Chestnut Hill, MA 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

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

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

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

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

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

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

Nature lovers delight! Abutting historic 105 acre Allandale Farm on the Boston/Brookline line, is this beautiful Colonial with a back- yard that feels immense and offers scenic views.The space has been renovated to open the floor plan, while maintaining all the original charm. The spacious front-to-back living room has a fireplace, built in bookcases and lovely moldings. The updated kitchen has

Liz Mintz Hammond Residential Real Estate

Beautifully updated home with added square footage from a 2021 renovation. Features include a renovated kitchen (2018–2020) with dual-fuel stove, open floor plan, and oak hardwoods throughout. The living room boasts a stone accent wall, gas fireplace, and pre-wired Yamaha home theatre. Upstairs includes an expanded second bedroom and a third bedroom/optional suite (2021) with spa-like en suite.

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

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

Welcome to this extraordinarily charming English Tudor home in the prestigious Ward School area abutting the Newton Commonwealth Golf Course. Distinctive stonework and mature landscaping create striking curb appeal. A spacious foyer leads to a dramatic LR with the original beamed ceiling, an alcove with a bay window, and an impressive fireplace. The elegant DR has golf course views. The updated

Chana Meyer William Raveis R.E. & Home Services

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

Majestic and elegant center entrance brick single family colonial on large corner lot in Ward school district. Conveniently located near Commonwealth Avenue, Chestnut Hill, Newton Center and Boston College with easy access to Mass Pike to downtown Boston. Gracious entry foyer, French doors and arched entries to rooms. Three plus bedrooms, 2.5 bathrooms, living room with original wood detail,

Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

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

NEWLY PRICED! Must see! 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 outside to

Ying Sun 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

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 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

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

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

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

Beautiful three-bedroom raised ranch on desirable cul-de-sac in West Roxbury’s sought-after Brook Farm neighborhood. Home features open-concept design with the living area flowing to the dining area and an eat-in kitchen opening to a spacious three-season porch, perfect for entertaining or relaxing. Home also offers a large family room, multiple home offices, and 1.5 tiled baths. Central AC,

Brian Kenneally Keller Williams Realty

Welcome to Langley Place! This end unit, 3 level townhouse offers an open floor plan with vaulted ceilings, 2 sided fireplace that separates the dining room & living room, a chef’s kitchen with a gorgeous island & extensive cabinetry. The 1st floor primary includes 2 closets & bathroom with double vanity, bathtub, shower. The upstairs features a loft overlooking the living room perfect for a

Joshua Stiles Compass

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

Rare TOWNHOUSE Opportunity! Live in the highly desirable Brook Farm Woods. SPACE, LOCATION & VALUE~ This home has it all! Almost 2,400 sqft of Beautiful, light, and bright living areas on 3 levels. Open concept, high ceilings throughout, large windows with pretty views. Incredibly spacious kitchen & living room for entertaining, plus a grand Primary Suite. The 1st floor could be the perfect

Tracy Reed 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

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

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