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

189 Rentals
  1. |
    1 BED
    $2,995+
    2 BEDS
    $3,395+
    3 BEDS
    $5,395+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,995 - $5,495
    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
  2. Good Value
    STUDIO
    $2,495+
    2 BEDS
    $4,575+
    3 BEDS
    $6,965+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,430 - $7,120
    Required Monthly Fees$65
    Total Monthly Price$2,495 - $7,185

    Avalon at Chestnut Hill

    160 Boylston St, Chestnut Hill, MA 02467
    (857) 597-2447
  3. Building Photo - 1743 Commonwealth Ave
    6 BEDS, 3 BATHS
    $5,995
    Total Monthly Price Total Monthly Price New
    Base Rent$5,995
    Required Monthly FeesNone
    Total Monthly Price$5,995
    - 12 Month Lease

    1743 Commonwealth Ave

    1743 Commonwealth Ave, Boston, MA 02135
  4. Building Photo - 753 Boylston St
    4 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    753 Boylston St Unit 2

    753 Boylston St, Brookline, MA 02467
  5. 4 BEDS, 2 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500
    - 12 Month Lease

    14 Atkins St Unit 2

    14 Atkins St, Boston, MA 02135
  6. 3 BEDS, 1 BATH
    $4,675
    Total Monthly Price Total Monthly Price New
    Base Rent$4,675
    Required Monthly FeesNone
    Total Monthly Price$4,675

    28 Beaconsfield Rd Unit 1

    28 Beaconsfield Rd, Brookline, MA 02445
  7. 4 BEDS, 2 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500
    - 12 Month Lease

    14 Atkins St Unit 1

    14 Atkins St, Boston, MA 02135
  8. Building Photo - 53 Breck Ave
    3 BEDS, 2 BATHS
    $4,750
    Total Monthly Price Total Monthly Price New
    Base Rent$4,750
    Required Monthly FeesNone
    Total Monthly Price$4,750

    53 Breck Ave

    53 Breck Ave, Boston, MA 02135
  9. Building Photo - 12 Braemore Rd
    5 BEDS, 4 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    12 Braemore Rd

    12 Braemore Rd, Boston, MA 02135
  10. Building Photo - 99 Chestnut Hill Ave
    2 BEDS, 2 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700

    99 Chestnut Hill Ave Unit 105

    99 Chestnut Hill Ave, Boston, MA 02135
  11. 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
  12. Building Photo - 755 Boylston St
    4 BEDS, 2 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000
    Required Monthly FeesNone
    Total Monthly Price$5,000

    755 Boylston St Unit 3

    755 Boylston St, Brookline, MA 02467
  13. Building Photo - 530 VFW Parkway
    2 BEDS, 1 BATH
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    530 VFW Parkway Unit 201

    530 VFW Parkway, Boston, MA 02132
  14. 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

    50-56 Broadlawn Park Unit 221 Unit 221

    50-56-56 Broadlawn Park, Boston, MA 02467
  15. Building Photo - 20 Hammond Pond Pky
    2 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
    - 24 Month Lease

    20 Hammond Pond Pky Unit 206

    20 Hammond Pond Pky, Chestnut Hill, MA 02467
  16. Building Photo - 120 Thornton Rd
    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
  17. 2 BEDS, 1.5 BATHS
    $3,795
    Total Monthly Price Total Monthly Price New
    Base Rent$3,795
    Required Monthly FeesNone
    Total Monthly Price$3,795
    - 12 Month Lease

    122 Independence Dr

    122 Independence Dr, Chestnut Hill, MA 02467
  18. Rent Special
    1 BED, 1.5 BATHS
    $3,130
    Total Monthly Price Total Monthly Price New
    Base Rent$3,130
    Required Monthly FeesNone
    Total Monthly Price$3,130
    - 12 Month Lease

    124 Independence Dr

    124 Independence Dr, Chestnut Hill, MA 02467
  19. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000
    - 12 Month Lease

    44 Broadlawn Park

    44 Broadlawn Park, Boston College, MA 02467
  20. 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
  21. 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
  22. 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

    1945 Commonwealth Ave Unit 62

    1945 Commonwealth Ave, Boston, MA 02135
  23. 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

    50 Broadlawn Park Unit 307

    50 Broadlawn Park, Boston College, MA 02467
  24. 1 BED, 1 BATH
    $3,275
    Total Monthly Price Total Monthly Price New
    Base Rent$3,275
    Required Monthly FeesNone
    Total Monthly Price$3,275
    - 12 Month Lease

    1731 Beacon St Unit 316

    1731 Beacon St, Brookline, MA 02445
  25. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000
    - 12 Month Lease

    374 Chestnut Hill Ave Unit 4

    374 Chestnut Hill Ave, Boston, MA 02135
  26. 2 BEDS, 1.5 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300
    - 12 Month Lease

    2 Hammond Pond Pky Unit 604

    2 Hammond Pond Pky, Chestnut Hill, MA 02467
  27. 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
  28. 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
  29. 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
  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

    194 Gerry Rd

    194 Gerry Rd, Chestnut Hill, MA 02467
  31. 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
  32. 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
  33. 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
  34. 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
  35. 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
  36. 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
  37. 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
  38. 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
Showing 42 of 113 results, Page 1 of 3

Chestnut Hill at a Glance

Average Rent

$3,363
(All bedrooms and property types)
Learn more about
Average Rent in Chestnut Hill
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School Rating

out of 10 Rating
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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 917 Sq Ft $3,165/mo

Education

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Private University

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

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