Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!
It's the size! Experience the ease of full-service condominium living in this 1600 sq ft, bright 2-bedroom, 2-bath corner residence at the desirable Imperial Towers in Chestnut Hill. Ideal for downsizers and those seeking a luxurious, full-service lifestyle. Features include high ceilings, abundant natural light & generous closets (2 walk-ins) and engineered hardwood floors. Enjoy the many amenities—heated seasonal pool, a new fitness center (under construction), clubroom, library, EV Charging Station, bike storage & extra storage. 2 car deeded parking, including 1 carport space. The 24 Hour concierge, on-site management and live-in superintendent ensure effortless living. Prime location near Chestnut Hill Square,The Street, Chestnut Hill Mall, Wegman's & many wonderful restaurants. Easy access to Boston & Longwood Medical area. A very well maintained building with many updates. 280 Boylston St, Unit 710, Newton at the Imperial Towers is Chestnut Hill living at its finest!
Experience luxury in this newly completed custom home by a renowned local builder. Ideally situated in the highly desirable Brookline/Chestnut Hill neighborhood, this residence offers the perfect blend of upscale living and everyday comfort. The sun splashed main level features an open & airy layout with soaring ceilings & oversized windows that fill the space with natural light. An elegant fireplaced great room flows into a chef’s kitchen featuring a large island & fully equipped butler’s pantry, ideal for entertaining. A versatile flex space serves as a private office or en-suite guest bedroom. The 2nd floor showcases a lavish primary suite with dual walk-in closets & a spa-inspired bath, plus 3 additional spacious bedrooms & 2 full baths. The expansive finished lower level includes 2 additional bedrooms, full bath & a media room, ideal for movie nights or multigenerational living. Moments from shopping & dining at The Shops at Chestnut Hill & The Street, with easy access to Rte 9.
Renovate or build new, on one of Brookline’s most desirable and picturesque streets and sought after neighborhoods. Existing GLA of nearly 5k sqft (988 finished basement), or build 4396 sqft by right on upper floors. Survey and existing conditions plans are available. Demo hold expires October 2025
This sprawling condominium with southwest exposure and beautiful views is truly a rare find at the Towers of Chestnut Hill. This corner unit showcases tremendous space, light and well-proportioned rooms and expands nearly 1,300 sq. ft. and feels even larger. This home allows the perfect backdrop for entertaining. From the moment you drive up to the circular drive, the Towers offers the ultimate in privacy, service and luxury. The Towers of Chestnut Hill sits on 17 acres of land in the finest area in Chestnut Hill. Indoor heated swimming pool, newly installed fitness center, brand new pickle ball court and 24-hour doorman underscores it all. Strong, healthy HOA, reserves.
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 chef’s kitchen features a large pantry, while a scullery and wet bars raise the home’s entertainment appeal. The expansive dining and living area showcase a custom mantel, and the home includes multiple laundry rooms and powder rooms. Blending indoor and outdoor living, 130 Cabot St offers extensive hardscaping with 3 grand terraces, heated pool and built in bocce court. The professionally landscaped grounds provide exceptional privacy. Located near shops, dining, and downtown Boston. Here is your chance to own a rare offering in Brookline’s most sought after neighborhoods
Gorgeous new construction completed in October 2024, located in the heart of Chestnut Hill, less than a mile from Chestnut Hill Mall, Chestnut Hill Square, and The Street. Close to Skyline Park and Hammond Pond for trails and outdoor space. This 4 bed, 4.5 bath home offers over 3,000 sq ft of living space, tucked off the main road with easy access to Route 9. Features include a garage with two assigned spots, an open kitchen and living area that leads to a private deck and fenced garden, the perfect place to enjoy the upcoming spring and summer seasons. The first floor also includes a half bath with beautiful tiling. The second floor includes two bedrooms with walk-in closets and stunning en-suite bathrooms; the third floor offers two more bedrooms both with closets and full bathrooms, plus a dedicated laundry room and gorgeous office space. Large windows throughout bring in excellent natural light.

Chestnut Hill is located in Massachusetts. Chestnut Hill 02467 is more family-centric than the surrounding county with 40.64% of the households containing married families with children. The county average for households married with children is 35.9%.