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

151 Rentals
.
  2. Building Photo - Avalon at Chestnut Hill
    1 Month Free
    1 Month Free
    STUDIO
    $3,025+
    1 BED
    $3,565+
    2 BEDS
    $4,185+
    3 BEDS
    $6,395+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,960 - $6,465
    Required Monthly Fees$65
    Total Monthly Price$3,025 - $6,530

    Avalon at Chestnut Hill

    160 Boylston St, Chestnut Hill, MA 02467
    (857) 597-2447
  3. |
    1 BED
    $2,995+
    2 BEDS
    $3,395+
    3 BEDS
    $5,395+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,995 - $5,395
    Required Monthly FeesNone
    Total Monthly Price$2,995 - $5,395
         - 12 Month Lease

    20 Thornton Rd

    20 Thornton Rd, Chestnut Hill, MA 02467
    (857) 424-0101
  4. 1 Month Free
    1 Month Free
    |
    1 BED
    $3,275+
    2 BEDS
    $3,575+
    Total Monthly Price Total Monthly Price New
    Base Rent$3,275 - $4,175
    Utilities & EssentialsVaries
    Total Monthly Price$3,275 - $4,175

    Reservoir Towers

    1931 Commonwealth Ave, Brighton, MA 02135
    (781) 549-0744
  5. Building Photo - 52 Bryon Rd
    2 BEDS, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    52 Bryon Rd Unit 3

    52 Bryon Rd, Chestnut Hill, MA 02467
  6. Building Photo - 50 Bryon Rd
    2 BEDS, 1 BATH
    $2,550
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550
    Required Monthly FeesNone
    Total Monthly Price$2,550
         - 12 Month Lease

    50 Bryon Rd Unit 6

    50 Bryon Rd, Boston, MA 02467
  7. 2 BEDS, 1 BATH
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850

    530 VFW Parkway Unit 201

    530 VFW Parkway, Boston, MA 02132
  8. 2 BEDS, 2 BATHS
    $3,575
    Total Monthly Price Total Monthly Price New
    Base Rent$3,575
    Required Monthly FeesNone
    Total Monthly Price$3,575
         - 12 Month Lease

    50-56 Broadlawn Park Unit 221 Unit 221

    50-56-56 Broadlawn Park, Boston, MA 02467
  9. 4 BEDS, 2 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500

    35 Eliot St

    35 Eliot St, Brookline, MA 02467
  10. Building Photo - 17 Green St
    1 BED, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600
         - 12 Month Lease

    17 Green St Unit 4

    17 Green St, Brookline, MA 02446
  11. Building Photo - 36 Risley Rd
    4 BEDS, 3 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    36 Risley Rd

    36 Risley Rd, Brookline, MA 02467
  13. Building Photo - 753 Boylston St
    4 BEDS, 1 BATH
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900

    753 Boylston St Unit 2

    753 Boylston St, Brookline, MA 02467
  14. Building Photo - 28 Beaconsfield Rd
    3 BEDS, 1 BATH
    $4,300
    Total Monthly Price Total Monthly Price New
    Base Rent$4,300
    Required Monthly FeesNone
    Total Monthly Price$4,300

    28 Beaconsfield Rd Unit 1

    28 Beaconsfield Rd, Brookline, MA 02445
  15. Building Photo - 38 Lake Shore Terrace
    3 BEDS, 2 BATHS
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650

    38 Lake Shore Terrace Unit 2

    38 Lake Shore Terrace, Boston, MA 02135
  16. Building Photo - 99 Chestnut Hill Ave
    2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    99 Chestnut Hill Ave Unit 105

    99 Chestnut Hill Ave, Boston, MA 02135
  18. Building Photo - 51 Algonquin Rd
    3 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    51 Algonquin Rd

    51 Algonquin Rd, Newton, MA 02467
  19. Building Photo - 53 Breck Ave
    3 BEDS, 2 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500

    53 Breck Ave

    53 Breck Ave, Boston, MA 02135
  20. Building Photo - 1743 Commonwealth Ave
    6 BEDS, 3 BATHS
    $4,995
    Total Monthly Price Total Monthly Price New
    Base Rent$4,995
    Required Monthly FeesNone
    Total Monthly Price$4,995
         - 12 Month Lease

    1743 Commonwealth Ave

    1743 Commonwealth Ave, Boston, MA 02135
  21. Building Photo - 203 Ellery Ct
    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
  22. Building Photo - 97 Sherman Rd
    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

    97 Sherman Rd

    97 Sherman Rd, Chestnut Hill, MA 02467
    Apply
  23. 2 BEDS, 1 BATH
    $3,655
    Total Monthly Price Total Monthly Price New
    Base Rent$3,655
    Required Monthly FeesNone
    Total Monthly Price$3,655
         - 12 Month Lease

    33 Gerry Rd

    33 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  24. Rent Special
    Rent Special
    1 BED, 1.5 BATHS
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100
         - 12 Month Lease

    194 Gerry Rd

    194 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  25. 2 BEDS, 1 BATH
    $3,640
    Total Monthly Price Total Monthly Price New
    Base Rent$3,640
    Required Monthly FeesNone
    Total Monthly Price$3,640
         - 12 Month Lease

    46 Gerry Rd

    46 Gerry Rd, Chestnut Hill, MA 02467
    Apply
  26. 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
  27. Rent Special
    Rent Special
    2 BEDS, 1.5 BATHS
    $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
  28. 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

    607 Vfw Pky

    607 Vfw Pky, Chestnut Hill, MA 02467
    Apply
  29. Rent Special
    Rent Special
    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
  30. 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

    59 Thornton Rd

    59 Thornton Rd, Chestnut Hill, MA 02467
    Apply
  31. 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
  32. 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
  33. 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

    130 Sherman Rd Unit 130

    130 Sherman Rd, Chestnut Hill, MA 02467
    Apply
  34. 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
  35. 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
  36. 1 BED, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300
         - 12 Month Lease

    100 Lanark Rd Unit 5

    100 Lanark Rd, Boston, MA 02135
    Apply
  37. 2 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400
         - 12 Month Lease

    14 Bryon Rd Unit 6

    14 Bryon Rd, Boston College, MA 02467
    Apply
  38. 3 BEDS, 2 BATHS
    $4,300
    Total Monthly Price Total Monthly Price New
    Base Rent$4,300
    Required Monthly FeesNone
    Total Monthly Price$4,300
         - 12 Month Lease

    104 Lake Shore Rd Unit Lake Shore

    104 Lake Shore Rd, Boston, MA 02135
    Apply
  39. STUDIO, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100
         - 12 Month Lease

    124 Sutherland Rd Unit 1

    124 Sutherland Rd, Boston, MA 02135
    Apply
  40. 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
  41. Rent Special
    Rent Special
    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
  42. 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

    589 Vfw Pky

    589 Vfw Pky, Boston College, MA 02467
    Apply
Showing 42 of 85 results, Page 1 of 3

Chestnut Hill at a Glance

Average Rent

$3,354
(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

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 $3,297/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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