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Cheap Apartments for Rent in High Street Hill

201 Rentals
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  2. Building Photo - 44 Washington St
    STUDIO, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    44 Washington St Unit 814

    44 Washington St, Brookline, MA 02445
  3. Building Photo - 77 Pond Ave
    1 BED, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400
         - 12 Month Lease

    77 Pond Ave Unit 1207##

    77 Pond Ave, Brookline, MA 02445
  5. 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
    Apply
  6. Building Photo - 69 Walnut St
    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

    69 Walnut St Unit 22

    69 Walnut St, Brookline, MA 02445
    Apply
  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

    19 Roberts St Unit #1

    19 Roberts St, Brookline, MA 02445
  8. 1 BED, 1 BATH
    $2,500+
    2 BEDS, 1 BATH
    $2,700+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500 - $2,700
    Required Monthly FeesNone
    Total Monthly Price$2,500 - $2,700
         - 12 Month Lease

    19 Roberts St

    19 Roberts St, Brookline, MA 02445
  9. 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
  10. Building Photo - 86 Chestnut St
    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

    86 Chestnut St Unit 2

    86 Chestnut St, Brookline, MA 02445
  11. Building Photo - 18 Roberts St
    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

    18 Roberts St Unit 6

    18 Roberts St, Brookline, MA 02445
  12. Building Photo - 38 Cumberland Ave
    1 BED, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    38 Cumberland Ave Unit 3

    38 Cumberland Ave, Brookline, MA 02445
    Apply
  13. Building Photo - 33 Pond Ave
    1 BED, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650

    33 Pond Ave Unit 1010

    33 Pond Ave, Brookline, MA 02445
  14. 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
    Apply
  15. Building Photo - 86 Chestnut St
    3 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

    86 Chestnut St Unit 2

    86 Chestnut St, Brookline, MA 02445
  16. 1 BED, 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

    44 Washington St Unit 1118

    44 Washington St, Brookline, MA 02445
  17. 3 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

    86 Chestnut St Unit 3-bed 1-bath Brookliine

    86 Chestnut St, Brookline, MA 02445
  18. Building Photo - 20 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

    20 Roberts St Unit 4

    20 Roberts St, Brookline, MA 02445
  20. Building Photo - 33 Pond Ave
    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
         - 11 Month Lease

    33 Pond Ave Unit 817

    33 Pond Ave, Brookline, MA 02445
  21. Building Photo - 33 Pond Ave
    1 BED, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750 - $3,000
    Required Monthly FeesNone
    Total Monthly Price$2,750 - $3,000
         - 12 Month Lease

    33 Pond Ave

    33 Pond Ave, Brookline, MA 02445
  22. Building Photo - 33 Pond Ave
    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

    33 Pond Ave Unit 401

    33 Pond Ave, Brookline, MA 02445
  23. Building Photo - 10 Rice St
    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
    Apply
  24. Building Photo - 99 Pond Ave
    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

    99 Pond Ave Unit 812

    99 Pond Ave, Brookline, MA 02445
  25. 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
  26. Building Photo - 44 Washington 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

    44 Washington St Unit 1203

    44 Washington St, Brookline, MA 02445
  27. 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
    Apply
  28. 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
    Apply
  29. 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 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. 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 1

    7 High Street Pl, Brookline, MA 02445
    Apply
  34. 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

    234 Cypress St

    234 Cypress St, Brookline, MA 02445
    Apply
  35. 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
    Apply
  36. 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
  37. 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

    98 Cypress St Unit 2

    98 Cypress St, Brookline, MA 02445
  38. 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
  39. 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
         - 12 Month Lease

    72 Cypress St

    72 Cypress St, Brookline, MA 02445
  40. 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
         - 12 Month Lease

    33 Pond Ave Unit 417

    33 Pond Ave, Brookline, MA 02445
  41. 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
  42. 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
         - 12 Month Lease

    33 Pond Ave Unit 502

    33 Pond Ave, Brookline, MA 02445
Showing 42 of 174 results, Page 1 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

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 174 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)

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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