Set in the heart of Glen Head, this exceptional expanded farm ranch at 30 Todd Drive is full of surprises - a home that truly goes on and on, offering far more space than you would ever imagine from the moment you arrive. Rebuilt and substantially enlarged in 2002, this meticulously maintained residence features 5 bedrooms with potential for a 6th bedroom, 4 full bathrooms, and 2 powder rooms across an expansive and thoughtfully designed layout, including an additional 1,535 square feet of finished lower-level space with egress access to the backyard. A welcoming foyer introduces beautifully scaled interiors highlighted by oversized rooms, rich hardwood flooring, and custom architectural details throughout. The spectacular eat-in kitchen serves as the heart of the home, featuring a large center island with seating, granite countertops, stainless steel appliances, extensive cabinetry, and generous dining space with sliding glass doors opening to the backyard. The formal dining room is perfectly positioned with oversized windows overlooking the private grounds, filling the space with natural light. The impressive family room showcases soaring vaulted ceilings and a dramatic stone wood-burning fireplace, creating a warm and inviting atmosphere with an additional set of sliding doors leading outdoors. The main-level primary suite offers a peaceful retreat complete with a spa-inspired bath and oversized walk-in closet. A second first-floor ensuite bedroom provides ideal accommodations for guests, extended family, or multigenerational living. Upstairs, an additional ensuite bedroom is complemented by two spacious bedrooms, a shared full bath, and a bonus den. The finished lower level provides exceptional additional living space with approximately 1,535 square feet, including laundry, abundant storage, and an expanded area with direct egress access to the rear property. Outside, the secluded backyard is surrounded by mature landscaping and designed for effortless outdoor enjoyment, featuring a patio, gas cooking hookup, basketball area, and exceptional privacy. An oversized two-car garage completes this outstanding offering. A rare North Shore opportunity combining expansive living space, thoughtful design, and timeless appeal, all conveniently located near shopping, dining, public transportation, and within the acclaimed North Shore School District.