20 Thornton Rd, Chestnut Hill, MA 02467
    (857) 424-0101
  4. Building Photo - Avalon at Chestnut Hill
    STUDIO
    $3,290+
    1 BED
    $3,490+
    2 BEDS
    $4,125+
    3 BEDS
    $5,840+
    Total Monthly Price Total Monthly Price New
    Base Rent$3,225 - $6,475
    Required Monthly Fees$65
    Total Monthly Price$3,290 - $6,540

    Avalon at Chestnut Hill

    160 Boylston St, Chestnut Hill, MA 02467
    (857) 597-2447
  6. Building Photo - 1743 Commonwealth Ave
    6 BEDS, 3 BATHS
    $6,795
    Total Monthly Price Total Monthly Price New
    Base Rent$6,795
    Required Monthly FeesNone
    Total Monthly Price$6,795
         - 12 Month Lease

    1743 Commonwealth Ave

    1743 Commonwealth Ave, Boston, MA 02135
  7. Building Photo - 755 Boylston St
    4 BEDS, 2 BATHS
    $4,700
    Total Monthly Price Total Monthly Price New
    Base Rent$4,700
    Required Monthly FeesNone
    Total Monthly Price$4,700

    755 Boylston St Unit 2

    755 Boylston St, Brookline, MA 02467
  8. 1 BED, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    23 Westgate Rd Unit 4

    23 Westgate Rd, Boston, MA 02467
  9. 3 BEDS, 2 BATHS
    $4,350
    Total Monthly Price Total Monthly Price New
    Base Rent$4,350
    Required Monthly FeesNone
    Total Monthly Price$4,350
         - 12 Month Lease

    755 Boylston St Unit 1

    755 Boylston St, Brookline, MA 02467
  10. Building Photo - 203 Ellery Ct
    Rent Special
    Rent Special
    3 BEDS, 2.5 BATHS
    $5,395
    Total Monthly Price Total Monthly Price New
    Base Rent$5,395
    Required Monthly FeesNone
    Total Monthly Price$5,395
         - 12 Month Lease

    203 Ellery Ct

    203 Ellery Ct, Chestnut Hill, MA 02467
    Apply
  11. Building Photo - 97 Sherman Rd
    1 BED, 1 BATH
    $3,130
    Total Monthly Price Total Monthly Price New
    Base Rent$3,130
    Required Monthly FeesNone
    Total Monthly Price$3,130
         - 12 Month Lease

    97 Sherman Rd

    97 Sherman Rd, Chestnut Hill, MA 02467
    Apply
  12. Building Photo - 46 Gerry Rd
    2 BEDS, 1 BATH
    $3,440
    Total Monthly Price Total Monthly Price New
    Base Rent$3,440
    Required Monthly FeesNone
    Total Monthly Price$3,440
         - 12 Month Lease

    46 Gerry Rd

    46 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  13. 1 BED, 1.5 BATHS
    $3,170
    Total Monthly Price Total Monthly Price New
    Base Rent$3,170
    Required Monthly FeesNone
    Total Monthly Price$3,170
         - 12 Month Lease

    194 Gerry Rd

    194 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  14. 2 BEDS, 1 BATH
    $3,455
    Total Monthly Price Total Monthly Price New
    Base Rent$3,455
    Required Monthly FeesNone
    Total Monthly Price$3,455
         - 12 Month Lease

    33 Gerry Rd

    33 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  15. 2 BEDS, 1 BATH
    $3,440
    Total Monthly Price Total Monthly Price New
    Base Rent$3,440
    Required Monthly FeesNone
    Total Monthly Price$3,440
         - 12 Month Lease

    607 Vfw Pky

    607 Vfw Pky, Chestnut Hill, MA 02467
    Apply
  16. Building Photo - 499 Vfw Pky
    2 BEDS, 1.5 BATHS
    $3,760
    Total Monthly Price Total Monthly Price New
    Base Rent$3,760
    Required Monthly FeesNone
    Total Monthly Price$3,760
         - 12 Month Lease

    499 Vfw Pky

    499 Vfw Pky, Chestnut Hill, MA 02467
    Apply
  17. Building Photo - 241 Gerry Rd
    Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $3,695
    Total Monthly Price Total Monthly Price New
    Base Rent$3,695
    Required Monthly FeesNone
    Total Monthly Price$3,695
         - 12 Month Lease

    241 Gerry Rd

    241 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  18. 2 BEDS, 1 BATH
    $3,645
    Total Monthly Price Total Monthly Price New
    Base Rent$3,645
    Required Monthly FeesNone
    Total Monthly Price$3,645
         - 12 Month Lease

    148 Independence Dr

    148 Independence Dr, Chestnut Hill, MA 02467
    Apply
  19. Rent Special
    Rent Special
    1 BED, 1 BATH
    $3,130
    Total Monthly Price Total Monthly Price New
    Base Rent$3,130
    Required Monthly FeesNone
    Total Monthly Price$3,130
         - 12 Month Lease

    79 Thornton Rd Unit 79

    79 Thornton Rd, Chestnut Hill, MA 02467
    Apply
  20. Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $3,820
    Total Monthly Price Total Monthly Price New
    Base Rent$3,820
    Required Monthly FeesNone
    Total Monthly Price$3,820
         - 12 Month Lease

    29 Independence Dr

    29 Independence Dr, Chestnut Hill, MA 02467
    Apply
  21. Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $3,395
    Total Monthly Price Total Monthly Price New
    Base Rent$3,395
    Required Monthly FeesNone
    Total Monthly Price$3,395
         - 12 Month Lease

    59 Thornton Rd

    59 Thornton Rd, Chestnut Hill, MA 02467
    Apply
  22. Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $3,395
    Total Monthly Price Total Monthly Price New
    Base Rent$3,395
    Required Monthly FeesNone
    Total Monthly Price$3,395
         - 12 Month Lease

    527 Vfw Pky

    527 Vfw Pky, Chestnut Hill, MA 02467
    Apply
  23. Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $3,565
    Total Monthly Price Total Monthly Price New
    Base Rent$3,565
    Required Monthly FeesNone
    Total Monthly Price$3,565
         - 12 Month Lease

    130 Sherman Rd Unit 130

    130 Sherman Rd, Chestnut Hill, MA 02467
    Apply
  24. Rent Special
    Rent Special
    2 BEDS, 1.5 BATHS
    $3,815
    Total Monthly Price Total Monthly Price New
    Base Rent$3,815
    Required Monthly FeesNone
    Total Monthly Price$3,815
         - 12 Month Lease

    120 Thornton Rd

    120 Thornton Rd, Chestnut Hill, MA 02467
    Apply
  25. 2 BEDS, 1.5 BATHS
    $3,325
    Total Monthly Price Total Monthly Price New
    Base Rent$3,325
    Required Monthly FeesNone
    Total Monthly Price$3,325
         - 12 Month Lease

    122 Independence Dr

    122 Independence Dr, Chestnut Hill, MA 02467
    Apply
  26. 1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
         - 24 Month Lease

    10 Hammond Pond Pky Unit 304

    10 Hammond Pond Pky, Chestnut Hill, MA 02467
    Apply
  27. 1 BED, 1 BATH
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350
         - 12 Month Lease

    39 South St Unit 62

    39 South St, Boston, MA 02135
    Apply
  28. 2 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200
         - 12 Month Lease

    6 Sutherland Rd Unit 3

    6 Sutherland Rd, Boston, MA 02135
    Apply
  29. 1 BED, 1 BATH
    $3,130
    Total Monthly Price Total Monthly Price New
    Base Rent$3,130
    Required Monthly FeesNone
    Total Monthly Price$3,130
         - 12 Month Lease

    589 Vfw Pky

    589 Vfw Pky, Boston College, MA 02467
    Apply
  30. 1 BED, 1.5 BATHS
    $3,170
    Total Monthly Price Total Monthly Price New
    Base Rent$3,170
    Required Monthly FeesNone
    Total Monthly Price$3,170
         - 12 Month Lease

    162 Sherman Rd

    162 Sherman Rd, Boston College, MA 02467
    Apply
  31. 1 BED, 1 BATH
    $3,130
    Total Monthly Price Total Monthly Price New
    Base Rent$3,130
    Required Monthly FeesNone
    Total Monthly Price$3,130
         - 12 Month Lease

    537 Vfw Pky

    537 Vfw Pky, Boston College, MA 02467
    Apply
  32. Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $3,375
    Total Monthly Price Total Monthly Price New
    Base Rent$3,375
    Required Monthly FeesNone
    Total Monthly Price$3,375
         - 15 Month Lease

    533 Vfw Pky

    533 Vfw Pky, Boston College, MA 02467
    Apply
  33. 2 BEDS, 2 BATHS
    $4,730
    Total Monthly Price Total Monthly Price New
    Base Rent$4,730
    Required Monthly FeesNone
    Total Monthly Price$4,730
         - 12 Month Lease

    204 Sherman Rd Unit 829

    204 Sherman Rd, Boston College, MA 02467
    Apply
  34. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 12 Month Lease

    140 Kenrick St Unit 27

    140 Kenrick St, Boston, MA 02135
    Apply
  35. 4 BEDS, 1 BATH
    $900
    Total Monthly Price Total Monthly Price New
    Base Rent$900
    Required Monthly FeesNone
    Total Monthly Price$900
         - 12 Month Lease

    110 Lanark Rd Unit A

    110 Lanark Rd, Boston, MA 02135
    Apply
  36. 2 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400
         - 12 Month Lease

    320 Hammond Pond Pkwy Unit 104

    320 Hammond Pond Pkwy, Newton, MA 02467
    Apply
  37. 2 BEDS, 2 BATHS
    $4,800
    Total Monthly Price Total Monthly Price New
    Base Rent$4,800
    Required Monthly FeesNone
    Total Monthly Price$4,800
         - 12 Month Lease

    1802 Beacon St Unit 1

    1802 Beacon St, Brookline, MA 02445
    Apply
  38. 2 BEDS, 1 BATH
    $2,999
    Total Monthly Price Total Monthly Price New
    Base Rent$2,999
    Required Monthly FeesNone
    Total Monthly Price$2,999
         - 12 Month Lease

    2 Sutherland Rd Unit #31

    2 Sutherland Rd, Boston, MA 02135
    Apply
  39. 6 BEDS, 5.5 BATHS
    $14,750
    Total Monthly Price Total Monthly Price New
    Base Rent$14,750
    Required Monthly FeesNone
    Total Monthly Price$14,750
         - 12 Month Lease

    40 Puddingstone Ln

    40 Puddingstone Ln, Newton, MA 02459
    Apply
  40. 2 BEDS, 2 BATHS
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650
         - 12 Month Lease

    20 Hammond Pond Pky Unit 305

    20 Hammond Pond Pky, Chestnut Hill, MA 02467
  41. 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
  42. 6 BEDS, 5.5 BATHS
    $14,000
    Total Monthly Price Total Monthly Price New
    Base Rent$14,000
    Required Monthly FeesNone
    Total Monthly Price$14,000
         - 12 Month Lease

    40 Puddingstone Ln

    40 Puddingstone Ln, Newton, MA 02459
Showing 42 of 96 results, Page 1 of 3

Chestnut Hill at a Glance

Average Rent

$3,295
(All bedrooms and property types)
Learn more about
Average Rent in Chestnut Hill
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School Rating

out of 10 Rating
Learn more about
Schools 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 914 Sq Ft $3,222/mo

Education

Private University
Private University
Private University
Private University
Private University

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

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