Set on a private 2.38-acre lot in one of Brookline's most desirable areas, this thoughtfully updated Craftsman style home offers a rare combination of space, comfort, and long-term flexibility. With over 5,000 square feet of finished living area, including a walkout lower level, the property is well suited for multi-generational living, or simply those who value room to spread out. The main level is warm and inviting, centered around a striking fireplace featuring a cast iron cooktop and dual pizza ovens, recently rebuilt and lined creating a true focal point for gathering. Hardwood floors, cathedral ceilings, and a well-appointed kitchen with granite counters and double ovens round out the space. Multiple updates over the years, including a newer heating system, Leach field, and central air, reflect a home that has been carefully maintained and improved. Upstairs and throughout, the home offers four bedrooms and five baths, including two spacious primary suites, while the finished lower level provides additional living space with direct exterior access. Two wood-burning fireplaces, and generator ready electrical further add to the home's practicality and appeal. Outdoors, the property is equally compelling. A Gunite in ground pool with waterfall feature, granite patio, and mature landscaping create a private setting for relaxation or entertaining. Irrigation, outdoor lighting, and established plantings from fruit trees to flowering shrubs enhance both usability and curb appeal. Located just minutes from Lake Potanipo, the Brookline Rail Trail, and local conservation land, this home offers easy access to recreation while remaining convenient to commuting routes and nearby services. The setting strikes a balance between privacy and accessibility that is increasingly hard to find. A well-rounded offering in a sought-after location!