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Cheap Apartments for Rent in High Street Hill - Page 2

202 Rentals
.
  1. Building Photo - 14 Smythe St
    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

    14 Smythe St Unit 3

    14 Smythe St, Brookline, MA 02445
  2. Building Photo - 33 Pond Ave
    1 BED, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    33 Pond Ave Unit 417

    33 Pond Ave, Brookline, MA 02445
  4. Building Photo - 14 Smythe St
    2 BEDS, 1 BATH
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100
         - 12 Month Lease

    14 Smythe St Unit 3

    14 Smythe St, Brookline, MA 02445
  5. Building Photo - 7 Rice St
    2 BEDS, 1 BATH
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100
         - 12 Month Lease

    7 Rice St Unit #1

    7 Rice St, Brookline, MA 02445
  6. 2 BEDS, 1 BATH
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100
         - 12 Month Lease

    38 Juniper St Unit 91

    38 Juniper St, Brookline, MA 02445
  7. Building Photo - 32 Juniper St
    2 BEDS, 1 BATH
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100

    32 Juniper St Unit 91

    32 Juniper St, Brookline, MA 02445
  8. Building Photo - 199 Boylston St
    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

    199 Boylston St Unit 1

    199 Boylston St, Brookline, MA 02445
    Apply
  9. Building Photo - 199 Boylston St
    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

    199 Boylston St Unit 1

    199 Boylston St, Brookline, MA 02445
    Apply
  10. 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

    199 Boylston St Unit 1

    199 Boylston St, Brookline, MA 02445
    Apply
  11. 1 BED, 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

    22 Chestnut Pl Unit G1

    22 Chestnut Pl, Brookline, MA 02445
  12. 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

    10 Upland Rd

    10 Upland Rd, Brookline, MA 02445
  13. 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
         - 12 Month Lease

    7 Rice St Unit 1

    7 Rice St, Brookline, MA 02445
    Apply
  14. 2 BEDS, 2 BATHS
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    22 Chestnut Pl Unit 114

    22 Chestnut Pl, Brookline, MA 02445
  15. 3 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    68 Boylston St

    68 Boylston St, Brookline, MA 02445
  16. 3 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    68 Boylston St Unit 4

    68 Boylston St, Brookline, MA 02445
  17. 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
         - 12 Month Lease

    234 Cypress St Unit 2

    234 Cypress St, Brookline, MA 02445
  18. 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
         - 12 Month Lease

    7 Rice St Unit 1

    7 Rice St, Brookline, MA 02445
  19. 3 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400
         - 12 Month Lease

    27 High St Unit 1

    27 High St, Brookline, MA 02445
  20. 2 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400 - $3,450
    Required Monthly FeesNone
    Total Monthly Price$3,400 - $3,450
         - 12 Month Lease

    3 High St Pl

    3 High St Pl, Brookline, MA 02445
  21. 2 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400 - $3,550
    Required Monthly FeesNone
    Total Monthly Price$3,400 - $3,550
         - 12 Month Lease

    7 High Street Pl

    7 High Street Pl, Brookline, MA 02445
  22. 1 BED, 1 BATH
    $3,450
    Total Monthly Price Total Monthly Price New
    Base Rent$3,450
    Required Monthly FeesNone
    Total Monthly Price$3,450
         - 12 Month Lease

    99 Pond Ave

    99 Pond Ave, Brookline, MA 02445
  24. Building Photo - 33 Pond Ave
    2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 3 Month Lease

    33 Pond Ave

    33 Pond Ave, Brookline, MA 02445
    Apply
  25. Building Photo - 30 Jamaica Rd
    3 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    30 Jamaica Rd Unit 1

    30 Jamaica Rd, Brookline, MA 02445
  26. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    234 Cypress St Unit 1

    234 Cypress St, Brookline, MA 02445
  27. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    234 Cypress St Unit 3

    234 Cypress St, Brookline, MA 02445
  28. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    77 Walnut St Unit 1

    77 Walnut St, Brookline, MA 02445
  29. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    77 Walnut St Unit 1

    77 Walnut St, Brookline, MA 02445
  30. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    77 Walnut St

    77 Walnut St, Brookline, MA 02445
  31. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    5 High Street Pl Unit 1

    5 High Street Pl, Brookline, MA 02445
  32. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    215 Cypress St

    215 Cypress St, Brookline, MA 02445
  33. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    234 Cypress St Unit 3

    234 Cypress St, Brookline, MA 02445
  34. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    234 Cypress St Unit 2

    234 Cypress St, Brookline, MA 02445
  35. Building Photo - 8 Juniper St
    3 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    8 Juniper St Unit 22

    8 Juniper St, Brookline, MA 02445
  36. Building Photo - 278 Cypress St
    3 BEDS, 1 BATH
    $3,550
    Total Monthly Price Total Monthly Price New
    Base Rent$3,550
    Required Monthly FeesNone
    Total Monthly Price$3,550
         - 12 Month Lease

    278 Cypress St Unit 3

    278 Cypress St, Brookline, MA 02445
  37. Building Photo - 278 Cypress St
    3 BEDS, 1 BATH
    $3,550
    Total Monthly Price Total Monthly Price New
    Base Rent$3,550
    Required Monthly FeesNone
    Total Monthly Price$3,550
         - 12 Month Lease

    278 Cypress St Unit 3

    278 Cypress St, Brookline, MA 02445
  38. 2 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    20 Cameron ST 303 Unit 303

    20 Cameron ST 303, Brookline, MA 02445
    Apply
  39. 3 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    2 Harvard Sq Unit 4

    2 Harvard Sq, Brookline, MA 02445
    Apply
  40. 2 BEDS, 1 BATH
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    49 Boylston St Unit 2

    49 Boylston St, Brookline, MA 02445
  41. 2 BEDS, 1 BATH
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    40 Cameron St Unit 1

    40 Cameron St, Brookline, MA 02445
  42. 2 BEDS, 1 BATH
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    110 Cypress St

    110 Cypress St, Brookline, MA 02445
Showing 42 of 175 results, Page 2 of 5

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)

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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