Brookline MA Homes For Sale

MLS Number 73341354

• Residential
• Bedrooms 11
• Bathroom 11
• Square Feet 20,074

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 fireplaces, providing ample space for family and guests alike. The heart of the home, features a custom-designed Molteni stove imported from France. Beyond the kitchen - a library, formal dining room, and family room offer spaces for entertaining. However, the most remarkable feature lies underground - an indoor, 75-foot swimming pool accessible via French doors from the terrace or through a 60-foot underground passageway from the main residence. In summary, this grand estate offers over 23,000 square feet of luxuriorious living space, meticulously designed to meet the highest standards of comfort

Listed by The Sarkis Team, George Sarkis and Manuel Sarkis of Douglas Elliman Real Estate - The Sarkis Team

MLS Number 73384470

• Residential
• Bedrooms 7
• Bathroom 11
• Square Feet 13,343
• High School Brookline High

Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood. This outstanding property has been extensively renovated, combining traditional style with modern amenities in a thoughtful floor plan ideal for family living and grand entertaining. Exceptional features include a grand entry hall, an elegant formal sunken living room overlooking the picturesque gardens, a fireplaced dining room, a gourmet chef's kitchen, a family room, a handsome wood-paneled library, and an expansive great room. Seven bedrooms include a luxurious primary suite complete with separate bathrooms and dressing rooms, and a balcony. Additional features include a mudroom, exercise/club room, au-pair suite, and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds, featuring an outdoor kitchen and dining area, a formal parterre garden, and a plunge pool. Magnificent opportunity not to be missed.

Listed by Deborah M. Gordon of Coldwell Banker Realty - Brookline

MLS Number 73384516

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 7,550
• High School Brookline High

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, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

Listed by Debby Belt of Hammond Residential Real Estate

MLS Number 73322547

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 9,480
• High School Brookline

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 an abundance of natural light. The residence has an elegant, spacious study and two home offices, with dining, sitting, and step down living rooms all with fireplaces. There is a detached brick, 6-car garage. Outdoor amenities include brick, stone, and grass terraces overlooking a private yard, complete w/ hot tub, fire pit, and pond, ideal for entertaining. This very special Brookline property is tucked away down a private road, in a beautiful, peaceful setting, yet is convenient to all the amenities of Brookline, Chestnut Hill and the City of Boston.

Listed by The Whitney Group, Blake Whitney and Vicky Whitney of Hammond Residential Real Estate

MLS Number 73340565

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 7,502
• High School Brookline

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 7,000 square feet of living space and impeccable craftsmanship, this home is a true masterpiece. It is nestled at the top of a private, secluded driveway, where regal stone pillars mark its entrance. Inside, the residence boasts 6 generously sized bedrooms, 4 full baths, 2 half baths, and a luxurious primary bedroom suite with an elegant, spa-like bathroom. Formal entertaining rooms seamlessly flow into more relaxed living spaces, making this home perfect for both grand gatherings and everyday comfort. Situated less than 5 miles from Back Bay, this property offers both privacy and convenience.

Listed by Chamberlain Group, Conor Chamberlain and Miceal Chamberlain of Coldwell Banker Realty - Brookline

MLS Number 73325952

• Residential
• Bedrooms 7
• Bathroom 10
• Square Feet 7,240

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 and expansive windows and French doors lead outside, ideal for indoor-outdoor entertaining. A gourmet kitchen with Cesar stone/wood island and top appliances, family room, screened in porch w/ fireplace and TV and an outdoor kitchen complete the 1st level. The primary suite features a marble spa-like bath and custom dressing room. 5 additional bedroom suites complete the 2nd floor. Additional amenities include a billiards room and gym with sauna. A custom pool, poolhouse, gardens, and multiple patio and yard spaces complete the landscape - truly epitomizing luxury living in a prime location!

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

MLS Number 73224039

• Residential
• Bedrooms 7
• Bathroom 8
• Square Feet 9,500

Magnificent estate home on one of Brookline's most beautiful residential streets.This home is not only an architectural masterpiece, but also a luxurious "home base" replete with all of the modern features one could want. Enormous first floor with period details, huge entertaining rooms, grand foyer, custom kitchen, and large family room.Covered porch, and large deck round out the entertaining space.Second floor has palatial master suite with multiple closets, fireplace, and large bathroom.Two additional en suite bedrooms round out the second floor.Large third floor with two more en suite bedrooms, and rec room. Basement is "fully loaded" with Kitchen, workout room, rec room, theater, & 2 additional bedrooms and one full bathroom. Enormous double depth garage with space for up to 6 cars. Heated floors throughout, smart house technology, and more.Beautifully landscaped on almost 1 acre with swimming pool,clay tennis court and heated driveway/walkways for snowmelt. A one of a kind home!

Listed by Samantha Stumpo of New Brook Realty Group,LLC

MLS Number 73355987

• Residential
• Bedrooms 6
• Bathroom 9
• Square Feet 8,849

Tucked away at the end of a quiet dead-end street, 120 Cabot Street is a breathtaking French chateau-style residence that transports you to Europe while offering the best of Boston luxury. With soaring 11-foot ceilings and exquisite architectural details, this home exudes elegance, from its gracious living and dining rooms with floor-to-ceiling French doors to its gourmet kitchen, complete with a butler's pantry and a sunlit breakfast solarium with outdoor access to a slate terrace, manicured gardens, coi pond, and heated pool, where the setting feels like a private European retreat. The first-floor primary suite is a private sanctuary with 2 renovated bathrooms and custom closets, and 5 additional bedrooms on the 2nd level provide ample space for family and guests. Developed by Thoughtforms, known for their high quality design and builds, this extraordinary home offers an unparalleled lifestyle in one of Brookline's most coveted neighborhoods.

Listed by The Sarkis Team, Megan Francese and George Sarkis of Douglas Elliman Real Estate - The Sarkis Team

MLS Number 73302690

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 7,000
• High School Brookline

Interior is completed! Fabulous landscape design plan installed next week. Shingle style stunner located in Brookline's estate area. This 7000 sq ft home is filled w/ large picture windows overlooking the beautifully landscaped one acre grounds. High ceilings & incredible sunlight. Enter this home thru a gallery perfect for an art collection. First floor private library w/ custom built-ins. Oversized living room w/ wood burning fireplace & dining room with access to terrace perfect for entertaining. Open kitchen with large island & breakfast nook. Pantry which can serve as a caterer or prep space. Great room w/vaulted ceiling. Mudroom w/ custom cubbies and 2nd home office. Main suite w/ double walk-in closets, stunning spa-like bath & roof deck perfect for relaxing. 4 additional bedrooms w/walk-in closets & en-suite baths. Oversized playroom/ guest space. Lower level w/ 9 foot ceilings. 3 car garage. Room for pool & sports court. A must see with a July 2025 move in date!

Listed by Melissa Dailey of Coldwell Banker Realty - Wellesley

MLS Number 73373649

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 5,772

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 siding, multi-pane windows with shutters, and brick chimneys. Landscaped grounds include mature trees, perennial beds, stone paths, and terraces with views of Sargent's Pond. Inside, the home features an open kitchen, family room, and dining area, plus a paneled living room and formal dining room. Garden views grace every room. A mudroom connects to a two-car heated garage, and an elevator provides ease of access. The upstairs layout includes a luxurious primary suite and four additional bedrooms, each with an ensuite bathroom. A rare offering in one of Brookline's most desirable neighborhoods.

Listed by Jonathan Radford of Coldwell Banker Realty - Boston

MLS Number 73376927

• Residential
• Bedrooms 6
• Bathroom 9
• Square Feet 9,738

Set on over an acre of beautifully landscaped grounds in the prestigious neighborhood of Chestnut Hill, this stately brick estate offers nearly 10,000 sqft of expansive living space and awaits your personal vision. The kitchen, baths, and flooring have been removed, presenting a rare opportunity to complete your dream home exactly to your specifications. The home welcomes you with a grand entry foyer that flows into elegant formal living & dining rooms, along with a richly appointed mahogany library. Floor-to-ceiling windows line the living spaces, flooding the interiors with natural light and providing serene views of the lush backyard. The oversized primary suite features a fireplace, spacious bath, generous walk-in closet and a sun-splashed sitting room. With five additional bedrooms, all with en suite baths, there is room for family and guests. A 3 car garage, circular driveway, mudroom, gym, wine cellar, and an expansive basement complete this exceptional Chestnut Hill offering.

Listed by Beth Dickerson of Gibson Sotheby's International Realty

MLS Number 73264147

• Condo
• Bedrooms 6
• Bathroom 8
• Square Feet 4,472
• Neighborhood Coolidge Corner

"THE PENTHOUSE" Once in a Lifetime New Construction opportunity in ultra-desirable Coolidge Corner. Rare combination opportunity of PHA & PHB. Bring your own Designer and customize this home to your wildest imagination. Direct Elevator Access. 4472 SF Duplex, 6 Bedrooms, 6 Full Bathrooms & 2 Half Baths. 4 Garage parking spaces & 7 outdoor terraces. The ENTIRE Private Roof Deck! 1200+ SF of exclusive PRIVATE Roof Deck space with Views to Downtown Boston & Beyond! Equipped with gas, power & water & speakers. 62..YES 62 Total Floor-to-ceiling windows! Free-standing building with windows on all sides. The Alaa [ah-LAY-ah], Brookline's Newest Boutique Luxury Condo building. Premier local Architect, Designer and Build Team. The sophisticated finish package is the definition of modern opulence. Come experience the Coolidge Corner lifestyle.

Listed by Collin Bray of Century 21 Cityside