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Modern Homes for Sale in Brookline, MA

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  • /18

    $4,998,500

    • 4 Beds
    • 4.5 Baths
    • 6,790 Sq Ft

    9 Singletree Rd, Chestnut Hill, MA 02467

    Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    9 Singletree Rd, Chestnut Hill, MA 02467
  • /31

    $3,750,000

    $250K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,790 Sq Ft

    331 Heath St, Chestnut Hill, MA 02467

    Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The

    Bobby Morgenstern Gibson Sotheby's International Realty

    331 Heath St, Chestnut Hill, MA 02467
  • /35

    $2,399,000

    • 4 Beds
    • 3 Baths
    • 3,243 Sq Ft

    365 Newton St, Chestnut Hill, MA 02467

    Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and

    Rose Hall Blue Ocean Realty, LLC

    365 Newton St, Chestnut Hill, MA 02467
  • /42

    $2,749,999

    • 5 Beds
    • 5.5 Baths
    • 4,585 Sq Ft

    171 Shaw Rd, Chestnut Hill, MA 02467

    Luxury Living in Chestnut Hill, Brookline. Spacious 5-bedroom home designed for extended families, aging parents, or long-term guests. Four bedrooms feature private en suite bathrooms, offering comfort and privacy throughout. Two bedrooms are conveniently located on the main level, while two upstairs bedrooms feature skylights filled with natural light. An additional lower-level bedroom creates

    Melvin Vieira RE/MAX Real Estate Center

    171 Shaw Rd, Chestnut Hill, MA 02467
  • /40

    $4,499,000

    $300K PRICE DROP
    • 7 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    89 University Rd, Brookline, MA 02445

    Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with

    Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

    89 University Rd, Brookline, MA 02445
  • /42

    $14,995,000

    • 6 Beds
    • 8 Baths
    • 13,200 Sq Ft

    33 Sears Rd, Brookline, MA 02445

    Designed to be admired and built to be enjoyed, 33 Sears Rd is a custom residence set on 1.6 acres of manicured, private grounds. The home makes an immediate statement with a grand two-story foyer that introduces soaring ceilings, refined detailing, and beautifully scaled living spaces throughout. Built by one of Boston's premier female builders, the craftsmanship is evident in every threshold,

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    33 Sears Rd, Brookline, MA 02445
  • /25

    $3,295,000

    $200K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,834 Sq Ft

    185 Warren St, Brookline, MA 02445

    Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel

    Hilary Maddox Team Compass

    185 Warren St, Brookline, MA 02445
  • /26

    $3,295,000

    • 4 Beds
    • 4.5 Baths
    • 3,292 Sq Ft

    80 Verndale St, Brookline, MA 02446

    Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room,

    The Bushari Team Compass Compass

    80 Verndale St, Brookline, MA 02446
  • /15

    $4,495,000

    • 5 Beds
    • 4.5 Baths
    • 6,848 Sq Ft

    108 Codman Rd, Brookline, MA 02445

    SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen

    Jamie Genser Coldwell Banker Realty - Brookline

    108 Codman Rd, Brookline, MA 02445
  • /42

    $3,299,999

    $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,571 Sq Ft

    28 Kesseler Way, Chestnut Hill, MA 02467

    An architectural masterpiece, this stunning custom-built contemporary home showcases modern design at its finest. Featuring soaring ceilings, an open-concept layout, and gallery-style lighting, the home is filled with natural light from expansive walls of windows offering breathtaking views. The gourmet kitchen is equipped with Miele appliances, perfect for both everyday living and entertaining.

    Terry Yin Harmony Hill Realty LLC

    28 Kesseler Way, Chestnut Hill, MA 02467
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