South Brookline, MA homes for sale & real estate

South Brookline, MA Homes for Sale

This is one of Brookline's most exceptional properties to hit the market in over a decade. Located in the prestigious estate area, this stunning 1929 Colonial Revival home offers 14 rooms and is set on two lush acres. The property features an inviting in-ground pool, sweeping lawns, specimen trees, perennial gardens, and a serene, man-made freshwater creek. With approximately 7,000 square feet of living space and impeccable craftsmanship, this home is a true masterpiece. It is nestled at the top of a private, secluded driveway, where regal stone pillars mark its entrance. Inside, the residence boasts 6 generously sized bedrooms, 4 full baths, 2 half baths, and a luxurious primary bedroom su

South Brookline, MA Homes for Sale

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 renovated kidney-shaped pool, professional landscaping with lighting, sprinkler system, and expansive patio space for entertaining. Perfectly located just minutes from Boston, top schools, golf, dining, and shopping, this residence delivers elegance, privacy, and convenience.

South Brookline, MA Homes for Sale

Nestled atop a gentle knoll on a tree-lined street, this English Tudor offers timeless elegance with thoughtful updates. Located in the Baker School district and minutes from Chestnut Hill, this 5-bedroom, 5-bath home combines character with inviting living spaces. A sun-filled step-down living room with fireplace, a formal dining room, and oversized windows set the tone for gracious entertaining. Intricate crown moldings, inlaid hardwood floors, and soaring ceilings showcase the home’s craftsmanship. The 1st floor also includes a bright eat-in kitchen, family room, private office, & full bath. Upstairs, the primary suite features an ensuite bath and walk-in closet, joined by two

South Brookline, MA Homes for Sale

Rarely available, this pristine three-bedroom, two-and one-half bathroom townhouse is located in Heath Wood Lane, a 12-unit condominium association.  The open-concept layout features a sun-filled living room with vaulted ceiling and a custom wall of built-ins, a well-appointed kitchen, and a spacious dining area. Sliding glass doors lead to a private deck—perfect for seasonal enjoyment. This level also offers direct access to a one-car garage. Upstairs, the primary bedroom includes great closet space and a bathroom. Two additional bedrooms and a second full bathroom complete the upper level. The semi-finished lower level, with direct access to the garden, offers flexible space id