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Apartments for Rent in High Street Hill - Page 2

267 Rentals
  1. 2 BEDS, 1.5 BATHS
    $4,300
    Total Monthly Price - 12 Month Lease

    5 Davis Ave Unit 6

    5 Davis Ave, Brookline, MA 02445
  2. 3 BEDS, 1 BATH
    $3,550
    Total Monthly Price - 12 Month Lease

    278 Cypress St Unit 3

    278 Cypress St, Brookline, MA 02445
  3. 3 BEDS, 1 BATH
    $4,200
    Total Monthly Price - 12 Month Lease

    62 Cypress St Unit 3

    62 Cypress St, Brookline, MA 02445
  4. 2 BEDS, 1 BATH
    $3,100
    Total Monthly Price - 12 Month Lease

    14 Smythe St Unit 3

    14 Smythe St, Brookline, MA 02445
  5. 2 BEDS, 1 BATH
    $3,300
    Total Monthly Price - 12 Month Lease

    7 Rice St Unit 1

    7 Rice St, Brookline, MA 02445
  6. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    234 Cypress St Unit 2

    234 Cypress St, Brookline, MA 02445
  7. 3 BEDS, 2 BATHS
    $12,000
    Total Monthly Price - 12 Month Lease

    2 Harvard Sq Unit 2

    2 Harvard Sq, Brookline, MA 02445
  8. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    77 Walnut St Unit 1

    77 Walnut St, Brookline, MA 02445
  9. 2 BEDS, 1 BATH
    $3,400
    Total Monthly Price - 12 Month Lease

    3 High St Pl

    3 High St Pl, Brookline, MA 02445
  10. 1 BED, 1 BATH
    $2,500
    Total Monthly Price - 12 Month Lease

    36 High St

    36 High St, Brookline, MA 02445
  11. 3 BEDS, 2.5 BATHS
    $5,500
    Total Monthly Price - 12 Month Lease

    58 Cameron St

    58 Cameron St, Brookline, MA 02445
  12. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    215 Cypress St

    215 Cypress St, Brookline, MA 02445
  13. 2 BEDS, 2 BATHS
    $4,800
    Total Monthly Price - 12 Month Lease

    36 Davis Ave

    36 Davis Ave, Brookline, MA 02445
  14. 3 BEDS, 2.5 BATHS
    $5,500
    Total Monthly Price - 12 Month Lease

    65 Cameron St Unit 3

    65 Cameron St, Brookline, MA 02445
  15. 3 BEDS, 1 BATH
    $4,200
    Total Monthly Price - 12 Month Lease

    119 Chestnut St

    119 Chestnut St, Brookline, MA 02445
  16. 3 BEDS, 1 BATH
    $3,300
    Total Monthly Price - 12 Month Lease

    68 Boylston St

    68 Boylston St, Brookline, MA 02445
  17. 2 BEDS, 1 BATH
    $3,600
    Total Monthly Price - 12 Month Lease

    110 Cypress St

    110 Cypress St, Brookline, MA 02445
  18. 2 BEDS, 1 BATH
    $3,600
    Total Monthly Price - 12 Month Lease

    49 Boylston St Unit 2

    49 Boylston St, Brookline, MA 02445
  19. 1 BED, 1 BATH
    $3,000
    Total Monthly Price - 12 Month Lease

    72 Cypress St

    72 Cypress St, Brookline, MA 02445
  20. 4 BEDS, 3.5 BATHS
    $6,000
    Total Monthly Price - 12 Month Lease

    199 Boylston St

    199 Boylston St, Brookline, MA 02445
  21. 2 BEDS, 1 BATH
    $3,400
    Total Monthly Price - 12 Month Lease

    7 High Street Pl

    7 High Street Pl, Brookline, MA 02445
  22. 3 BEDS, 2 BATHS
    $3,600
    Total Monthly Price - 12 Month Lease

    2 Harvard Sq Unit 4

    2 Harvard Sq, Brookline, MA 02445
  23. 1 BED, 1 BATH
    $2,500
    Total Monthly Price - 12 Month Lease

    69 Walnut St Unit 22

    69 Walnut St, Brookline, MA 02445
  24. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    234 Cypress St Unit 1

    234 Cypress St, Brookline, MA 02445
  25. 4 BEDS, 3.5 BATHS
    $6,850
    Total Monthly Price - 12 Month Lease

    199 Boylston St

    199 Boylston St, Brookline, MA 02445
  26. 6 BEDS, 3 BATHS
    $6,000
    Total Monthly Price - 12 Month Lease

    158 Cypress St

    158 Cypress St, Brookline, MA 02445
  27. 1 BED, 1 BATH
    $3,000
    Total Monthly Price - 12 Month Lease

    33 Pond Ave Unit 417

    33 Pond Ave, Brookline, MA 02445
  28. 3 BEDS, 1 BATH
    $4,200
    Total Monthly Price - 12 Month Lease

    16 Prince St Unit 1

    16 Prince St, Brookline, MA 02445
  29. 3 BEDS, 2 BATHS
    $4,500
    Total Monthly Price - 12 Month Lease

    19 Roberts St

    19 Roberts St, Brookline, MA 02445
  30. 3 BEDS, 1 BATH
    $4,200
    Total Monthly Price - 12 Month Lease

    11 Leverett St Unit 3

    11 Leverett St, Brookline, MA 02445
  31. 4 BEDS, 2.5 BATHS
    $7,500
    Total Monthly Price - 12 Month Lease

    7 Acron Rd Unit 1

    7 Acron Rd, Brookline, MA 02445
  32. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    77 Walnut St Unit 1

    77 Walnut St, Brookline, MA 02445
  33. 4 BEDS, 3.5 BATHS
    $6,600
    Total Monthly Price - 12 Month Lease

    15 White Pl

    15 White Pl, Brookline, MA 02445
Showing 42 of 231 results, Page 2 of 6

Brookline at a Glance

Average Rent

N/A
(All bedrooms and property types)
0

School Rating

out of 10 Rating
Learn more about
Schools in Brookline
73

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Brookline
86

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Brookline

Top Budget-Friendly Neighborhoods in Brookline

(For 1 bedroom apartments)

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Getting Around Brookline

Transportation

92

Walker’s Paradise

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.
86

Very 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.
73

Excellent 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

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

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