Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

    • See More
    • See Less

Speciality Housing

Keyword Search

Apartments for Rent in High Street Hill - Page 3

253 Rentals
.
  1. Building Photo - 59 Prince St
    6 BEDS, 1 BATH
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000
         - 12 Month Lease

    59 Prince St Unit ##

    59 Prince St, Brookline, MA 02445
  2. Building Photo - 98 Cypress St
    4 BEDS, 1 BATH
    $5,200
    Total Monthly Price Total Monthly Price New
    Base Rent$5,200
    Required Monthly FeesNone
    Total Monthly Price$5,200
         - 12 Month Lease

    98 Cypress St Unit 3

    98 Cypress St, Brookline, MA 02445
  3. 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
  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

    234 Cypress St Unit 3

    234 Cypress St, Brookline, MA 02445
  5. 3 BEDS, 2.5 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000 - $5,650
    Required Monthly FeesNone
    Total Monthly Price$5,000 - $5,650
         - 12 Month Lease

    65 Cameron St

    65 Cameron St, Brookline, MA 02445
  6. 4 BEDS, 3.5 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000
         - 12 Month Lease

    199 Boylston St Unit T

    199 Boylston St, Brookline, MA 02445
  7. 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
  8. 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

    22 Davis Ave Unit 8

    22 Davis Ave, Brookline, MA 02445
  9. 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
  10. 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
  11. 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
  12. 3 BEDS, 2 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500
         - 12 Month Lease

    15 E Milton Rd

    15 E Milton Rd, Brookline, MA 02445
  13. 4 BEDS, 2 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000
         - 12 Month Lease

    279-281 Walnut St

    279-281 Walnut St, Brookline, MA 02445
  14. 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
  15. 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
  16. 4 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

    254 Cypress St

    254 Cypress St, Brookline, MA 02445
  17. 3 BEDS, 2.5 BATHS
    $5,200
    Total Monthly Price Total Monthly Price New
    Base Rent$5,200
    Required Monthly FeesNone
    Total Monthly Price$5,200
         - 12 Month Lease

    50 Cameron St Unit F

    50 Cameron St, Brookline, MA 02445
  18. 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

    10 Leverett St Unit 2

    10 Leverett St, Brookline, MA 02445
  19. 1 BED, 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

    44 Washington St Unit 703

    44 Washington St, Brookline, MA 02445
  20. 4 BEDS, 3.5 BATHS
    $6,200
    Total Monthly Price Total Monthly Price New
    Base Rent$6,200
    Required Monthly FeesNone
    Total Monthly Price$6,200
         - 12 Month Lease

    199 Boylston St

    199 Boylston St, Brookline, MA 02445
  21. 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
  22. 3 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

    117 Chestnut St Unit 3

    117 Chestnut St, Brookline, MA 02445
  23. 4 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

    153 Cypress St Unit 1

    153 Cypress St, Brookline, MA 02445
  24. 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
  25. 3 BEDS, 2.5 BATHS
    $5,800
    Total Monthly Price Total Monthly Price New
    Base Rent$5,800
    Required Monthly FeesNone
    Total Monthly Price$5,800
         - 12 Month Lease

    65 Cameron St Unit 3

    65 Cameron St, Brookline, MA 02445
  26. 4 BEDS, 2 BATHS
    $4,595
    Total Monthly Price Total Monthly Price New
    Base Rent$4,595
    Required Monthly FeesNone
    Total Monthly Price$4,595
         - 12 Month Lease

    142 Davis Ave Unit 1

    142 Davis Ave, Brookline, MA 02445
  27. 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 407

    77 Pond Ave, Brookline, MA 02445
  28. 3 BEDS, 1 BATH
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400
         - 12 Month Lease

    7 Leverett St Unit 3T

    7 Leverett St, Brookline, MA 02445
  29. 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
  30. 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

    24 Juniper St Unit #1

    24 Juniper St, Brookline, MA 02445
  31. 1 BED, 1 BATH
    $2,700+
    2 BEDS, 1 BATH
    $4,300+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700 - $4,300
    Required Monthly FeesNone
    Total Monthly Price$2,700 - $4,300
         - 12 Month Lease

    77 Pond Ave

    77 Pond Ave, Brookline, MA 02445
  32. 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
  33. 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
  34. 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
  35. 4 BEDS, 2 BATHS
    $4,575
    Total Monthly Price Total Monthly Price New
    Base Rent$4,575
    Required Monthly FeesNone
    Total Monthly Price$4,575
         - 12 Month Lease

    90 Cypress St Unit 5

    90 Cypress St, Brookline, MA 02445
  36. 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
  37. 3 BEDS, 1 BATH
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200 - $4,400
    Required Monthly FeesNone
    Total Monthly Price$4,200 - $4,400
         - 12 Month Lease

    11 Leverett St

    11 Leverett St, Brookline, MA 02445
  38. 3 BEDS, 2.5 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000 - $6,500
    Required Monthly FeesNone
    Total Monthly Price$5,000 - $6,500
         - 12 Month Lease

    65 Cameron St

    65 Cameron St, Brookline, MA 02445
  39. 3 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

    201 High St Unit 2

    201 High St, Brookline, MA 02445
  40. 1 BED, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700 - $2,750
    Required Monthly FeesNone
    Total Monthly Price$2,700 - $2,750
         - 12 Month Lease

    33 Pond Ave

    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

    18 Juniper St Unit #49

    18 Juniper St, Brookline, MA 02445
  42. 2 BEDS, 1.5 BATHS
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850
         - 12 Month Lease

    9 Rice St Unit 5

    9 Rice St, Brookline, MA 02445
Showing 42 of 223 results, Page 3 of 6

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)

Average Rent in Nearby Cities

(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.

tooltips

I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.