Chestnut Hill, MA homes for sale & real estate

Chestnut Hill, MA Homes for Sale

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 appointed kitchens—perfect for entertaining or multigenerational living. Rich architectural details, custom millwork, and premium finishes speak to the home’s timeless elegance. Two balconies offer peaceful outdoor retreats, while the fully landscaped grounds provide privacy and serenity.

Chestnut Hill, MA Homes for Sale

Charming corner residence featuring double exposures of natural light! This sun-splashed one bedroom condominium offers gleaming hardwood flooring, recessed lighting and a kitchen that boasts granite countertops, newer stainless appliances and a breakfast bar with pendulum lighting. A spacious bedroom, ample storage, updated bath and in-unit laundry complete this turnkey gem. Heat & hot water are included in the HOA fee as well as a fitness room and third floor common patio/deck with beautiful views.  A direct access deeded garage parking space and large private storage locker are located underneath the building. Stellar location, right across from the Boston College campus

Chestnut Hill, MA Homes for Sale

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 open & airy floor plan, seamlessly connects formal & informal spaces, creating a natural flow for both intimate living & grand entertaining. The formal dining room opens into a spacious, eat-in kitchen, thoughtfully designed w/ a generous center island, abundant cabinetr

Chestnut Hill, MA Homes for Sale

Available for the first time in over 40 years, this exquisite mid-century modern home sits on a lushly landscaped almost one acre lot in the coveted Chestnut Hill Historic District. Designed by renowned architect Stanley Myers and built in the 1950s for the founder of Sonesta Hotels, it has been lovingly maintained and updated while keeping true to the original style of the home. Many features are simply not available in newer homes – sumptuous custom built-ins done by true craftsman, dramatic floor-to-ceiling windows and a mason-built stone fireplace. The main level has a dramatic great room that seamlessly integrates with the stone patio, along with an oversized eat-in kitchen, dire