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Four Bedroom Apartments for Rent in High Street Hill

36 Rentals
.
  4. 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
    Apply
  5. Building Photo - 7 Acron Rd
    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
  6. 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
  7. 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

    211 Boylston St

    211 Boylston St, Brookline, MA 02445
    Apply
  8. 6 BEDS, 3 BATHS
    $6,800
    Total Monthly Price Total Monthly Price New
    Base Rent$6,800
    Required Monthly FeesNone
    Total Monthly Price$6,800
         - 12 Month Lease

    158 Cypress St

    158 Cypress St, Brookline, MA 02445
  9. 4 BEDS, 1.5 BATHS
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    236 Cypress St Unit 2

    236 Cypress St, Brookline, MA 02445
  10. 4 BEDS, 2 BATHS
    $4,750
    Total Monthly Price Total Monthly Price New
    Base Rent$4,750
    Required Monthly FeesNone
    Total Monthly Price$4,750
         - 12 Month Lease

    6 Elm St Unit 1

    6 Elm St, Brookline, MA 02445
  11. 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
  12. 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
  13. 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
  14. 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
  15. 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
  16. 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
  17. 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
  18. 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
  19. 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
  20. 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

    199 Boylston St, Brookline, MA 02445
  21. 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

    201 Boylston St Unit 201

    201 Boylston St, Brookline, MA 02445
  22. 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
         - 12 Month Lease

    11 E Milton Rd

    11 E Milton Rd, Brookline, MA 02445
  23. 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
  24. 4 BEDS, 2.5 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500
         - 12 Month Lease

    7 Acron Rd

    7 Acron Rd, Brookline, MA 02445
  25. 4 BEDS, 3.5 BATHS
    $6,600
    Total Monthly Price Total Monthly Price New
    Base Rent$6,600
    Required Monthly FeesNone
    Total Monthly Price$6,600
         - 12 Month Lease

    15 White Pl

    15 White Pl, Brookline, MA 02445
  26. 4 BEDS, 2.5 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

    7 Acron Rd Unit 1

    7 Acron Rd, Brookline, MA 02445
  27. 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

    199 Boylston St, Brookline, MA 02445
  28. 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 -

    199 Boylston St, Brookline, MA 02445
  29. 4 BEDS, 3.5 BATHS
    $5,400
    Total Monthly Price Total Monthly Price New
    Base Rent$5,400
    Required Monthly FeesNone
    Total Monthly Price$5,400
         - 12 Month Lease

    201 Boylston St Unit 3

    201 Boylston St, Brookline, MA 02445
  30. 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

    199 Boylston St, Brookline, MA 02445
  31. 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 201

    199 Boylston St, Brookline, MA 02445
  32. 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

    201 Boylston St Unit 1

    201 Boylston St, Brookline, MA 02445
  33. 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
  34. 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
  35. 4 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

    81 Boylston St Unit 3##

    81 Boylston St, Brookline, MA 02445
  36. Building Photo - 236 Cypress St
    4 BEDS, 1.5 BATHS
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650

    236 Cypress St Unit 2

    236 Cypress St, Brookline, MA 02445

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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

So you're looking for the perfect four-bedroom apartment for rent in High Street Hill. With great rent specials, price drops, and the best values in the city, Apartment Finder offers a wide selection of spacious four-bedroom apartments that will fit your lifestyle and budget. Whether you're a growing family, roommates, or someone who values extra space, a four-bedroom apartment in High Street Hill provides the perfect solution.

If you're moving with roommates, sharing rent makes four-bedroom apartments a budget-friendly way to enjoy more space. If you're moving with a family, the large floor plans of these rentals offer plenty of room for individual privacy and shared activities. With multiple bedrooms, you can create a comfortable home office, guest room, or play area. Enjoy the convenience of larger living areas, additional storage, and potentially enhanced amenities like on-site gyms or parking facilities. Choose any of these 36 four-bedroom apartments for rent to view floor plans, see photos, and get more information on amenities and availability.

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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