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$3,790,000
4 Beds ⋅ 5 Baths ⋅ 73505387 MLS
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 home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 73505018 MLS ⋅ ['The Parkway At Chestnut Hill'] BLDG.
Luxurious two-bedroom condominium located in a prime Chestnut Hill (Brookline) location. Stone-tiled foyer with a deep closet leads to the living area. The sun-lit open-concept living area features gleaming wood floors throughout, a spacious flexible living and dining area that opens onto a large private balcony, and the stylish kitchen with many recent updates. The gourmet kitchen has double wall ovens, beverage fridge, granite countertops and stainless appliances. The spacious primary suite features a large customized walk-in closet, a second private balcony, and en-suite bathroom with double vanity and luxe tiled shower. The second bedroom has a direct entry onto the shared hallway bath with tub, and a walk-in closet. The home also offers full-size in-unit laundry. This impeccable condo has two deeded side-by-side spots in the heated garage and additional garage-level storage. The condominium association is professionally managed and has a common exercise room, common green space and patio area, and an elevator. Convenient to The Street, Wegman's, Chestnut Hill Mall, MBTA, and major routes.

310 Hammond Pond Pkwy Unit 301, Brookline

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
$6,400,000
4 Beds ⋅ 5 Baths ⋅ 73500458 MLS
A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.
$8,995,000
7 Beds ⋅ 6 Baths ⋅ 73496969 MLS
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 kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

39 Worthington Rd, Brookline

Listing courtesy of Listing Agent: Rachel Goldman from Listing Office: MGS Group Real Estate LTD.
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 73495638 MLS ⋅ ['Brookhouse'] BLDG.
Exceptional opportunity to own a spacious true three-bedroom, two-bath residence at the Brook House, featuring serene views of Leverett Pond from every window and a private enclosed balcony. The unit offers a desirable open floor plan, enhancing both comfort and functionality. A rare feature in a luxury building, the third bedroom adds significant value and flexibility—ideal for accommodating guests, caregivers, nanny or a home office without compromising living space. Each room has its own thermostat. The unit comes Two car tandem garage parking # 332&A. Brook House amenities include 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 417, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.
$2,698,000
5 Beds ⋅ 4 Baths ⋅ 73492578 MLS
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 for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 73482825 MLS
Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.
$3,750,000
3 Beds ⋅ 4 Baths ⋅ 73481377 MLS
Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage.

331 Heath Street, Brookline

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.
$8,995,000
6 Beds ⋅ 7 Baths ⋅ 73479457 MLS
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 dining room w/acoustic padded walls & a handsome family room w/custom cabinetry. The fully renovated chef’s kitchen features a center island, butler’s pantry & dining nook—truly exceptional w/top-grade appliances. The 2nd level has a luxurious primary suite w/fireplace & spa-like bath. There are 3 additional bedrooms, 3 full baths, an office & a laundry room on this level. The 3rd floor offers 2 additional bedrooms & a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom & access to the 2-car garage. Easy access to highways, schools & airport.

188 Heath St, Brookline

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

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