14 Old Orchard Road

Nestled in the highly sought-after Old Orchard enclave of North Haven, this expanded 1930s Colonial seamlessly blends classic charm with a thoughtfully designed 1990s contemporary addition. Filled with natural light, the home features a stunning double-height great room and an expansive open-concept kitchen-complete with a large center island, abundant workspace, and an easy flow ideal for both everyday living and entertaining. Integrated audio wiring throughout supports Sonos or other whole-home sound systems. The second floor offers a spacious primary suite with en-suite bath, complemented by a separate study, a dedicated exercise room or additional office, and a private mezzanine-level family space overlooking the great room. Three additional bedrooms and two full baths-one en-suite-are thoughtfully positioned at the front of the home, providing excellent separation and privacy for family members and guests. The professionally designed grounds are equally impressive, showcasing formal gardens and expansive rear flower beds created by Keith Phipps of Carlton Gardens. An automatic irrigation system services the entire property for effortless upkeep. Recent mechanical upgrades include a new furnace (with a second existing unit), two new air filtration systems, two new humidification systems, and a new water heater. Additional features include a central vacuum system with a new motor, a dumbwaiter, and recently cleaned ductwork. The finished basement offers an exceptional bonus space, pre-wired for a home theater with a 9-foot screen-ideal for entertaining. Additional unfinished space gives a substantial amount of extra storage. The large garages accommodate parking for three cars and include ample space for more storage or hobby use. A rare opportunity to own a distinctive home combining timeless architecture, modern comfort, and beautifully curated indoor and outdoor living. 15 min drive to Yale and downtown New Haven, minutes to shopping, highways, golf course and other clubs.