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Brookline, MA Homes for Sale with Acreage

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  • /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
  • /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
  • /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
  • /42

    $18,000,000

    • 6 Beds
    • 8 Baths
    • 9,411 Sq Ft

    63 Goddard Ave, Brookline, MA 02445

    This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been gut-renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous,

    Debby Belt Hammond Residential Real Estate

    63 Goddard Ave, 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
  • /37

    $24,500,000

    • 11 Beds
    • 11 Baths
    • 20,074 Sq Ft

    333 Lee St, Brookline, MA 02445

    This stately Georgian Revival residence, designed by the esteemed American architect and artist William Truman Aldrich, presents a once-in-a-lifetime opportunity to own one of the most prestigious and treasured estates in all of greater Boston. 333 Lee Street is perfectly situated on three acres of meticulously landscaped grounds. The interior boasts eleven bedrooms, eleven bathrooms, and ten

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    333 Lee St, Brookline, MA 02445
  • /37

    $6,995,000

    • 6 Beds
    • 7.5 Baths
    • 9,380 Sq Ft

    100 Cottage St, Brookline, MA 02445

    Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom glass doors, you’ll be greeted by a stunning two-story foyer and a grand staircase with custom glass

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    100 Cottage St, Brookline, MA 02445
  • /28

    $16,000,000

    • 6 Beds
    • 8 Baths
    • 9,480 Sq Ft

    280 Warren St, Brookline, MA 02445

    Presenting a unique opportunity to own one of Brookline’s premier estate properties. Set on over 3 1/2 acres, this meticulously renovated residence has 19 rooms, including 6 beds, 6 full and 2 half baths, It has 6 fireplaces, and a fabulous kitchen with top appliances and a large eat-in area with French doors leading to the back patio. There are grand proportioned rooms with high ceilings and

    The Whitney Group Hammond Residential Real Estate

    280 Warren St, Brookline, MA 02445

Home Trends in Brookline, MA

Housing Trends

Median Sale Price
$1,141,250
Median Single Family Sale Price
$3,487,500
Median Townhouse Sale Price
$2,400,000
Median 2 Bedroom Sale Price
$890,000
Median 1 Bedroom Sale Price
$582,500
Average Price Per Sq Ft
$852
Number of Homes for Sale
133
Last 12 months Home Sales
486
Months of Supply
3.30
Median List Price
$1,200,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
16%
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