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$1,850,000
3 Beds ⋅ 4 Baths ⋅ 73511799 MLS
Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.

310 Hammond Pond Pkwy Unit 401, Brookline

Listing courtesy of Listing Agent: Bin Yan from Listing Office: Ark Real Estate Inc..
$3,295,000
7 Beds ⋅ 5 Baths ⋅ 73511269 MLS
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 character & updated infrastructure w/high efficiency minisplits. Move-in ready, yet a magnificent canvas for those looking to create a high-end masterpiece. Unit 1: 3BR, 2BA, LR, DR, E-I-K, Foyer. Unit 2: 4BR, 3BA, LR, DR, E-I-K, Sunroom, Offices, Foyer. Savor Coolidge Corners best ~ from artisan bakeries, restaurants, cafes, vibrant shops & boutiques to the Coolidge Corner Theater to world-class Longwood Medical Area & the JFK Birthplace National Historic Site. Steps to Green Line (B and C) & convenient routes to Cambridge, Harvard Sq. & downtown Boston via Storrow Dr. Rare parking for 4-5 cars.

100 Beals Street, Brookline

Listing courtesy of Listing Agent: Jennifer Schneider from Listing Office: Century 21 Elite Realty.
$2,899,999
4 Beds ⋅ 4 Baths ⋅ 73510090 MLS
Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout the residence, high end finishes, beautiful hardwood floors, and abundant natural light create a warm yet polished atmosphere. 10" Foot ceilings. Spanning the second and third floors, the two level layout features gracious living and dining rooms, along with a well-appointed kitchen featuring a breakfast area and direct access to a private deck. A guest bedroom completes the main level. The upper floor is dedicated to private living, offering a primary bedroom with walk-in closet and bathroom, two additional bedrooms each with their own bathrooms, and laundry. An exceptional property and location

21 Kent Square Unit 2, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.
$2,649,000
3 Beds ⋅ 4 Baths ⋅ 73510087 MLS
Ideally located between Brookline Village and Coolidge Corner, this three-bedroom residence is part of a two-unit condo association, offering an exceptional opportunity in a prime Brookline neighborhood. Built in 1885 and thoughtfully renovated in 2026 by a Premier Brookline Developer, the residence artfully blends timeless architectural character with modern luxury. High end finishes, beautiful hardwood floors, and abundant natural light enhance the living experience throughout. 10" Ceilings. The main level features an open living and dining area with seamless access to the kitchen and private deck, along with Primary bedroom and bathroom, and powder room. The lower level offers two additional bedrooms, two bathrooms, a family room, and laundry. Outdoor amenities include a deck, as well as a patio and yard. A fantastic offering in a superb Brookline location.

21 Kent Square Unit 1, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 73509999 MLS
Few homes capture both worlds - the scale and soul of a grand single-family estate paired with the ease of a low-maintenance lifestyle. Step inside this landmark stone French Chateau: three sun-filled floors, 3 beds, 3.5 baths, private elevator, and a low condo fee. Two deeded parking spaces convey a garage and an outdoor space. Walk to Star Market, Runkle PK–8, and Brookline High; C and D Green Lines are minutes away. Enter beneath a dramatic Romanesque stone arch into a home where Gilded Age soul endures: masonry walls, conical turrets, corbelled stonework, original oak door, millwork, crown moldings, oval window, grand staircase, and three gas fireplaces. Modern hydro heating/cooling, Anderson window. Chef's kitchen with Wolf range, Sub-Zero, quartz island, and marble backsplash. Primary suite with fireplace and marble bath with radiant-heated floor. Two wet bars, exposed brick, and a top-floor piano/media room with spiral stair to a pergola-covered rooftop deck.

322 Tappan St Unit 2, Brookline

Listing courtesy of Listing Agent: Jason Pan from Listing Office: Midtown Properties, Inc..
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 73508894 MLS ⋅ ['1471 Beacon Street'] BLDG.
Experience elevated city living in this exceptional penthouse at The Empire, a boutique 1910s row house reimagined in 2014. Ideally located between Coolidge Corner and Washington Square, enjoy easy access to shops, dining, and daily essentials. This sun-filled, floor-through home offers single-level living with soaring ceilings, oversized and bow windows, in-unit laundry, elevator access, and private storage. The open living and dining area features a custom-built entertainment center with integrated shelving, while a European-style chef’s kitchen anchors the space with high-end appliances, sleek cabinetry, and premium countertops—perfect for entertaining. The primary suite offers custom closets and a spa-like bath, while two additional bedrooms provide flexibility for guests or a home office. A rare opportunity to own a refined, well-appointed home that seamlessly blends luxury, character, and convenience.

1471 Beacon St Unit 10(PH), Brookline

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.
$5,950,000
4 Beds ⋅ 4 Baths ⋅ 73508634 MLS
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. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.
$3,295,000
5 Beds ⋅ 3 Baths ⋅ 73508555 MLS
Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.

185 Warren Street, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.
$14,850,000
6 Beds ⋅ 8 Baths ⋅ 73507123 MLS
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 spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

280 Warren St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 73505918 MLS ⋅ ['Hammondswood'] BLDG.
Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends to a private balcony. Gorgeous hardwood floors throughout. The modern kitchen has stainless steel appliances, a gas range, granite countertops, a dishwasher/disposal, and generous cabinet space. Master bedroom and ensuite master bathroom with double sinks. There is plenty of closet space throughout the unit. Ideally situated near Chestnut Hill Ave.T" station and Chestnut Hill Square, which features shops, restaurants, food shopping, and public transportation. Easy access to Longwood Medical Center, Rt. 9 & 128. This home offers the perfect blend of elegance and convenience.

629 Hammond Street Unit E205, Brookline

Listing courtesy of Listing Agent: Kate Kittipanthopas from Listing Office: Lux Realty, LLC.
$3,950,000
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.
$4,250,000
5 Beds ⋅ 5 Baths ⋅ 73504708 MLS
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 terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.

540 Chestnut Hill Ave, Brookline

Listing courtesy of Listing Agent: The Duffy Group from Listing Office: Compass.
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 73504649 MLS
Ideally situated near The Country Club, this exceptional 10-room, 4-bedroom, 3.5-bath residence offers the warmth and character of a private Vermont retreat in one of Brookline’s most coveted neighborhoods. Set back from the road behind a circular driveway, the home is surrounded by mature landscaping, creating exceptional privacy and a true sense of escape. A welcoming slate foyer leads to gracious living spaces highlighted by two impressive wood-burning fireplaces. The renovated kitchen opens to a spacious family room, while the elegant front-to-back living room features a fireplace and built-in bar, ideal for entertaining. The thoughtfully converted two-car garage serves as a dedicated wellness retreat, perfect for a gym, studio, or private sanctuary, with a versatile great room above. Outdoor amenities include a pool, sport court, patio, and fire pit, offering year-round enjoyment. Conveniently located near Allandale Farm, Dexter Southfield, The Park School, and The British School

191 Newton St, Brookline

Listing courtesy of Listing Agent: Eileen Strong O Boy from Listing Office: Hammond Residential Real Estate.
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 73504443 MLS ⋅ ["Saint Aidan's"] BLDG.
Elegant and sophisticated newer construction townhome in heart of vibrant Coolidge Corner at St. Aidan’s. Three spacious bedrooms + den, 3.5 bathrooms with ~2500 square feet. First floor: open floor plan, high ceilings, stunning gas fireplace, gleaming hardwood floors and intricate architectural details throughout. Chef’s kitchen with custom white cabinetry, large center island, quartz countertops, high-end stainless steel appliances and vented hood. 2nd floor: Impressive primary suite with luxurious spa like bathroom. Second bedroom with walk-in closet. Laundry conveniently located on same floor. 3rd floor: Third bedroom plus den/office and spacious top floor outdoor deck overlooking meticulously manicured gardens provide a tranquil outdoor retreat. Central air conditioning and in unit laundry. Two-car garage parking plus bike and additional storage. Pet friendly and professionally managed. A must see architectural gem!

201 Freeman Street Unit A7, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.
$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.
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 73497105 MLS
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. Just a few blocks from the Brookline Hills Green Line T station, commuting into downtown Boston is effortless, while nearby shops, restaurants, hospitals, and parks provide an exceptional neighborhood lifestyle. One of the home’s most unique features is its direct abutment to the highly regarded Lincoln School, offering rare proximity to one of the area’s top educational institutions. Set on a generous lot, the property features a large yard and a finished patio area ideal for grilling and entertaining. A truly convenient location in one of Boston’s most desirable communities.

428 Boylston St, Brookline

Listing courtesy of Listing Agent: Victor Divine from Listing Office: Berkshire Hathaway HomeServices Commonwealth 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.
$1,120,000
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.
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 73490119 MLS
Attention developers, builders, and end-users: Rare opportunity to create something truly special in one of Brookline’s most coveted Chestnut Hill neighborhoods. Sited on an expansive 18,000+ sq ft lot, this property offers exceptional potential for renovation, expansion, or new construction. The existing 3 bed, 2 bath ranch is sited on level land, with gentle slopes at the front and rear - ideal for a variety of design possibilities. Surrounded by mature oak-lined streets, 130 Fairway stands out with lush tree coverage along the side and rear, offering remarkable privacy. Located in the sought-after Heath School district, with convenient access to top public and private schools, Longwood Medical Area, Chestnut Hill shops and dining, the reservoir, parks, Green Line, and I-95 and the Mass Pike. Bring your vision and unlock the full potential of this exceptional property!

130 Fairway Rd, Brookline

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 73493723 MLS
Price to SELL: Newly renovated 3,250+ SF residence delivers sweeping skyline views from Cambridge to Back Bay, four private outdoor spaces, and the scale of a single-family home. The expansive second floor main living level includes 3 bedrooms, 2.5 baths, a central kitchen perfect for entertaining, formal dining room, large living room, office, laundry, and two balconies. The private upper-level primary suite features a sitting room with wet bar and a spectacular roof deck with gas BBQ connections. Direct entry from two attached garage parking spaces (wired for EV) and accessed from a private mudroom. Outdoor space includes exclusive-use 470+/- SF yard. . Exceptional design, premium finishes, and modern convenience in one of Brookline’s most sought-after location. Plans and engineering to add elevator shaft and elevator addition available.

197 Winchester Street Unit 1, Brookline

Listing courtesy of Listing Agent: Jason Gell from Listing Office: RE/MAX On the Charles.
$1,860,000
5 Beds ⋅ 4 Baths ⋅ 73492913 MLS
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, which can be used as a perfect in-law suite. The second floor has three bedrooms and twofull bathrooms. Master bedroom has its own master bathroom with a shower room and a soaking tub. Walk to the thirdfloor, it serves as an additional living area with lots of storage rooms.The house system is brand-new installed in 2019,with central A/C and heating.This house is walking distance to Baker Elementary School, shops, the Library and localamenities. Photos shown was the staging last year.

303 Russett Road, Brookline

Listing courtesy of Listing Agent: Zhou Chen from Listing Office: Blue Ocean Realty, LLC.
$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.
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 73491579 MLS
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 and a primary suite with full bath, plus two additional full baths. Features include two staircases, a two-car garage (one bay currently used as a laundry room), and a partially finished basement. Many system updates already in place. Sold as is, endless upside in a prime location.

160 Reservoir Rd, Brookline

Listing courtesy of Listing Agent: AJ Arstamyan from Listing Office: Coldwell Banker Realty - Boston.
$1,999,000
4 Beds ⋅ 2 Baths ⋅ 73491100 MLS ⋅ ['7 Parkman Street Condominium'] BLDG.
Located on a beautiful tree-lined street in Coolidge Corner, this elegant 4-bed, 2-bath, 2,116 sq ft condo in a stately limestone brownstone combines modern refinement with period grandeur. Elevated above the street for privacy, the gracious foyer with fireplace opens to a sun-drenched living room with leaded glass transoms, crown molding, and spectacular inlaid hardwood floors. The wainscoted dining room with custom built-ins seats a crowd. The renovated kitchen offers quartzite counters, custom cabinetry, marble tile, and a sun-filled eat-in area. Both marble bathrooms feature radiant heat floors and towel warmers; one adds a soaking tub. The primary suite enjoys two exposures and a spa-like en-suite bath. Three additional bedrooms, private home office with French door, in-unit laundry, and a vast private basement storage room complete the picture. Convenient to acclaimed dining, boutique shopping, top schools, the Green Line, and Longwood Medical.

7 Parkman St Unit 1, Brookline

Listing courtesy of Listing Agent: Kathy Halley from Listing Office: Hammond Residential Real Estate.
$2,349,000
4 Beds ⋅ 4 Baths ⋅ 73490287 MLS
This mint condition 3+ bedroom, 3.5 bath corner townhouse is offered for the first time since it was built in 2022. The space has been thoughtfully updated with custom built-in shelving and a striking Italian Aqua Blue matte tile surround framing the gas fireplace—complementing the sun-drenched living room's white oak floors. The chef's kitchen boasts Caesarstone counters, a 5-burner Bertazzoni range, 48" Thermador refrigerator, and Bosch dishwasher, flowing seamlessly into a dining area perfect for gatherings. The generous primary suite features abundant closet space and an en-suite bath with glass shower and premium fixtures. A well-appointed guest bedroom, third-floor bedroom with private bath, and flexible bonus room round out the living space. Step outside to your private patio retreat. Two parking spaces—one garage with storage, one deeded driveway—add everyday convenience. Constructed by a respected family-owned builder with roots dating to 1936.

21 Crowninshield Rd Unit 21, Brookline

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73487838 MLS
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 room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
$6,800,000
7 Beds ⋅ 9 Baths ⋅ 73486175 MLS
Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple fireplaces including a striking outdoor granite fireplace on the covered rear deck for year-round entertaining. A fully restored original Carriage House provides two additional floors ideal for a gym, studio, or guest quarters, while a separate private office or nanny suite offers its own entrance. Built to an impressive standard with geothermal heating and cooling across six zones, radiant floor heating, Andersen Architectural Series windows, 600-amp electrical service, EV charging, and extensive CAT5 wiring. Minutes to The Country Club, Dexter Southfield, Larz Anderson Park, and downtown Boston

75 Goddard Avenue, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$9,500,000
7 Beds ⋅ 8 Baths ⋅ 73485408 MLS
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 fireplace, multiple closets, & a spa-like bath, along with additional en-suite bedrooms and a third-floor recreation space.The fully finished lower level includes a kitchen, gym, theater, recreation room, additional bedrooms, and full bath. Additional highlights include radiant heated floors, smart home technology, and an oversized double-depth garage accommodating up to six cars. Set on nearly one acre of beautifully landscaped grounds w/ a swimming pool, clay tennis court, and heated driveway and walkways for snowmelt. An exceptional residence offering luxury, privacy, extraordinary amenities.

355 Buckminster Road, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$11,750,000
6 Beds ⋅ 6 Baths ⋅ 73485239 MLS
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 surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

71 Sears Road, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.
$3,390,000
5 Beds ⋅ 4 Baths ⋅ 73484859 MLS
Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a richly paneled library.First floor offers a radiant living room with fireplace and detailed moldings, a sunroom with three exposures, & a formal dining room with bay windows, original paneling, and wood-burning fireplace.The chef’s kitchen impresses with custom cabinetry and top-of-the-line appliances. Upstairs, the expansive primary suite features a gas fireplace, walk-in closet, and marble bath.Two additional large bedrooms, full bath, office, and laundry complete the second level.The third floor includes a media room, two bedrooms, and a playroom.Heated driveway & luxury systems throughout.

460 Heath Street, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

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