Experience the perfect blend of historic charm and modern living in this stunning 6 bed, 2.5 bath home in the coveted Pill Hill neighborhood of Brookline. Originally built in 1900, this 3,748 sqft home boasts original period details and character throughout, including 4 fireplaces, soaring ceilings, and large window bays. 1st floor offers a spacious living room, sitting room, dining room, and kitchen overlooking the expansive backyard. The chef's kitchen features an oversized island, abundant cabinet space, and steel double French doors that open to a large mahogany deck for seamless indoor/outdoor entertaining. The second floor offers 4 beds, 1 full bath, and laundry, while the 3rd floor includes 2 additional beds and 1 full bath. Basement includes a gym and storage. Convenient to Longwood Medical Area, Brookline Village, and Fenway. Less than a mile from Lincoln School and Brookline High, central to other top schools. Provides easy access to Boston, Cambridge, and Logan Airport.