Chestnut Hill Houses for Sale

Privately nestled on a cul-de-sac in the prestigious Chestnut Hill, Brookline area this exceptional 7-bedroom Estate seamlessly blends timeless elegance with modern luxury. Spanning over 7,100SF, the home offers expansive living areas, dedicated office spaces, a gourmet kitchen with high-end appliances, and a luxurious primary suite with a spa-like bath. Multiple en-suite bedrooms provide comfort

Antonio Khoury Compass

A rare opportunity to own a distinguished Brookline estate that seamlessly blends historic grandeur with modern luxury. Originally built in 1899 and thoughtfully renovated, this stunning residence offers 6,292 sq ft of exquisitely finished living space on an expansive 18,438 Sq Ft lot. Spread across 3 finished floors, the home features 8 bedrooms, 4 full and 3 half bathrooms, and 2 beautifully

Samantha Stumpo New Brook Realty Group, LLC

This elegant European-style Country Home is located in one of Old Chestnut Hill’s most desirable neighborhoods, ideal for modern family living and entertaining. The chef’s kitchen opens to a sun-filled family room and connects to both indoor and outdoor dining areas. The first floor also features a spacious living room and cozy library both with fireplaces. Upstairs, the generous primary suite

Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

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

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

Welcome to 130 Cabot Street— a distinguished estate on a generous corner lot in Chestnut Hill. This exceptional property boasts 6 bedrooms, 7 bathrooms, private entry guest suite, private office, home gym, 3 car garage, wine cellar, and a finished walkout lower-level media room. Additional features include high ceilings, 3 fireplaces, and a 1st floor primary suite with walk-in closets. The

Michael Carucci Gibson Sotheby's International Realty

Elegant & Sophisticated describe this meticulously designed private residence in a sought after Chestnut Hill neighborhood of Brookline. This 5 bed/5.5 bath home has been totally renovated with state of the art finishes and technology. The main level offers a stunning gourmet chef's kitchen & family room that lead out to a gorgeous outdoor living area featuring a heated blue stone patio, hot tub,

Jeff Groper Coldwell Banker Realty - Newton

Welcome to 88 Essex Road, a breathtaking home located on over an acre of land, on a private road in the heart of Chestnut Hill, Newton. This residence features 5+ spacious bedrooms and an open and airy layout. The first floor includes an expansive chef’s kitchen which is open to a bright breakfast area and family room, while the spacious living and dining rooms flow seamlessly to a patio, perfect

Maggie Gold Seelig MGS Group Real Estate LTD

Nestled in Newton’s highly coveted Chestnut Hill Historic District, this newly renovated 3-bedroom, 2.5-bath contemporary home combines modern updates with timeless architectural character. Set on a private 15,000 sq. ft. lot, the home features a spacious open floor plan with soaring ceilings, exposed beams and walls of glass overlooking the wooded grounds.The dining and living rooms are anchored

Felicia Captain Coldwell Banker Realty - Wellesley

Timeless elegance in Chestnut Hill’s most coveted location! This stunning Georgian-style brick mansion, complete with a separate carriage house, is set on nearly an acre of beautifully landscaped grounds with rolling lawns, mature trees, and lush gardens. Inside, high ceilings, abundant natural light, and a fantastic floor plan enhance its graceful character. A porte-cochere leads to a lovely

Alexandre Lecarme Hammond Residential Real Estate

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

Experience luxury in this newly completed custom home by a renowned local builder known for exceptional craftsmanship & exquisite finishes. Located in the sought-after Brookline/Chestnut Hill area, this residence offers sophistication and comfort. The main level boasts an open concept layout with abundant natural light from expansive windows. An elegant fireplaced great room flows into a chef’s

Rjp Sells Coldwell Banker Realty - Brookline

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

Samantha Stumpo New Brook Realty Group, LLC

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