27

Houses for Sale in 02445

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  • /6

    $4,495,000

    • 5 Beds
    • 5.5 Baths
    • 3,593 Sq Ft

    185 Tappan St, Brookline, MA 02445

    Introducing 185 Tappan, where modern design meets luxurious living in the heart of Brookline. 2025 built, featuring 5 bedrooms & 5.5 bathrooms, offering a perfect blend of style and function. Natural light floods the home through expansive windows, illuminating the open floor plan. The main level includes a sophisticated designer kitchen that seamlessly transitions to the dining area and family

    Antonio Khoury Compass

    185 Tappan St, Brookline, MA 02445
  • /38

    $6,100,000

    • 5 Beds
    • 5.5 Baths
    • 6,841 Sq Ft

    382 Lee St, Brookline, MA 02445

    Enter the gates into this stunning Colonial-style home in Brookline. Custom-built in 2017, this home features a grand double-height entry that opens to formal living and dining areas. The kitchen is a showstopper, featuring an oversized island, wet bar, multiple beverage centers, and a full suite of Sub-Zero/Wolf appliances. Completing the main floor is a sunny family room off the kitchen leading

    Siu Fu Lau Team Compass

    382 Lee St, 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
  • /35

    $5,250,000

    • 7 Beds
    • 5.5 Baths
    • 6,193 Sq Ft

    371 Walnut St, Brookline, MA 02445

    This 7BD, 5.5BA c1880 Greek Revival reflects historic character while embracing a meticulous, modern renovation. Set on a landscaped .96AC lot, this stately 6,100+SF residence has been thoughtfully expanded & updated to enhance today’s modern living. Soaring ceilings, bespoke millwork & 5 FP highlight the architecture, while clean, timeless finishes offer understated elegance. Gracious entry

    Hilary Maddox Team Compass

    371 Walnut St, Brookline, MA 02445
  • /42

    $6,100,000

    • 9 Beds
    • 8 Baths
    • 8,619 Sq Ft

    372 Warren St, Brookline, MA 02445

    Fabulous level lot, almost an acre of beautifully manicured grounds with fountain, Koi Pond, stone patios & porches. Stunning 2024 fireplace kitchen w/radiant heat flooring & new enclosed breezeway. Dining room w/double French doors leading to a Greenhouse/Conservatory w/SW exposure overlooking the gardens. Stunning, sophisticated & chic, a large & welcoming sunken living room with fireplace,

    Jill Streck Coldwell Banker Realty - Brookline

    372 Warren St, Brookline, MA 02445
  • /42

    $5,395,000

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

    40 Heath Hill St, Brookline, MA 02445

    An exquisite stucco residence nestled in the coveted Chestnut Hill neighborhood of Brookline. Its hilltop location with stunning terraced grounds provides seasonal views of the reservoir and iconic Boston skyline. This property boasts a clay tennis court and completely renovated interior with a geothermal HVAC system and heated 3-car garage. The cook's kitchen with breakfast area and French doors

    Mizner+ Montero Gibson Sotheby's International Realty

    40 Heath Hill 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
  • /36

    $9,995,000

    • 7 Beds
    • 10 Baths
    • 7,240 Sq Ft

    80 Dudley St, Brookline, MA 02445

    Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces

    Maggie Gold Seelig MGS Group Real Estate LTD

    80 Dudley St, Brookline, MA 02445
  • /38

    $2,800,000

    • 7 Beds
    • 4.5 Baths
    • 4,112 Sq Ft

    30 Ackers Ave, Brookline, MA 02445

    Incredible opportunity with this exceptional two-family home offering over 4,112 sq. ft. of living space, combining comfort and rental potential. Unit 1 features a newly renovated kitchen, one and a half baths with washer/dryer, 2 spacious bedrooms, and a sunroom perfect for a home office. The full basement offers expansion possibilities. Unit 2 is a renovated upper two-level home with 5 bedrooms

    Eileen Kibrick O Grady Coldwell Banker Realty - Brookline

    30 Ackers Ave, Brookline, MA 02445
  • /6

    $2,695,000

    • 4 Beds
    • 3.5 Baths
    • 3,381 Sq Ft

    12 Goodwin Place Unit 12-1, Brookline, MA 02445

    Dream single fam alternative. Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhomes condo sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining,

    Todd Glaskin Coldwell Banker Realty - Newton

    12 Goodwin Place Unit 12-1, Brookline, MA 02445
  • /50

    $2,650,000

    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    333 Clark Rd, Brookline, MA 02445

    Welcome to 333 Clark Road, a beautiful Colonial home situated in one of the most sought-after neighborhoods in North Brookline. Just one street away from the Green Line's C and D branches, Runkle Elementary School, and Jean Waldstein Park, this prime location offers unparalleled convenience with easy access to schools, transit, and recreation.As you enter the home, you're welcomed by a

    Cathy Sousa RE/MAX River's Edge - Bristol

    333 Clark Rd, Brookline, MA 02445
  • /34

    $2,995,000

    • 8 Beds
    • 6 Baths
    • 5,803 Sq Ft

    9 Downing Rd, Brookline, MA 02445

    Spectacular 5800 SqFt Colonial Revival c. 1907 with unbelievable original detail throughout, built for Leonard Rhodes, a Brookline greengrocer. Grand Foyer with Princess staircase, powder room; front to back formal living room with beamed ceiling, bow windows, fireplace w/carved maple mantel and Grueby Arts & Crafts hand-painted tile frieze. Wood panelled sunroom w stone fpl & stained glass;

    Mary M. Wallace Gibson Sotheby's International Realty

    9 Downing Rd, Brookline, MA 02445
  • /42

    $3,198,000

    • 5 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    140 Dudley St, Brookline, MA 02445

    Beautifully sited across from the Brookline Reservoir, this timeless 5-bedroom brick Colonial offers classic architecture, serene water views, and multiple outdoor spaces designed for effortless living and entertaining. The main level features a front-to-back living room with fireplace, a formal dining room, and a bright white eat-in kitchen that opens to a private covered deck. A spacious den

    Allison Blank Compass

    140 Dudley St, Brookline, MA 02445
  • /42

    $2,650,000

    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    333 Clark Rd, Brookline, MA 02445

    Welcome to 333 Clark Road, a beautiful Colonial home situated in one of the most sought-after neighborhoods in North Brookline. Just one street away from the Green Line’s C and D branches, Runkle Elementary School, and Jean Waldstein Park, this prime location offers unparalleled convenience with easy access to schools, transit, and recreation.As you enter the home, you’re welcomed by a

    Cathy Sousa RE/MAX River's Edge

    333 Clark Rd, Brookline, MA 02445
  • /41

    $924,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    71 Highland Rd, Brookline, MA 02445

    *Open house 8/30 Saturday & 8/31 Sunday from 11am to 1pm* Welcome to this delightful single family nestled in the heart of Pill Hill’s Historic District! Adorned with gleaming hardwood floors throughout, plenty of windows that bathe the space in natural light! Located directly across the street from Harry Downes Field, featuring athletic fields, a running track, playground, and dog park. Just

    Joseph Barnes Keller Williams Realty Boston-Metro | Back Bay

    71 Highland Rd, Brookline, MA 02445
  • /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
  • /27

    $1,495,000

    • 2 Beds
    • 2 Baths
    • 1,347 Sq Ft

    37 Waverly St Unit 39, Brookline, MA 02445

    Marvelous Carriage House ! 2 houses now 2 condos with nothing shared but the driveway. Lives like a single. Every window has a beautiful view. Located on Waverly street, Boston Magazine ranked the 3rd best urban street. Nestled in Brookline Village; 3 great playgrounds within a short distance, and close to Coolidge Corner. Renovated 2+ bedrooms, 2 bathrooms, 2 parking (1 in 1 out). Lovely

    Jill Streck Coldwell Banker Realty - Brookline

    37 Waverly St Unit 39, 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
  • /35

    $3,779,000

    • 6 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    33 Winthrop Rd Unit 1, Brookline, MA 02445

    Modern luxury in the heart of Brookline! Built in 2018 and meticulously maintained, this stunning large townhouse offers the perfect blend of style, comfort, and location—just a short walk to Washington Sq, Coolidge Corner & The Village. Flooded with natural light, the flexible open floor plan features a chef’s kitchen with an 8-burner Viking stove and island seating, ideal for entertaining. The

    The Ridick Revis Group Compass

    33 Winthrop Rd Unit 1, Brookline, MA 02445
  • /29

    $3,999,000

    • 5 Beds
    • 5.5 Baths
    • 5,552 Sq Ft

    85 Williston Rd, Brookline, MA 02445

    Welcome to 85 Williston Road, an illustrious residence in the heart of Brookline's coveted Washington Square. This extensively restored Victorian offers 5,552 sq ft of living space, seamlessly blending modern comforts with timeless elegance. Exquisite detailing and a thoughtful layout define this ideal abode. The formal dining room exudes sophistication, while the renovated kitchen boasts a

    The Bushari Team Compass Compass

    85 Williston Rd, 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
  • /19

    $3,995,000

    • 7 Beds
    • 5 Baths
    • 6,307 Sq Ft

    469 Walnut St, Brookline, MA 02445

    Nestled beside the tranquil Brookline Reservoir, this charming home combines turn-of-the-century craftsmanship with modern comfort. Sunlight pours into spacious rooms, highlighting eight elegant fireplaces and timeless details throughout. Gracious family spaces invite effortless entertaining, from the formal dining room to the expansive living room with cozy warmth and a beautiful library with

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    469 Walnut 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
  • /27

    $6,499,000

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

    75 Goddard Ave, Brookline, MA 02445

    Indulge in luxurious living with this exquisite home in Brookline estate section. Boasting 7 beds, 7 baths, and over 6000 sq ft on an acre, this residence is a sanctuary of sophistication. Experience unparalleled comfort with a geothermal system, 6-zone commercial setup fed by 3 x 600ft closed-loop wells. Radiant floor heat, multi-zone gas furnace, and dual mechanical closets ensure efficiency.

    Samantha Stumpo New Brook Realty Group, LLC

    75 Goddard Ave, Brookline, MA 02445
  • /2

    $1,350,000

    • 5 Beds
    • 1.5 Baths
    • 1,766 Sq Ft

    641 Chestnut Hill Ave, Brookline, MA 02445

    Attention Developers: Unlock the potential at 641 Chestnut Hill Avenue in Brookline, MA. This Victorian-era property, presents a prime redevelopment opportunity with three strategic paths: Option 1 - New Construction: Approved modern build plans allow for a complete teardown and new construction, offering contemporary design potential. A building permit is ready when you are. Option 2 -

    Jessica Witter Compass

    641 Chestnut Hill Ave, 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
  • /38

    $3,799,000

    • 4 Beds
    • 4.5 Baths
    • 3,700 Sq Ft

    216 Aspinwall Ave, Brookline, MA 02446

    Complete renovation of a distinctive Carriage House in a prime Brookline location that offers the perfect blend of urban and suburban living. This 4-bedroom, 4.5-bath home spans three floors and features a first-floor guest suite, an open layout ideal for entertaining, designer kitchen with a stunning quartz island & Thermador appliances. The elegant, fireplaced family room opens to a beautifully

    Leslie Zelada Grover Group Realty LLC

    216 Aspinwall Ave, Brookline, MA 02446
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