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Brookline, MA Homes for Sale with Acreage

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  • /41

    $22,000,000

    • 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. This outstanding property has been extensively renovated, combining traditional style with modern amenities in a thoughtful floor plan ideal for family living and grand entertaining. Exceptional features include a grand entry hall, an elegant formal sunken living

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (857) 575-4789

    1014 Boylston St, Chestnut Hill, MA 02467
  • /18

    $12,995,000

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

    71 Sears Rd, Brookline, MA 02445

    We are delighted to present 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

    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
  • /19

    $999,000

    • 2 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    33 Pond Ave Unit 1208, Brookline, MA 02445

    Experience elevated living in this fully renovated two bedroom, two level penthouse spanning 1,840 sq. ft. Thoughtfully redesigned for modern luxury, this home features a sleek chef’s kitchen, expansive open-concept living/dining area with soaring ceilings, recessed lighting, red oak floors, and sweeping views from oversized windows. Dual-level access adds convenience, while a private rooftop

    Jeffrey Shuman Luxury Residential Group, LLC

    33 Pond Ave Unit 1208, Brookline, MA 02445
  • /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

    $7,495,000

    • 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
$1,163,500
Median Single Family Sale Price
$3,218,000
Median Townhouse Sale Price
$2,750,000
Median 2 Bedroom Sale Price
$870,000
Median 1 Bedroom Sale Price
$609,000
Average Price Per Sq Ft
$852
Number of Homes for Sale
139
Last 12 months Home Sales
477
Months of Supply
3.50
Median List Price
$1,212,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
7%
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