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Brookline, MA Homes for Sale with Acreage

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  • /23

    $8,200,000

    • 6 Beds
    • 9 Baths
    • 9,301 Sq Ft

    40 Singletree Rd, Chestnut Hill, MA 02467

    Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living

    Maggie Gold Seelig MGS Group Real Estate LTD

    40 Singletree Rd, Chestnut Hill, MA 02467
  • /39

    $14,850,000

    • 6 Beds
    • 8 Baths
    • 9,065 Sq Ft

    280 Warren St, Brookline, MA 02445

    Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal

    Maggie Gold Seelig MGS Group Real Estate LTD

    280 Warren St, Brookline, MA 02445
  • /10

    $689,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 795 Sq Ft

    20 Chapel St Unit A303, Brookline, MA 02446

    GREAT INVESTMENT opportunity,Located at 20 Chapel Street Unit A 303 in the vibrant town of Brookline,. The condominium features one bedroom and one full bathroom across a well-distributed living area of 795 square feet.,plus in unit washer & dryer The layout provides a functional space for relaxation and everyday living, Positioned on the third floor of a ten-story structure, the property

    Henry Carpenito Flagship Commercial Real Estate, Inc.

    20 Chapel St Unit A303, Brookline, MA 02446
  • /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
  • /41

    $16,000,000

    $2M PRICE DROP
    • 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 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, expansive

    Debby Belt Hammond Residential Real Estate

    63 Goddard Ave, Brookline, MA 02445
  • /16

    $11,750,000

    • 6 Beds
    • 9 Baths
    • 10,000 Sq Ft

    0 Sears Rd, Brookline, MA 02445

    A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    0 Sears Rd, Brookline, MA 02445
  • /2

    $11,000,000

    • Land
    • 1.95 Acres
    • $5,641,026 per Acre

    39 Cottage St, Brookline, MA 02445

    Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses,

    Maggie Gold Seelig MGS Group Real Estate LTD

    39 Cottage St, Brookline, MA 02445
  • /18

    $11,750,000

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

    71 Sears Rd, Brookline, MA 02445

    One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    71 Sears Rd, Brookline, MA 02445
  • /38

    $16,980,000

    $2M PRICE DROP
    • 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
  • /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
  • /33

    $10,985,000

    $465K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 7,855 Sq Ft

    222 Warren St, Brookline, MA 02445

    Elegant living meets modern style in this stunning light-filled 5+ bedroom Chestnut Hill residence. This property is in a class of its own, with graciously proportioned rooms, open layout and luxurious fixtures/finishes. Minutes to all Boston and Brookline offer, this entire property has been built to the highest standards by an esteemed local builder. The 1st floor features a gracious

    Maggie Gold Seelig MGS Group Real Estate LTD

    222 Warren St, Brookline, MA 02445
  • /18

    $4,250,000

    • 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 5 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 stone

    The Duffy Group Compass

    540 Chestnut Hill Ave, Brookline, MA 02445
  • /39

    $534,900

    Open Sun 12PM - 1:30PM
    • 2 Beds
    • 1 Bath
    • 1,063 Sq Ft

    20 Hammond Pond Pkwy Unit 506, Chestnut Hill, MA 02467

    Lovely, sunny one-bedroom condo currently configured as a two-bedroom, with the flexible second room also ideal for a home office or den.. The fully renovated interior features an open-concept floor plan, abundant natural light, new flooring, fresh paint, generous closet space, large bedrooms and individually controlled heat and air conditioning. The updated kitchen includes stainless steel

    John Hollis Amo Realty - Boston City Properties

    20 Hammond Pond Pkwy Unit 506, Chestnut Hill, MA 02467

Home Price Trends

Median Sale Price
$1,149,000
Median Single Family Sale Price
$3,340,000
Median Townhouse Sale Price
$2,562,500
Median 2 Bedroom Sale Price
$889,000
Median 1 Bedroom Sale Price
$575,000
Average Price Per Sq Ft
$879
Number of Homes for Sale
131
Last 12 months Home Sales
464
Months of Supply
3.40
Median List Price
$1,188,500
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-3%
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