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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
  • /41

    $8,995,000

    $804K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 7,232 Sq Ft

    188 Heath St, Chestnut Hill, MA 02467

    Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic

    The Kennedy Lynch Team Hammond Residential Real Estate

    188 Heath St, 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
  • /26

    $3,545,000

    $305K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,533 Sq Ft

    90 Columbia St Unit 90, Brookline, MA 02446

    Spectacular single-family alternative. This side-by-side Contemporary Luxury townhouse, newly constructed in 2017, features all the luxury you would expect. Sprawling living room and dining. The eat-in kitchen has custom cabinetry, Thermador appliances, and marble countertops. The kitchen has direct access to the large private/exclusive backyard, which spans two levels. There is a large patio and

    Sheila White Compass

    90 Columbia St Unit 90, Brookline, MA 02446
  • /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 U:A 303 in the vibrant town of Brookline,. Situated within a building constructed in 1925, this home presents an opportunity to own a piece of Brookline's history. 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

    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
  • /29

    $819,000

    • 1 Bed
    • 1 Bath
    • 764 Sq Ft

    20 Chapel St Unit B701, Brookline, MA 02446

    Spectacular views of park and Boston skyline from upper floor one bedroom at Longwood Towers on Boston City Line! Desirable Longwood Medical/Coolidge Corner Area! Sunny, spacious open floor plan with expansive living room and large bay window; kitchen with granite counters and stainless appliances; bedroom with walk-in closet. Includes one valet garage easement. Elevator access. Property sited on

    Jan Boyce Deland Real Estate, LLC

    20 Chapel St Unit B701, Brookline, MA 02446
  • /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 designed by Olmsted, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping,

    Maggie Gold Seelig MGS Group Real Estate LTD

    39 Cottage St, Brookline, MA 02445
  • /2

    $7,775,000

    • Land
    • 2.23 Acres
    • $3,486,547 per Acre

    342 Warren St Lot 1 & 2, Brookline, MA 02445

    Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    342 Warren St Lot 1 & 2, 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
  • /42

    $6,750,000

    $2M PRICE DROP
    • 8 Beds
    • 6.5 Baths
    • 9,400 Sq Ft

    142 Crafts Rd, Chestnut Hill, MA 02467

    First time available in over 30 years. This Spanish Colonial estate was designed in 1905 by Chapman & Frazer and sits on 1.33 acres in Chestnut Hill, Brookline, MA. Approx 9,400 sq ft across four finished levels with 8 beds and 6.5 baths. Chef's kitchen with oversized island, pro appliances, and walk-in pantry opens to dining and a stone terrace. Formal living and dining rooms, quiet library, and

    Paul Neavyn Gibson Sotheby's International Realty

    142 Crafts Rd, Chestnut Hill, MA 02467
  • /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
  • /24

    $629,000

    • 1 Bed
    • 1 Bath
    • 564 Sq Ft

    20 Chapel St Unit B406, Brookline, MA 02446

    Rarely Available sunny, corner,oversized Studio in luxury full service complex at Longwood Towers, on Boston City Line near Longwood Medical area. Open, stylish and efficient floor plan features living room with bay window, kitchen with large dining area, new appliances and granite counters; open concept bedroom alcove with walk-in closet and views of private grounds through large picture

    Jan Boyce Deland Real Estate, LLC

    20 Chapel St Unit B406, Brookline, MA 02446
  • /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
  • /21

    $7,775,000

    • 4 Beds
    • 5 Baths
    • 5,352 Sq Ft

    342 Warren St, Brookline, MA 02445

    Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    342 Warren St, Brookline, MA 02445

Home Prices in Brookline, MA

Home Price Trends

Median Sale Price
$1,149,500
Median Single Family Sale Price
$3,330,000
Median Townhouse Sale Price
$3,000,000
Median 2 Bedroom Sale Price
$899,500
Median 1 Bedroom Sale Price
$575,000
Average Price Per Sq Ft
$868
Number of Homes for Sale
168
Last 12 months Home Sales
480
Months of Supply
4.20
Median List Price
$1,198,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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