Tucked away on a quiet, tree-lined street in Chestnut Hill, this distinguished converted carriage house has been thoughtfully updated for modern living while retaining its original character. Originally built as the carriage house to a grand neighboring estate and converted in the 1980s, this 6-bedroom, 3.5-bath residence spans 6, 000 sq ft on 1.36 acres and preserves many of its original details while functioning effortlessly for today’s lifestyle. A long drive leads to a grand covered motor court opening to a welcoming foyer. The large first floor offers a well-designed floor plan perfect for entertaining and everyday living, with many original details throughout. The living room is defined by a dramatic two-story vaulted ceiling, oversized windows that fill the space with natural light, and a fireplace with a custom hearth anchoring the room, complemented by a wet bar tucked into a convenient adjoining entertaining nook. A powder room is located just off the entry. The rear of the main level is dedicated to an open and expansive heart of the home, with the open-concept kitchen, great room, and dining area framed by three walls of windows and beamed ceilings. The kitchen is outfitted with a large island, a range with griddle, wok burner, and warming drawer, a Sub-Zero refrigerator, abundant cabinetry, and a double sink overlooking the walled side yard. The dining area opens to the rear deck through French doors, while the living area centers around an original brick hearth with a wood-burning stove. The spacious and sunlit first-floor primary suite offers the ease of single-level living, complete with multiple closets and a spacious bath featuring double vanities, a walk-in shower, and a separate jetted tub. The upper level offers a rear bedroom distinguished by a graceful arched window overlooking the grounds, vaulted ceilings, and original built-in storage. An additional bedroom, a full hall bath with clawfoot tub, and a large walk-in closet complete this portion of the home. A separate suite provides exceptional flexibility, offering two additional bedrooms, an open living and dining area, laundry, a full bath with marble double vanity, and a kitchen with granite countertops, along with a separate entrance—perfect for in-laws or an au pair. The expansive daylight lower level with laundry and walk-out access to the private, walled side yard and deck offers exceptional flexibility. The home’s outdoor spaces are equally inviting, with a rear deck spanning the width of the home and steps leading to a side patio and lawn. The lush, fenced rear yard features mature trees and winding paths that pass through stone archways, along with a gate and stairs leading down to Springfield Avenue. Ideally situated with easy access to local amenities, Fairmount Park and the Wissahickon, and just moments from Germantown Avenue, the home also offers a convenient commute via the St. Martins train station—creating a distinctive opportunity in one of Chestnut Hill’s most desirable settings.