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Brookline, MA Homes for Sale with Acreage

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  • /16

    $12,500,000

    • 6 Beds
    • 6 Baths
    • 7,502 Sq Ft

    71 Sears Rd, Brookline, MA 02445

    This is one of Brookline's most exceptional properties to hit the market in over a decade. Located in the prestigious estate area, this stunning 1929 Colonial Revival home offers 14 rooms and is set on two lush acres. The property features an inviting in-ground pool, sweeping lawns, specimen trees, perennial gardens, and a serene, man-made freshwater creek. With approximately 7,000 square feet of

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    71 Sears Rd, Brookline, MA 02445
  • /36

    $8,000,000

    • 5 Beds
    • 6.5 Baths
    • 5,772 Sq Ft

    21 Sargent Crossway, Brookline, MA 02445

    Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard

    Jonathan Radford Coldwell Banker Realty - Boston

    21 Sargent Crossway, Brookline, MA 02445
  • /2

    $8,000,000

    • Land
    • 1.87 Acres
    • $4,278,075 per Acre

    39 Clyde St, Chestnut Hill, MA 02467

    Set atop a gently elevated 1.86-acre lot, this exceptional property offers the perfect canvas to build a custom estate. The current European-style home is ready for demolition, making way for new construction in a private, hilltop setting. Surrounded by mature trees and located near top schools, shops, and cultural attractions, this rare offering combines location, scale, and potential in one of

    Melissa Dailey Coldwell Banker Realty - Wellesley

    39 Clyde St, Chestnut Hill, MA 02467
  • /20

    $5,000,000

    • 5 Beds
    • 4.5 Baths
    • 6,419 Sq Ft

    540 Chestnut Hill Ave, Brookline, MA 02445

    Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring five bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a

    The Duffy Group Compass

    540 Chestnut Hill Ave, Brookline, MA 02445
  • /42

    $8,750,000

    • 8 Beds
    • 6.5 Baths
    • 9,400 Sq Ft

    142 Crafts Rd, Chestnut Hill, MA 02467

    Chestnut Hill, Brookline. Designed in 1905 by Chapman & Frazer, this Spanish Colonial estate unites house and garden across approx 1.3 acres. About 9,400 sq ft on four finished levels with 8 beds and 6.5 baths. Chef’s kitchen with oversized island, walk-in pantry, and pro appliances opens to dining and a stone terrace. Formal living and dining pair with a quiet library and a large family room.

    Paul Neavyn Gibson Sotheby's International Realty

    142 Crafts Rd, Chestnut Hill, MA 02467
  • /38

    $19,000,000

    • 7 Beds
    • 11 Baths
    • 13,343 Sq Ft

    1014 Boylston St, Chestnut Hill, MA 02467

    Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall,

    Tracy Campion Campion & Company Fine Homes Real Estate

    1014 Boylston St, Chestnut Hill, MA 02467

Home Trends in Brookline, MA

Housing Trends

Median Sale Price
$1,150,000
Median Single Family Sale Price
$3,225,000
Median Townhouse Sale Price
$2,400,000
Median 2 Bedroom Sale Price
$929,000
Median 1 Bedroom Sale Price
$582,500
Average Price Per Sq Ft
$853
Number of Homes for Sale
84
Last 12 months Home Sales
469
Months of Supply
2.10
Median List Price
$1,200,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
13%
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