Privately set on 2.38 acres in one of Brookline's most desirable neighborhoods, this beautifully maintained Craftsman-influenced home offers 5,223 square feet of thoughtfully designed living space, blending comfort, versatility, and everyday elegance. With primary suites on each level, the layout is ideal for multi-generational living, an in-home business, or accommodating long term guests. The heart of the home is a standout feature: a striking wood-burning fireplace with a cast-iron cooktop and dual pizza ovens, recently rebuilt and relined to preserve its character and ensure years of reliable performance. Cathedral ceilings, hardwood floors, and a granite appointed kitchen with double ovens create a warm, inviting atmosphere that's equally suited for everyday living and entertaining. A finished walkout lower level provides additional flexible living space with direct access to the outdoors. The home has been thoughtfully updated with a newer heating system, central air conditioning, and an updated leach field. Generator-ready electrical service and two wood-burning fireplaces add both practicality and charm. Outside, the property transforms into a private retreat. A heated Gunite in-ground pool with a waterfall serves as the centerpiece of the backyard, complemented by a granite patio and mature landscaping. The grounds feature Macintosh and Cortland apple trees, blueberry bushes, and quince bushes, offering seasonal beauty and the enjoyment of homegrown fruit. These established plantings complement the existing flowering shrubs and lend the property a subtle New England orchard feel. Located just minutes from Lake Potanipo, the Brookline Rail Trail, and the Andres Institute of Art, the home offers a peaceful balance of privacy and convenience, with access to the highly regarded Hollis-Brookline schools and nearby commuting routes. A welcoming, thoughtfully appointed home offering exceptional flexibility, quality updates, and a truly special outdoor setting.