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Two Bedroom Apartments for Rent in Chestnut Hill Middlesex

11 Rentals
  1. Building Photo - 14 Caltha Rd
    2 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750
    - 12 Month Lease

    14 Caltha Rd Unit 1

    14 Caltha Rd, Boston, MA 02135
    (617) 477-0601
  2. Building Photo - 20 Hammond Pond Pky
    2 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
    - 24 Month Lease

    20 Hammond Pond Pky Unit 206

    20 Hammond Pond Pky, Chestnut Hill, MA 02467
  3. Building Photo - 25 Crosby Rd
    2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
    - 12 Month Lease

    25 Crosby Rd

    25 Crosby Rd, Chestnut Hill, MA 02467
  4. 2 BEDS, 2 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

    18 Glenland Rd Unit 1

    18 Glenland Rd, Chestnut Hill, MA 02467
  5. Building Photo - 27 Crosby Rd
    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

    27 Crosby Rd Unit 2

    27 Crosby Rd, Newton, MA 02467
  6. Building Photo - 17 Hammond Pond Pkwy
    2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    17 Hammond Pond Pkwy Unit 4

    17 Hammond Pond Pkwy, Newton, MA 02467
  7. 2 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    23 Hammond Pond Pkwy Unit 2

    23 Hammond Pond Pkwy, Newton, MA 02467
  8. 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

    17 Hammond Pond Pkwy Unit 1

    17 Hammond Pond Pkwy, Newton, MA 02467
  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

    82 Boylston St Unit 2

    82 Boylston St, Newton, MA 02467
  10. 2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    321 Hammond Pond Pkwy Unit 106

    321 Hammond Pond Pkwy, Newton, MA 02467
  11. 2 BEDS, 1 BATH
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    33 Hammond Pond Pkwy Unit 4

    33 Hammond Pond Pkwy, Newton, MA 02467
  12. Building Photo - The Chestnut Hill
    2 Months Free
    Call for Rent

    The Chestnut Hill

    219 Commonwealth Ave, Chestnut Hill, MA 02467

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Chestnut Hill at a Glance

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Chestnut Hill Middlesex Neighborhood in Chestnut Hill, MA

So you're looking for the perfect two-bedroom apartment for rent in Chestnut Hill Middlesex. 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 Chestnut Hill Middlesex.

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 12 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 920 Sq Ft $3,189/mo

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

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