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  1. Building Photo - 53 Prince St
    3 BEDS, 1 BATH
    $4,600
    Total Monthly Price Total Monthly Price New
    Base Rent$4,600
    Required Monthly FeesNone
    Total Monthly Price$4,600

    53 Prince St Unit 2

    53 Prince St, Brookline, MA 02445
  2. 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
  3. 3 BEDS, 3 BATHS
    $9,500
    Total Monthly Price Total Monthly Price New
    Base Rent$9,500
    Required Monthly FeesNone
    Total Monthly Price$9,500

    38 Cumberland Ave

    38 Cumberland Ave, Brookline, MA 02445
  4. 3 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    112 Franklin St Unit 2

    112 Franklin St, Brookline, MA 02445
  5. 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
  6. 3 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

    203 High St Unit 1

    203 High St, Brookline, MA 02445
    (617) 477-0601
  7. Building Photo - 6 Harvard Square
    2 BEDS, 1 BATH
    $12,161
    Total Monthly Price Total Monthly Price New
    Base Rent$11,571
    Required Monthly Fees$589
    Total Monthly Price$12,160

    6 Harvard Square Unit SI FL1-ID1238033P

    6 Harvard Square, Brookline, MA 02445
  8. Building Photo - 96 Walnut St
    4 BEDS, 2 BATHS
    $5,250
    Total Monthly Price Total Monthly Price New
    Base Rent$5,250
    Required Monthly FeesNone
    Total Monthly Price$5,250
    - 6 Month Lease

    96 Walnut St Unit 2

    96 Walnut St, Brookline, MA 02445
  9. Building Photo - 137 Walnut St
    2 BEDS, 1 BATH
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000
    - 1 Month Lease

    137 Walnut St Unit #3

    137 Walnut St, Brookline, MA 02445
  10. 3 BEDS, 2.5 BATHS
    $6,100
    Total Monthly Price Total Monthly Price New
    Base Rent$6,100
    Required Monthly FeesNone
    Total Monthly Price$6,100
    - 12 Month Lease

    60 Cameron St Unit 2

    60 Cameron St, Brookline, MA 02445
  11. 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
  12. 3 BEDS, 1 BATH
    $4,900
    Total Monthly Price Total Monthly Price New
    Base Rent$4,900
    Required Monthly FeesNone
    Total Monthly Price$4,900
    - 12 Month Lease

    234 Cypress St Unit 1

    234 Cypress St, Brookline, MA 02445
  13. 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
  14. 6 BEDS, 3 BATHS
    $7,500
    Total Monthly Price Total Monthly Price New
    Base Rent$7,500
    Required Monthly FeesNone
    Total Monthly Price$7,500
    - 12 Month Lease

    158 Cypress St Unit 1

    158 Cypress St, Brookline, MA 02445
  15. 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
  16. 3 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

    66 Chestnut St Unit 2

    66 Chestnut St, Brookline, MA 02445
  17. 3 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

    55 Franklin St Unit 1

    55 Franklin St, Brookline, MA 02445
  18. 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

    227 Washington St

    227 Washington St, Brookline, MA 02445
  19. 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
  20. 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
  21. 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

    91 Walnut St Unit 1

    91 Walnut St, Brookline, MA 02445
Showing 42 of 256 results, Page 1 of 7

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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 256 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.

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