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

  2. Building Photo - 38 Cumberland Ave
    3 BEDS, 3 BATHS
    $15,000
    Total Monthly Price Total Monthly Price New
    Base Rent$15,000
    Required Monthly FeesNone
    Total Monthly Price$15,000

    38 Cumberland Ave

    38 Cumberland Ave, Brookline, MA 02445
  10. Building Photo - 8 Juniper St
    3 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300

    8 Juniper St Unit 22

    8 Juniper St, Brookline, MA 02445
  11. 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

    7 High St Pl Unit 2

    7 High St Pl, Brookline, MA 02445
    (617) 477-0601
  12. Building Photo - 5 Smythe St
    3 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    5 Smythe St Unit 3

    5 Smythe St, Brookline, MA 02445
    (617) 477-0601
  13. 3 BEDS, 2 BATHS
    $3,550
    Total Monthly Price Total Monthly Price New
    Base Rent$3,550
    Required Monthly FeesNone
    Total Monthly Price$3,550
         - 12 Month Lease

    5 Smythe St Unit 2

    5 Smythe St, Brookline, MA 02445
    (617) 477-0601
  17. Building Photo - 282 Washington St
    1 BED, 1 BATH
    $3,443
    Total Monthly Price Total Monthly Price New
    Base Rent$3,268
    Required Monthly Fees$175
    Total Monthly Price$3,443

    282 Washington St Unit FL1-ID1238145P

    282 Washington St, Brookline, MA 02445
  18. Building Photo - 282 Washington St
    1 BED, 1 BATH
    $3,921
    Total Monthly Price Total Monthly Price New
    Base Rent$3,722
    Required Monthly Fees$199
    Total Monthly Price$3,921

    282 Washington St Unit FL1-ID1238107P

    282 Washington St, Brookline, MA 02445
  28. Building Photo - 11 Leverett St
    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

    11 Leverett St Unit 3

    11 Leverett St, Brookline, MA 02445
    Apply
  29. Building Photo - 14 Smythe St
    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

    14 Smythe St Unit 2

    14 Smythe St, Brookline, MA 02445
    Apply
  30. 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
    Apply
  31. 3 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    233 Boylston St Unit 3

    233 Boylston St, Brookline, MA 02445
    Apply
  32. 3 BEDS, 2.5 BATHS
    $5,900
    Total Monthly Price Total Monthly Price New
    Base Rent$5,900
    Required Monthly FeesNone
    Total Monthly Price$5,900
         - 12 Month Lease

    60 Cameron St Unit 2

    60 Cameron St, Brookline, MA 02445
    Apply
  33. 3 BEDS, 2 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800
         - 12 Month Lease

    10 Smythe St Unit 3

    10 Smythe St, Brookline, MA 02445
    Apply
  34. 3 BEDS, 1 BATH
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800
         - 12 Month Lease

    234 Cypress St Unit 1

    234 Cypress St, Brookline, MA 02445
    Apply
  35. 4 BEDS, 2 BATHS
    $7,700
    Total Monthly Price Total Monthly Price New
    Base Rent$7,700
    Required Monthly FeesNone
    Total Monthly Price$7,700
         - 12 Month Lease

    7 Acron Rd Unit 2

    7 Acron Rd, Brookline, MA 02445
    Apply
  36. 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 Unit 1

    199 Boylston St, Brookline, MA 02445
    Apply
  37. 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

    11 Leverett St Unit 3

    11 Leverett St, Brookline, MA 02445
    Apply
  38. 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

    48 Cameron St

    48 Cameron St, Brookline, MA 02445
    Apply
  39. 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
  40. 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

    199 Boylston St Unit 1

    199 Boylston St, Brookline, MA 02445
    Apply
  41. 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

    11 Leverett St Unit 3

    11 Leverett St, Brookline, MA 02445
    Apply
  42. 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

    199 Boylston St Unit 1

    199 Boylston St, Brookline, MA 02445
    Apply
Showing 42 of 223 results, Page 1 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

High Street Hill Neighborhood in Brookline, MA

If you’re looking for apartments in High Street Hill, Brookline, Apartment Finder has you covered! With great rent specials, price drops, and the best values in High Street Hill, one of these 223 rentals is sure to fit your list of apartment must-haves. Use our custom filters to narrow your search. Are you looking for a cozy studio apartment or a one-bedroom for yourself, a two-bedroom apartment for you and a roommate, or something more spacious with three-four beds? Apartment Finder has a wide variety of floorplans to meet every need.

Next, select the amenities you can't live without. Start with the basics and make sure your new place offers in-unit air conditioning, a washer and dryer, and a dishwasher. Then, take your living experience to the next level and look at apartments with a garage, swimming pool, and a gym. You can even combine amenties and ensure that your wheelchair accessible apartment has an elevator, or that your pet-friendly place has a balcony.

If filtering for amenities isn't specific enough, you can find apartments that fit your lifestyle when you search by specialty. Look at income-restricted apartments, senior living, short-term rentals, or student housing and find a place that caters to your exact needs. When you've found the perfect floorplan with all the essential amenities included, filter by price to make sure your new place fits your budget. 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 more than one million rentals currently available, Apartment Finder is the place to find your High Street Hill apartment.

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.