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Cheap Apartments for Rent in High Street Hill

291 Rentals
  1. Building Photo - 149 Walnut St
    STUDIO, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    149 Walnut St Unit G

    149 Walnut St, Brookline, MA 02445
  2. Building Photo - 252 Cypress St
    1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600
    - 12 Month Lease

    252 Cypress St

    252 Cypress St, Brookline, MA 02445
  3. Building Photo - 99 Pond Ave
    1 BED, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200
    - 12 Month Lease

    99 Pond Ave Unit 402

    99 Pond Ave, Brookline, MA 02445
  4. Building Photo - 44 Washington St
    STUDIO, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    44 Washington St Unit 807

    44 Washington St, Brookline, MA 02445
  5. Building Photo - 240 Cypress St
    2 BEDS, 1 BATH
    $2,495
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495
    Required Monthly FeesNone
    Total Monthly Price$2,495
    - 12 Month Lease

    240 Cypress St Unit #1

    240 Cypress St, Brookline, MA 02445
  6. Building Photo - 10 Rice St
    1 BED, 1.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
    - 12 Month Lease

    10 Rice St Unit #9 - 1

    10 Rice St, Brookline, MA 02445
  7. 1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
    - 12 Month Lease

    193 Cypress St Unit 3

    193 Cypress St, Brookline, MA 02445
  8. 1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500 - $3,500
    Required Monthly FeesNone
    Total Monthly Price$2,500 - $3,500
    - 12 Month Lease

    36 High St

    36 High St, Brookline, MA 02445
  9. Building Photo - 44 Washington St
    STUDIO, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    44 Washington St Unit 1211

    44 Washington St, Brookline, MA 02445
  10. Building Photo - 44 Washington St
    STUDIO, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    44 Washington St Unit 1207

    44 Washington St, Brookline, MA 02445
  11. STUDIO, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    44 Washington St Unit 606

    44 Washington St, Brookline, MA 02445
  12. Building Photo - 44 Washington St
    STUDIO, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    44 Washington St Unit Brook House A406

    44 Washington St, Brookline, MA 02445
  13. Building Photo - 85 Chestnut St
    1 BED, 1 BATH
    $2,550
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550
    Required Monthly FeesNone
    Total Monthly Price$2,550
    - 12 Month Lease

    85 Chestnut St Unit 6

    85 Chestnut St, Brookline, MA 02445
  14. Building Photo - 95 Chestnut St
    1 BED, 1 BATH
    $2,600+
    2 BEDS, 1 BATH
    $2,975+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600 - $2,975
    Required Monthly FeesNone
    Total Monthly Price$2,600 - $2,975
    - 12 Month Lease

    95 Chestnut St

    95 Chestnut St, Brookline, MA 02445
  15. 1 BED, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600 - $4,415
    Required Monthly FeesNone
    Total Monthly Price$2,600 - $4,415
    - 1 Month Lease

    79 Chestnut St

    79 Chestnut St, Brookline, MA 02445
  16. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600
    - 12 Month Lease

    86 Chestnut St Unit 3

    86 Chestnut St, Brookline, MA 02445
  17. 1 BED, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600 - $3,500
    Required Monthly FeesNone
    Total Monthly Price$2,600 - $3,500
    - 12 Month Lease

    79 Chestnut St

    79 Chestnut St, Brookline, MA 02445
  18. Building Photo - 44 Washington St
    STUDIO, 1 BATH
    $2,675
    Total Monthly Price Total Monthly Price New
    Base Rent$2,675
    Required Monthly FeesNone
    Total Monthly Price$2,675

    44 Washington St Unit 406

    44 Washington St, Brookline, MA 02445
  19. Building Photo - 72 Cypress St
    1 BED, 1 BATH
    $2,699
    Total Monthly Price Total Monthly Price New
    Base Rent$2,699
    Required Monthly FeesNone
    Total Monthly Price$2,699
    - 12 Month Lease

    72 Cypress St Unit #2

    72 Cypress St, Brookline, MA 02445
  20. Building Photo - 19 Roberts St
    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
    - 12 Month Lease

    19 Roberts St

    19 Roberts St, Brookline, MA 02445
  21. Building Photo - 18 Roberts St
    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

    18 Roberts St Unit 1

    18 Roberts St, Brookline, MA 02445
  22. Building Photo - 9 Rice St
    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
  23. Building Photo - 258 Cypress St
    1 BED, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750
    - 12 Month Lease

    258 Cypress St Unit 1F

    258 Cypress St, Brookline, MA 02445
  24. 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 #3

    9 Rice St, Brookline, MA 02445
  25. 1 BED, 1.5 BATHS
    $2,799
    Total Monthly Price Total Monthly Price New
    Base Rent$2,799
    Required Monthly FeesNone
    Total Monthly Price$2,799
    - 10 Month Lease

    10 Rice St Unit #1

    10 Rice St, Brookline, MA 02445
  26. Building Photo - 8 Juniper St
    1 BED, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800
    - 12 Month Lease

    8 Juniper St Unit 18

    8 Juniper St, Brookline, MA 02445
  27. Building Photo - 48 Cameron St
    1 BED, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800
    - 12 Month Lease

    48 Cameron St Unit 2

    48 Cameron St, Brookline, MA 02445
  28. Building Photo - 49 Cameron St
    1 BED, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    49 Cameron St Unit U2

    49 Cameron St, Brookline, MA 02445
  29. Building Photo - 231 High St
    2 BEDS, 1 BATH
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850
    - 12 Month Lease

    231 High St Unit 1

    231 High St, Brookline, MA 02445
  30. Building Photo - 231 High St
    2 BEDS, 1 BATH
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850
    - 12 Month Lease

    231 High St Unit 1

    231 High St, Brookline, MA 02445
  31. Building Photo - 7 High St Pl
    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 St Pl Unit 2

    7 High St Pl, Brookline, MA 02445
    (617) 477-0601
  32. Building Photo - 7 High Street Pl
    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
  33. Building Photo - 77 Pond Ave
    1 BED, 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

    77 Pond Ave Unit 612

    77 Pond Ave, Brookline, MA 02445
  34. 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
Showing 42 of 256 results, Page 1 of 7

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High Street Hill Neighborhood in Brookline, MA

When looking for cheap apartments in High Street Hill, Apartment Finder is your deal-hunting partner. Whether you’re looking for a studio, a one-bedroom, or a two-bedroom apartment, you want the best place at the right price. We have a great selection of budget-friendly apartments for rent, and we’ll show you which apartments offer the best value when compared to other apartments in High Street Hill.

Finding a rental that fits your budget without compromising on quality can seem like a challenge, but Apartment Finder makes it easy to discover cheap apartments with all the features you want. To find an apartment you can afford, try looking in less popular neighborhoods outside of the city center. Timing is everything when searching for rentals that are affordable, so look at different times of the day, different days of the week and (if you can wait) certain months like December through March. When you find an apartment with a great price, don’t hesitate! Cheap apartments tend to go very quickly.

Affordability doens't have to equal sacrifice. While it’s important to be flexible, you might not have to give up as much as you think. You can find a cheap apartment for rent, complete with must-have amenities such as paid utilities and an in-unit washer and dryer. Click on any of these properties to see photos and floor plans, read reviews, check out the rent calculator, and learn more about the neighborhood with information on nearby parks, shopping malls, and transit stops. With 256 cheap apartments available in High Street Hill, Apartment Finder is the place to find your next rental.

Top Budget-Friendly Neighborhoods in Brookline

(For 1 bedroom apartments)

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