Offered for only the second time in nearly 130 years, this extraordinary estate presents a once-in-a-generation opportunity to own one of Montclair's most distinguished properties. Set on nearly two private acres atop a rolling hill, the residence seamlessly blends historic grandeur with modern luxury while capturing breathtaking New York City skyline views. A gracious wraparound porch welcomes you into sun-filled interiors showcasing exquisite original millwork, oversized windows, and timeless architectural details. Extensive updates, including a renovated chef's kitchen, updated electrical, plumbing, and HVAC systems, provide modern comfort while preserving the home's character. Designed for elegant entertaining and everyday living, the home offers 9 bedrooms, 5.1 baths, and 2 versatile bonus rooms. Professionally landscaped grounds feature expansive paver patios, a fenced yard, and tranquil green spaces. The beautifully updated 3-bedroom, 1-bath carriage house includes horse stables, a full first-floor garage, and its own private driveway, offering exceptional flexibility with potential to expand for additional living space. A rooftop observatory with the original 1986 telescope offers sweeping panoramic views. Ideally located moments from vibrant downtown Montclair, acclaimed dining, boutiques, theaters, museums, and NYC transportation, this remarkable estate offers an unmatched blend of history, luxury, and opportunity.