South Brookline Houses for Sale

Built in 2022 by one of Boston’s premier luxury builders, this masterfully crafted residence redefines modern elegance and sophistication. From the moment you enter the dramatic two-story foyer, the home sets the stage for grand entertaining and refined living. The expansive first floor showcases palatial rooms, a formal sitting room, a library, and an expansive guest suite. At the heart of the

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

Immaculate 4 bed Colonial on private 1⁄2 acre in prestigious Chestnut Hill. Gated drive leads to landscaped lot w/ mature trees, new deck, patio & large backyard. Over 8,000 sq/ft of fully renovated living space. Stunning 2-story foyer w/ crema marble, Venetian plaster & Serip chandelier. Formal living & dining rooms w/ custom lighting. Great room w/ 15' ceilings & marble fireplace.

Dave Costello & Scott Accorsin Advisors Living - Boston

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

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

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

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

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

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

This beautifully renovated Chestnut Hill Colonial marks the Holy Grail of Brookline house-hunting: A truly turnkey 4-bed single family with a great open floor plan, an enviable kitchen, modern infrastructure, a fabulous backyard, central air, and a one-car garage for under $1.5 million. The 1st floor living, dining and family room spaces flow easily into the 2019 kitchen outfitted with quartz

Elisabeth Preis Compass

This luxury Brookline home offers sweeping skyline views of the golf course, Prudential, and Hancock Tower. Featuring 4 spacious en-suite bedrooms, an open-concept layout, a designer kitchen with premium appliances, a home office, and a finished basement with kitchenette, it blends comfort and sophistication. Convenient washer/dryer hookups are located on both levels. Outdoors, enjoy a newly

Richard Saris Commonwealth Standard Realty Advisors

Run don't walk, for sale by owner, brokers welcome. Nestled on tree-lined Bonad Road in Chestnut Hill, this gracious 3-bed, 2.5-bath home blends historic charm with modern updates in a coveted architectural district. Enjoy classic New England surroundings with easy access to Boston and hospitals. Inside, hardwood floors, working fireplaces, and an updated kitchen with island seating offer both

Patricia Bottary Pat Bottary Real Estate

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

Chestnut Hill- Opportunity knocks! Contractors and Builders take note. Renovate or start fresh and build your dream home. Sprawling single family brick ranch, custom built by a notable builder in 1953 for his family. Set on a beautiful flat 15,995 level lot with gracious entertainment size rooms and high ceilings. Large family room on main level with walls of glass overlooking beautiful private

Michele Friedler Team Hammond Residential Real Estate

Welcome to a meticulously rebuilt modern gem in Brookline! Completely reimagined from the studs, this open-concept home features 4 bedrooms, 4 full baths, and a convenient first-floor powder room. The main level flows effortlessly, with a spacious family/living room, dining area, and a chef's kitchen equipped with Thermador appliances, sleek handle-less cabinetry, quartz countertops, and an

Svetlana Gorokhovsky Panorama Realty, Inc.

This striking modern brick home offers the perfect blend of space, light, and elegance. Spread across three levels, the home welcomes you with a dramatic atrium-style foyer. The open-concept living and family rooms flow beautifully for modern living and entertaining. The spacious layout includes 5+ bedrooms and 3 and half bathrooms, offering comfort and flexibility for family and guests. French

Charles Roderick eXp Realty

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

Fantastic opportunity to purchase new construction in a superb location. This contemporary farmhouse boasts an open floor plan, featuring a formal living room with a fireplace, a dining area with a wine refrigerator, and a family room, all designed for entertaining. The gorgeous kitchen features custom white cabinetry, quartz countertops, an island, and Thermador stainless steel appliances. Off

Kevin Keating Keating Brokerage

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

Impressive, custom built contemporary home on an expansive half acre+ wooded lot on tree lined street in Chestnut Hill. Designed by Harvard architect Mollie Moran includes sweeping 10 ft. cathedral ceilings & window walls overlooking lush park like multi level landscape. Elegant living room with marble wood burning fireplace accented with a wall of built-ins & a stunning entertainment sized

Hickman - Coen Home Team William Raveis R. E. & Home Services

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

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

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

New construction townhouse-style condo completed in October 2024, offering 4 beds, 4.5 baths, and over 3,000 sq ft in the heart of Chestnut Hill. Open-concept main level with kitchen, living area, half bath, and walkout to a private deck and fenced garden. Four bedrooms each feature walk-in closets and en-suite baths. Includes a dedicated laundry room, bonus office, and tiled mudroom entry from

Yasmeen Moukaddem McCorry Real Estate, LLC

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