5-Bedroom Homes for Sale in Chestnut Hill, MA

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

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

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

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

ENHANCED BACKYARD for PRIVACY. Modern colonial located in the coveted Chestnut Hill! NEW CONSTRUCTION, PRIME LOCATION! This luxury home offers an open-concept layout with soaring 9’ ceilings, oversized windows, and detailed moldings. The gourmet kitchen features high-end appliances, quartz countertops, and custom cabinetry, connecting to the dining area and family room with a fireplace. Step

Ying Sun Compass

Just completed Chestnut Hill new construction! 109 Harwich Road offers the perfect blend of luxury and natural serenity. Hosting is a joy with an expansive chef’s kitchen, oversized pantry, and prep kitchen area with grocery door from garage. Enjoy Wolf/Sub-Zero appliances, custom alcove hood, waterfall island, and an eat-in area overlooking the backyard & conservation land. Thoughtful selections

David Corey Stuart St James, Inc.

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 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

Nestled in the heart of prestigious Chestnut Hill, this stately 5 bedroom, 3.5 bath Colonial residence offers timeless elegance & undeniable curb appeal. A gracious front entry welcomes you into a well proportioned living room, w/ a classic fireplace. Just beyond, an inviting family room provides views of lush, professionally landscaped gardens—an idyllic retreat for morning coffee. The home's

Kennedy Lynch Gold Team Hammond Residential Real Estate

Location ! Location! Location! This stunning Colonial effortlessly blends timeless architecture w/ modern luxury, offering exceptional living space.Main level showcases a gracious family room w/ beamed ceilings & a fireplace, a chef’s kitchen w/ a butler’s pantry & a sun-drenched breakfast area that opens to a patio & a professionally landscaped, fenced-in backyard ideal for indoor-outdoor

Esin Susol Team William Raveis R. E. & Home Services

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

Exceptional two-family home with 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 unit with 5 bedrooms and 2 offices. The open floor plan

Eileen Kibrick O Grady Coldwell Banker Realty - Brookline

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 & sophistication describe this new construction home on a beautiful cul-de-sac in a sought after Newton neighborhood. With 6 beds, 6 full & 1 half bath, this home features gleaming hardwood floors & sun splashed windows throughout. The open concept main level offers a gorgeous chef's kitchen with stainless, marble, large island & breakfast nook. The family room features a fireplace &

Jeff Groper Coldwell Banker Realty - Newton

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