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Two Bedroom Condos for Rent in High Street Hill - Page 2

92 Rentals
  1. Building Photo - 46 Cameron St
    2 BEDS, 1 BATH
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600 - $4,000
    Required Monthly FeesNone
    Total Monthly Price$3,600 - $4,000
    - 12 Month Lease

    46 Cameron St

    46 Cameron St, Brookline, MA 02445
  2. Building Photo - 49 Prince 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

    49 Prince St Unit 1

    49 Prince St, Brookline, MA 02445
  3. 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
  4. 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
  5. 2 BEDS, 2 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200
    - 12 Month Lease

    21 High St Unit 1

    21 High St, Brookline, MA 02445
  6. 2 BEDS, 1 BATH
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500
    - 12 Month Lease

    91 Chestnut St Unit 6

    91 Chestnut St, Brookline, MA 02445
  7. 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
  8. 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
  9. 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
  10. 2 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000
    - 12 Month Lease

    7 Harvard St

    7 Harvard St, Brookline, MA 02445
  11. 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
  12. 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
  13. 2 BEDS, 1.5 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800
    - 12 Month Lease

    9 Rice St Unit 3

    9 Rice St, Brookline, MA 02445
  14. 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
  15. 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
  16. 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
  17. 2 BEDS, 1 BATH
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900
    - 12 Month Lease

    7 High Street Pl Unit 2

    7 High Street Pl, Brookline, MA 02445
  18. 2 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

    38 Juniper St Unit 91

    38 Juniper St, Brookline, MA 02445
  19. 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
  20. 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
  21. 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

    7 High Street Pl Unit 2

    7 High Street Pl, Brookline, MA 02445
  22. 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
  23. 2 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

    28 Juniper St Unit #1

    28 Juniper St, Brookline, MA 02445
  24. 2 BEDS, 2 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400
    - 12 Month Lease

    81 Boylston St Unit 3

    81 Boylston St, Brookline, MA 02445
  25. 2 BEDS, 1 BATH
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100
    - 12 Month Lease

    46 Cameron St

    46 Cameron St, Brookline, MA 02445
  26. 2 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000
    - 12 Month Lease

    48 Cameron St Unit 2

    48 Cameron St, Brookline, MA 02445
  27. 2 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000 - $4,200
    Required Monthly FeesNone
    Total Monthly Price$4,000 - $4,200
    - 12 Month Lease

    46 Cameron St

    46 Cameron St, Brookline, MA 02445
  28. 2 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000 - $4,800
    Required Monthly FeesNone
    Total Monthly Price$4,000 - $4,800
    - 12 Month Lease

    33 Pond Ave

    33 Pond Ave, Brookline, MA 02445
  29. 2 BEDS, 2 BATHS
    $4,700
    Total Monthly Price Total Monthly Price New
    Base Rent$4,700
    Required Monthly FeesNone
    Total Monthly Price$4,700
    - 12 Month Lease

    110 Cypress St Unit 108

    110 Cypress St, Brookline, MA 02445
  30. Building Photo - 110 Cypress St
    2 BEDS, 2 BATHS
    $4,300
    Total Monthly Price Total Monthly Price New
    Base Rent$4,300
    Required Monthly FeesNone
    Total Monthly Price$4,300

    110 Cypress St Unit 207

    110 Cypress St, Brookline, MA 02445
  31. Building Photo - 20 Cameron St
    2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    20 Cameron St Unit 303

    20 Cameron St, Brookline, MA 02445
  32. 2 BEDS, 1 BATH
    $3,975
    Total Monthly Price Total Monthly Price New
    Base Rent$3,975
    Required Monthly FeesNone
    Total Monthly Price$3,975

    62 Cypress St Unit 5

    62 Cypress St, Brookline, MA 02445
  33. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    20 Roberts St Unit 4

    20 Roberts St, Brookline, MA 02445
  34. 2 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    86 Chestnut St Unit 2

    86 Chestnut St, Brookline, MA 02445
  35. 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
  36. 2 BEDS, 2 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    81 Boylston St Unit 3

    81 Boylston St, Brookline, MA 02445
  37. 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

    38 Juniper St Unit 112

    38 Juniper St, Brookline, MA 02445
  38. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    128 Chestnut St Unit 1

    128 Chestnut St, Brookline, MA 02445
  39. Building Photo - 2 bedroom in Brookline MA 02445
    2 BEDS, 1 BATH
    $2,659
    Total Monthly Price Total Monthly Price New
    Base Rent$2,659
    Required Monthly FeesNone
    Total Monthly Price$2,659

    2 bedroom in Brookline MA 02445 Unit 2

    9 High St Pl, Brookline, MA 02445
  40. Building Photo - 2 bedroom in Brookline MA 02445
    2 BEDS, 1 BATH
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500

    2 bedroom in Brookline MA 02445 Unit 6

    91 Chestnut St, Brookline, MA 02445
  41. 2 BEDS, 1 BATH
    $7,995
    Total Monthly Price Total Monthly Price New
    Base Rent$7,995
    Required Monthly FeesNone
    Total Monthly Price$7,995

    2 bedroom in Brookline MA 02445 Unit #3B

    7 Harvard Square, Brookline, MA 02445
Showing 42 of 83 results, Page 2 of 2

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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
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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

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

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