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Two Bedroom Apartments for Rent in South Brookline

151 Rentals
  1. Building Photo - 33 Gerry Rd
    2 BEDS, 1 BATH
    $3,710
    Total Monthly Price Total Monthly Price New
    Base Rent$3,710
    Required Monthly FeesNone
    Total Monthly Price$3,710
    - 12 Month Lease

    33 Gerry Rd

    33 Gerry Rd, Chestnut Hill, MA 02467
  2. Building Photo - 499 Vfw Pky
    2 BEDS, 1.5 BATHS
    $3,760
    Total Monthly Price Total Monthly Price New
    Base Rent$3,760
    Required Monthly FeesNone
    Total Monthly Price$3,760
    - 12 Month Lease

    499 Vfw Pky

    499 Vfw Pky, Chestnut Hill, MA 02467
  3. 2 BEDS, 1 BATH
    $3,645
    Total Monthly Price Total Monthly Price New
    Base Rent$3,645
    Required Monthly FeesNone
    Total Monthly Price$3,645
    - 12 Month Lease

    148 Independence Dr

    148 Independence Dr, Chestnut Hill, MA 02467
  4. Building Photo - 29 Independence Dr
    2 BEDS, 1 BATH
    $3,820
    Total Monthly Price Total Monthly Price New
    Base Rent$3,820
    Required Monthly FeesNone
    Total Monthly Price$3,820
    - 12 Month Lease

    29 Independence Dr

    29 Independence Dr, Chestnut Hill, MA 02467
  5. Building Photo - 241 Gerry Rd
    2 BEDS, 1 BATH
    $3,395
    Total Monthly Price Total Monthly Price New
    Base Rent$3,395
    Required Monthly FeesNone
    Total Monthly Price$3,395
    - 12 Month Lease

    241 Gerry Rd

    241 Gerry Rd, Chestnut Hill, MA 02467
  6. 2 BEDS, 1 BATH
    $3,395
    Total Monthly Price Total Monthly Price New
    Base Rent$3,395
    Required Monthly FeesNone
    Total Monthly Price$3,395
    - 12 Month Lease

    59 Thornton Rd

    59 Thornton Rd, Chestnut Hill, MA 02467
  7. 2 BEDS, 1.5 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
    - 12 Month Lease

    120 Thornton Rd

    120 Thornton Rd, Chestnut Hill, MA 02467
  8. 2 BEDS, 2 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900
    - 12 Month Lease

    110 Gerry Rd Unit #108

    110 Gerry Rd, Chestnut Hill, MA 02467
  9. 2 BEDS, 1 BATH
    $2,999
    Total Monthly Price Total Monthly Price New
    Base Rent$2,999
    Required Monthly FeesNone
    Total Monthly Price$2,999
    - 12 Month Lease

    165 Grove St Unit #6

    165 Grove St, Chestnut Hill, MA 02467
  10. 2 BEDS, 1.5 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
    - 12 Month Lease

    285 Beverly Rd Unit #2

    285 Beverly Rd, Chestnut Hill, MA 02467
  11. 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

    475 Vfw Pky Unit 2

    475 Vfw Pky, Chestnut Hill, MA 02467
  12. 2 BEDS, 1 BATH
    $3,340
    Total Monthly Price Total Monthly Price New
    Base Rent$3,340
    Required Monthly FeesNone
    Total Monthly Price$3,340
    - 12 Month Lease

    231 Gerry Rd

    231 Gerry Rd, Chestnut Hill, MA 02467
  13. 2 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400
    - 12 Month Lease

    320 Hammond Pond Pkwy Unit 104

    320 Hammond Pond Pkwy, Newton, MA 02467
  14. 2 BEDS, 2 BATHS
    $4,730
    Total Monthly Price Total Monthly Price New
    Base Rent$4,730
    Required Monthly FeesNone
    Total Monthly Price$4,730
    - 12 Month Lease

    204 Sherman Rd Unit 829

    204 Sherman Rd, Boston College, MA 02467
  15. 2 BEDS, 1.5 BATHS
    $3,750
    Total Monthly Price Total Monthly Price New
    Base Rent$3,750
    Required Monthly FeesNone
    Total Monthly Price$3,750
    - 12 Month Lease

    97 Sherman Rd

    97 Sherman Rd, Chestnut Hill, MA 02467
  16. 2 BEDS, 1.5 BATHS
    $3,375
    Total Monthly Price Total Monthly Price New
    Base Rent$3,375
    Required Monthly FeesNone
    Total Monthly Price$3,375
    - 12 Month Lease

    130 Sherman Rd Unit 130

    130 Sherman Rd, Chestnut Hill, MA 02467
  17. 2 BEDS, 1 BATH
    $3,395
    Total Monthly Price Total Monthly Price New
    Base Rent$3,395
    Required Monthly FeesNone
    Total Monthly Price$3,395
    - 12 Month Lease

    527 Vfw Pky

    527 Vfw Pky, Chestnut Hill, MA 02467
  18. 2 BEDS, 1.5 BATHS
    $3,725
    Total Monthly Price Total Monthly Price New
    Base Rent$3,725
    Required Monthly FeesNone
    Total Monthly Price$3,725
    - 12 Month Lease

    110 Sherman Rd

    110 Sherman Rd, Chestnut Hill, MA 02467
  19. 2 BEDS, 1.5 BATHS
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650
    - 12 Month Lease

    9 Sherman Rd Unit 1

    9 Sherman Rd, Chestnut Hill, MA 02467
  20. 2 BEDS, 1 BATH
    $3,455
    Total Monthly Price Total Monthly Price New
    Base Rent$3,455
    Required Monthly FeesNone
    Total Monthly Price$3,455
    - 12 Month Lease

    136 Thornton Rd Unit 1

    136 Thornton Rd, Chestnut Hill, MA 02467
  21. 2 BEDS, 1 BATH
    $3,710
    Total Monthly Price Total Monthly Price New
    Base Rent$3,710
    Required Monthly FeesNone
    Total Monthly Price$3,710
    - 12 Month Lease

    115 Gerry Rd Unit 1

    115 Gerry Rd, Chestnut Hill, MA 02467
  22. 2 BEDS, 1 BATH
    $3,820
    Total Monthly Price Total Monthly Price New
    Base Rent$3,820
    Required Monthly FeesNone
    Total Monthly Price$3,820
    - 12 Month Lease

    156 Gerry Rd Unit 1

    156 Gerry Rd, Chestnut Hill, MA 02467
  23. 2 BEDS, 1.5 BATHS
    $3,322
    Total Monthly Price Total Monthly Price New
    Base Rent$3,322
    Required Monthly FeesNone
    Total Monthly Price$3,322
    - 12 Month Lease

    1019 W Roxbury Pky Unit 2

    1019 W Roxbury Pky, Chestnut Hill, MA 02467
  24. 2 BEDS, 1 BATH
    $3,810
    Total Monthly Price Total Monthly Price New
    Base Rent$3,810
    Required Monthly FeesNone
    Total Monthly Price$3,810
    - 12 Month Lease

    76 Gerry Rd Unit 1

    76 Gerry Rd, Chestnut Hill, MA 02467
  25. 2 BEDS, 1 BATH
    $3,710
    Total Monthly Price Total Monthly Price New
    Base Rent$3,710
    Required Monthly FeesNone
    Total Monthly Price$3,710
    - 12 Month Lease

    180 Thornton Rd Unit 1

    180 Thornton Rd, Chestnut Hill, MA 02467
Showing 42 of 85 results, Page 1 of 3

Chestnut Hill at a Glance

Average Rent

N/A
(All bedrooms and property types)
0

School Rating

out of 10 Rating
Learn more about
Schools in Chestnut Hill
34

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Chestnut Hill
39

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Chestnut Hill

South Brookline Neighborhood in Chestnut Hill, MA

So you're looking for the perfect two-bedroom apartment for rent in South Brookline. With great rent specials, price drops, and the best values in the city, Apartment Finder offers a wide selection of spacious two-bedroom apartments that will fit your lifestyle and budget. Two-bedroom apartments' larger layout and versatile living spaces provide ample room for individuals, couples, or even small families in South Brookline.

With the shared cost of rent, two-bedroom apartments offer great value for the space you get. Even if you're not searching with roommates, a two-bedroom apartment has practical benefits. Experience the advantages of having an extra bedroom, whether for a home office, guest room, or added storage space. The flexibility of a second bedroom allows you to personalize your home and adapt to changing needs. Enjoy a larger living area, multiple closets, and potentially additional amenities like balconies or in-unit laundry. Choose any of these 85 two-bedroom apartments for rent to view floor plans, see photos, and get more information on amenities and availability.

Top Budget-Friendly Neighborhoods in Chestnut Hill

(For 1 bedroom apartments)
  • Neighborhoods Average Sq Ft Average Rent
  • South Brookline 934 Sq Ft $3,175/mo

Getting Around Chestnut Hill

Transportation

45

Car-Dependent

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.
39

Somewhat 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.
34

Some 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

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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