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

75 Rentals
  1. Building Photo - 234 Cypress St
    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
  2. Building Photo - 21 High St
    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
  3. 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

    323 Boylston St Unit 3##

    323 Boylston St, Brookline, MA 02445
  4. 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
  5. 2 BEDS, 1 BATH
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
    - 12 Month Lease

    62 Chestnut St

    62 Chestnut St, Brookline, MA 02445
  6. 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

    46 Cameron St Unit 2

    46 Cameron St, Brookline, MA 02445
  7. 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
  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

    234 Cypress St Unit 1

    234 Cypress St, Brookline, MA 02445
  9. 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
  10. 2 BEDS, 1 BATH
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500
    - 12 Month Lease

    91 Chestnut St Unit 6

    91 Chestnut St, Brookline, MA 02445
  11. 2 BEDS, 1.5 BATHS
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750
    - 12 Month Lease

    9 Rice St Unit 5

    9 Rice St, Brookline, MA 02445
  12. 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
  13. 2 BEDS, 2 BATHS
    $3,990
    Total Monthly Price Total Monthly Price New
    Base Rent$3,990
    Required Monthly FeesNone
    Total Monthly Price$3,990
    - 12 Month Lease

    110 Walnut St Unit 2J

    110 Walnut St, Brookline, MA 02445
  14. 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
  15. 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
  16. 2 BEDS, 1 BATH
    $4,995
    Total Monthly Price Total Monthly Price New
    Base Rent$4,995
    Required Monthly FeesNone
    Total Monthly Price$4,995
    - 12 Month Lease

    7 Harvard Sq Unit 3A

    7 Harvard Sq, Brookline, MA 02445
  17. 2 BEDS, 1 BATH
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500
    - 12 Month Lease

    91 Chestnut St Unit 6A

    91 Chestnut St, Brookline, MA 02445
  18. Building Photo - 110 Cypress St
    2 BEDS, 2 BATHS
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100

    110 Cypress St Unit 207

    110 Cypress St, Brookline, MA 02445
  19. 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

    14 Smythe St Unit 3

    14 Smythe St, Brookline, MA 02445
  20. 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
  21. 2 BEDS, 2 BATHS
    $3,550
    Total Monthly Price Total Monthly Price New
    Base Rent$3,550
    Required Monthly FeesNone
    Total Monthly Price$3,550

    65 Glen Rd Unit H2

    65 Glen Rd, Brookline, MA 02445
  22. 2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    8 Roberts St Unit 3R

    8 Roberts St, Brookline, MA 02445
Showing 42 of 64 results, Page 2 of 2

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Brookline at a Glance

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School Rating

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Schools in Brookline
73

Some Transit

out of 100 TransitScore® Rating
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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

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