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Apartments for Rent in High Street Hill - Page 4

266 Rentals
.
  1. Building Photo - 30 Jamaica Rd
    3 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    30 Jamaica Rd Unit 1

    30 Jamaica Rd, Brookline, MA 02445
  2. Building Photo - 77 Pond Ave
    2 BEDS, 2 BATHS
    $4,100
    Total Monthly Price - 12 Month Lease

    77 Pond Ave Unit 306

    77 Pond Ave, Brookline, MA 02445
  3. 2 BEDS, 1 BATH
    $2,850
    Total Monthly Price - 12 Month Lease

    231 High St Unit 1

    231 High St, Brookline, MA 02445
  4. 2 BEDS, 2 BATHS
    $4,400
    Total Monthly Price - 12 Month Lease

    323 Boylston St Unit 3

    323 Boylston St, Brookline, MA 02445
  5. 6 BEDS, 1 BATH
    $8,000
    Total Monthly Price - 12 Month Lease

    59 Prince St Unit ##

    59 Prince St, Brookline, MA 02445
  7. 3 BEDS, 1 BATH
    $3,400
    Total Monthly Price - 12 Month Lease

    27 High St Unit 1

    27 High St, Brookline, MA 02445
  8. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price - 12 Month Lease

    14 Smythe St Unit 3

    14 Smythe St, Brookline, MA 02445
  9. 2 BEDS, 1 BATH
    $6,500
    Total Monthly Price - 12 Month Lease

    91 Chestnut St Unit 6

    91 Chestnut St, Brookline, MA 02445
  10. 2 BEDS, 1 BATH
    $3,300
    Total Monthly Price - 12 Month Lease

    7 Rice St Unit 1

    7 Rice St, Brookline, MA 02445
  11. 3 BEDS, 1 BATH
    $4,200
    Total Monthly Price - 12 Month Lease

    62 Cypress St Unit 3

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

    14 Smythe St Unit 3

    14 Smythe St, Brookline, MA 02445
  14. 3 BEDS, 1 BATH
    $3,400
    Total Monthly Price - 12 Month Lease

    27 High St Unit 1

    27 High St, Brookline, MA 02445
  16. 2 BEDS, 1 BATH
    $3,100
    Total Monthly Price - 12 Month Lease

    7 Rice St Unit #1

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

    40 Cameron St Unit 1

    40 Cameron St, Brookline, MA 02445
  18. 3 BEDS, 1 BATH
    $2,700
    Total Monthly Price - 12 Month Lease

    86 Chestnut St Unit 2

    86 Chestnut St, Brookline, MA 02445
  20. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price - 12 Month Lease

    14 Smythe St Unit 3

    14 Smythe St, Brookline, MA 02445
  22. 1 BED, 1 BATH
    $3,000
    Total Monthly Price - 12 Month Lease

    33 Pond Ave

    33 Pond Ave, Brookline, MA 02445
  23. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    234 Cypress St Unit 3

    234 Cypress St, Brookline, MA 02445
  24. 2 BEDS, 1.5 BATHS
    $3,000
    Total Monthly Price - 12 Month Lease

    9 Rice St Unit 3

    9 Rice St, Brookline, MA 02445
  25. 3 BEDS, 2.5 BATHS
    $5,650
    Total Monthly Price - 12 Month Lease

    58 Cameron St Unit 5

    58 Cameron St, Brookline, MA 02445
  28. 2 BEDS, 1 BATH
    $4,000
    Total Monthly Price - 12 Month Lease

    46 Cameron St Unit 2

    46 Cameron St, Brookline, MA 02445
  29. 4 BEDS, 1 BATH
    $4,200
    Total Monthly Price - 12 Month Lease

    153 Cypress St Unit 1

    153 Cypress St, Brookline, MA 02445
  30. 3 BEDS, 2 BATHS
    $12,000
    Total Monthly Price - 12 Month Lease

    2 Harvard Sq Unit 2

    2 Harvard Sq, Brookline, MA 02445
  31. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    234 Cypress St Unit 2

    234 Cypress St, Brookline, MA 02445
  33. 3 BEDS, 1 BATH
    $3,550
    Total Monthly Price - 12 Month Lease

    278 Cypress St Unit 3

    278 Cypress St, Brookline, MA 02445
  35. 1 BED, 1 BATH
    $2,800
    Total Monthly Price - 12 Month Lease

    99 Pond Ave Unit 812

    99 Pond Ave, Brookline, MA 02445
  36. 3 BEDS, 1 BATH
    $3,400
    Total Monthly Price - 12 Month Lease

    27 High St Unit 1

    27 High St, Brookline, MA 02445
  37. 2 BEDS, 1 BATH
    $4,100
    Total Monthly Price - 12 Month Lease

    50 Cameron St Unit #3

    50 Cameron St, Brookline, MA 02445
  38. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price - 12 Month Lease

    128 Chestnut St Unit 1

    128 Chestnut St, Brookline, MA 02445
  39. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    234 Cypress St Unit 2

    234 Cypress St, Brookline, MA 02445
  40. 2 BEDS, 1 BATH
    $3,400
    Total Monthly Price - 12 Month Lease

    3 High St Pl

    3 High St Pl, Brookline, MA 02445
  41. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price - 12 Month Lease

    77 Walnut St Unit 1

    77 Walnut St, Brookline, MA 02445
  42. 3 BEDS, 2 BATHS
    $4,700
    Total Monthly Price - 12 Month Lease

    11 E Milton Rd Unit 1

    11 E Milton Rd, Brookline, MA 02445
Showing 42 of 230 results, Page 4 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ⓘ

Education

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

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