31

Colonial Homes for Sale in Brookline, MA

Section Image Section Image
  • /26

    $2,698,000

    Open Sun 11:30AM - 1PM $242K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,738 Sq Ft

    140 Dudley St, Brookline, MA 02445

    This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    140 Dudley St, Brookline, MA 02445
  • /35

    $3,295,000

    • 7 Beds
    • 5 Baths
    • 4,493 Sq Ft

    100 Beals St, Brookline, MA 02446

    Rarely does a property of this scale, flexibilty & caliber become available in such a premier Brookline location. Unlock high-yield investment potential or exceptional multi-generational living at 100 Beals Street. Set on a picturesque street in the heart of Coolidge Corner, this stately two-family residence showcases Brookline's architectural soul, offering the elusive combination of historic

    Agent Photo

    Jennifer Schneider

    Century 21 Elite Realty

    100 Beals St, Brookline, MA 02446
  • /21

    $2,500,000

    Open Sun 11:30AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,219 Sq Ft

    128 Dudley St, Brookline, MA 02445

    Set in the coveted estate area of Brookline, this residence offers a rare opportunity to create a truly spectacular home overlooking the serene beauty of the Brookline Reservoir. Rich in architectural character, the home is defined by its striking presence, graceful proportions, and an abundance of original detail. While the home requires renovation, it presents an exceptional canvas for

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    128 Dudley St, Brookline, MA 02445
  • /36

    $5,100,000

    • 6 Beds
    • 6.5 Baths
    • 5,530 Sq Ft

    129 Rangeley Rd, Chestnut Hill, MA 02467

    Set on a picturesque, tree-lined street, this exceptional 2016 brick Colonial offers an unparalleled combination of luxury and privacy in desirable Chestnut Hill. Built with uncompromising attention to detail and thoughtfully designed for both grand-scale entertaining and sophisticated everyday living. A gracious floor plan features soaring 10-ft ceilings, exquisite millwork, and beautifully

    Ingvild Brown Keller Williams Realty

    129 Rangeley Rd, Chestnut Hill, MA 02467
  • /40

    $8,995,000

    • 7 Beds
    • 5.5 Baths
    • 7,080 Sq Ft

    39 Worthington Rd, Brookline, MA 02446

    Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's

    Rachel Goldman MGS Group Real Estate LTD

    39 Worthington Rd, Brookline, MA 02446
  • /9

    $5,850,000

    • 6 Beds
    • 6.5 Baths
    • 8,326 Sq Ft

    180 Ivy St, Brookline, MA 02446

    An elegant estate offering an opportunity to restore, renovate and reimagine a classic residence in a premier location. Introducing The Loring-Atherton House, an estate showcasing iconic Georgian Revival architecture located in the heart of Brookline’s Cottage Farm Historic District, a neighborhood celebrated for its architectural beauty, timeless character, and historical significance. Held by

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    180 Ivy St, Brookline, MA 02446
  • /32

    $9,500,000

    • 7 Beds
    • 8 Baths
    • 9,500 Sq Ft

    355 Buckminster Rd, Brookline, MA 02445

    Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with

    Samantha Stumpo Serhant

    355 Buckminster Rd, Brookline, MA 02445
  • /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
  • /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
  • /5

    $5,950,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,825 Sq Ft

    9 Willard Rd, Brookline, MA 02445

    Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining.

    Celine Sellam Coldwell Banker Realty - Brookline

    9 Willard Rd, 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
  • /42

    $3,090,000

    $205K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 3,685 Sq Ft

    16 York Terrace, Brookline, MA 02446

    Nestled in the heart of Brookline, moments from Coolidge Corner and Washington Square, this elegant home on Corey Hill is your private epicenter for Greater Boston! The family-friendly location has a suburban feel and offers easy access to public transit, parks, restaurants, shops, universities, museums and the LMA. Thoughtfully remodeled in 2016, the house has a versatile layout that supports

    Boston Creative Group Gibson Sotheby's International Realty

    16 York Terrace, Brookline, MA 02446
  • /6

    $2,300,000

    $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,898 Sq Ft

    160 Reservoir Rd, Chestnut Hill, MA 02467

    Classic brick-front, center-entrance Colonial in a well-established neighborhood. This 4 bed, 3.5 bath home is ready for a full renovation or potential gut, an ideal canvas to create your dream home. A gracious entry leads to a front-to-back living room with fireplace, formal dining room, and a family room with picture window overlooking a level backyard. Upstairs offers three spacious bedrooms

    AJ Arstamyan Coldwell Banker Realty - Boston

    160 Reservoir Rd, Chestnut Hill, MA 02467
  • /36

    $1,990,000

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft

    303 Russett Rd, Chestnut Hill, MA 02467

    Fully gutted stunning single family for rent in Chestnut Hill. This rare find house features brand new open kitchen design,beautiful hardwood floors, quartz countertop, stainless steel appliances, stunning bathrooms. The whole first floor iscompletely opened, with one study room and an office. The lower level is fully finished with a wet bar, one full bathroom,with its own entrance in the back,

    Zhou Chen Blue Ocean Realty, LLC

    303 Russett Rd, Chestnut Hill, MA 02467
  • /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
  • /22

    $5,485,000

    $500K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,560 Sq Ft

    178 Ivy St, Brookline, MA 02446

    Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan

    Maggie Gold Seelig MGS Group Real Estate LTD

    178 Ivy St, Brookline, MA 02446
  • /27

    $2,765,000

    $85K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,028 Sq Ft

    401 Heath St, Chestnut Hill, MA 02467

    Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and

    Hilary Maddox Team Compass

    401 Heath St, Chestnut Hill, MA 02467
  • /40

    $4,995,000

    • 7 Beds
    • 8 Baths
    • 6,560 Sq Ft

    40 Heath Hill, Brookline, MA 02445

    Perched on a private cul-de-sac, this commanding 7BD, 5FB & 3HB 6,560SF property sits on .72AC of landscaped grounds, offering rare space & privacy minutes from the city. Built in 1901, this home was reimagined to respect the original architecture while introducing a modern sensibility, including geothermal heating. Intricate millwork, crown moldings, 6 fireplaces, & expansive windows fill the

    Hilary Maddox Team Compass

    40 Heath Hill, 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
  • /30

    $3,950,000

    • 4 Beds
    • 4.5 Baths
    • 6,498 Sq Ft

    75 Lee St, Brookline, MA 02445

    Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this

    Weidong Li WINN Real Estate & Consulting

    75 Lee 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
  • /12

    $2,245,000

    $120K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,855 Sq Ft

    3 Glenoe Rd, Chestnut Hill, MA 02467

    At nearly 5000 sq ft this beautiful colonial in one of Brookline’s most sought after neighborhoods, and on one of its most desirable and picturesque streets, is a rare find at far below assessed value. Create tremendous value with a smart renovation, or if preferred, build new now that the demolition hold has expired.Properties in close proximity are priced from $4-12m+ range. Survey, existing

    Jason Gell RE/MAX On the Charles

    3 Glenoe Rd, Chestnut Hill, MA 02467
  • /27

    $1,295,000

    Open Sun 12PM - 1PM $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    428 Boylston St, Brookline, MA 02445

    HUGE price cut! Welcome to this charming 3-bedroom + bonus room, 2-bath home ideally situated in the heart of Brookline. Featuring a fully renovated kitchen and bathrooms, beautiful hardwood floors throughout, and an updated heating system, this home seamlessly blends timeless character with modern convenience. A versatile bonus room offers the perfect space for a fourth bedroom or home office.

    Victor Divine Berkshire Hathaway HomeServices Commonwealth Real Estate

    428 Boylston St, Brookline, MA 02445
  • /32

    $4,650,000

    $150K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,423 Sq Ft

    50 Sumner Rd, Brookline, MA 02445

    An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/

    Hilary Maddox Team Compass

    50 Sumner Rd, Brookline, MA 02445
  • /25

    $9,985,000

    • 5 Beds
    • 8 Baths
    • 7,300 Sq Ft

    68 Clyde St, Brookline, MA 02467

    Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom

    Maggie Gold Seelig MGS Group Real Estate LTD

    68 Clyde St, Brookline, MA 02467
  • /26

    $7,500,000

    • 6 Beds
    • 8 Baths
    • 7,780 Sq Ft

    1 Chestnut Place, Brookline, MA 02445

    A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family

    Maggie Gold Seelig MGS Group Real Estate LTD

    1 Chestnut Place, Brookline, MA 02445
  • /35

    $6,250,000

    • 7 Beds
    • 5.5 Baths
    • 7,327 Sq Ft

    300 Warren St, Brookline, MA 02445

    Set on nearly an acre of landscaped grounds in one of Brookline’s most prestigious neighborhoods, this stately 1929 residence by Philip Stearns Avery offers over 7,300 square feet and 7 bedrooms. Mature landscaping provides privacy and tranquility, enhancing the home’s timeless elegance and scale. A gracious foyer opens to a three-season porch and terrace with sweeping views of the grounds. The

    Irene Kerzner Hammond Residential Real Estate

    300 Warren St, Brookline, MA 02445
  • /29

    $3,995,000

    $655K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,234 Sq Ft

    68 Dudley St, Brookline, MA 02445

    Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and

    Friedler & Marchant Living Group Hammond Residential Real Estate

    68 Dudley St, Brookline, MA 02445
  • /25

    $999,000

    Open Sun 11:30AM - 1PM $100K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,590 Sq Ft

    8 Carlson Cir, West Roxbury, MA 02132

    Welcome to 8 Carlson Circle, a classic center-entrance Colonial on a quiet, tree-lined street in the heart of West Roxbury. The home's inviting layout features a front-to-back living room with a fireplace, bay windows, and abundant natural light. The kitchen flows into the formal dining room, creating a comfortable space for both everyday living and entertaining. A versatile den completes the

    Eric Klein Engel & Volkers Newton

    8 Carlson Cir, West Roxbury, MA 02132

Home Price Trends

Median Sale Price
$1,149,000
Median Single Family Sale Price
$3,330,000
Median Townhouse Sale Price
$3,000,000
Median 2 Bedroom Sale Price
$899,000
Median 1 Bedroom Sale Price
$574,900
Average Price Per Sq Ft
$868
Number of Homes for Sale
162
Last 12 months Home Sales
471
Months of Supply
4.10
Median List Price
$1,195,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home