Welcome to a truly special home in the coveted Wawapek neighborhood of Cold Spring Harbor, where timeless architecture, exceptional craftsmanship, and gracious living come together beautifully. Rich in character and thoughtfully designed for both elegant entertaining and comfortable everyday living, this classic cedar-shingle Colonial opens to a grand two-story entry featuring custom millwork, and rich Brazilian cherry wood floors. Ten-foot ceilings throughout the main level enhance the home's gracious proportions and sense of openness, beginning with elegant formal living and dining rooms each feature a wood-burning fireplace for added warmth and character, while a centrally located powder room serves the main level. French doors from the formal living room open to a covered patio, creating a serene and private outdoor retreat perfect for morning coffee, quiet reading, or simply enjoying the wooded surroundings. Designed with both everyday living and entertaining in mind, the main level continues with an expansive family room featuring a third wood-burning fireplace and French doors to the rear patio. The family room flows into a beautifully appointed eat-in kitchen with a coffered ceiling, custom cabinetry, granite countertops, Sub-Zero refrigerator/freezer, Thermador six-burner gas cooktop, double ovens, and two dishwashers. A mudroom with an additional refrigerator, back staircase, and flexible guest bedroom or home office with a nearby full bath complete the main level. Upstairs, the spacious primary suite offers a private retreat with a tray ceiling, fourth wood-burning fireplace, built-in bookcases, separate custom-fitted closets, and an en-suite bath. Four additional bedrooms, well-appointed baths, a laundry room, and an expansive bonus/playroom provide exceptional flexibility. A walk-up, stand-up attic with multiple windows offers substantial additional storage. The partially finished lower level extends the living space with a dedicated home theater featuring seven-seat stadium-style seating, a gym, an outside entrance, and abundant storage. Additional amenities include a generator, integrated sound system, irrigation, three-car attached garage, built-in workbench, and additional storage shelving. Outdoors, the 2.5-acre setting provides an impressive backdrop for entertaining, recreation, and everyday enjoyment, with mature landscaping, an expansive flat lawn, a private brick patio spanning the rear of the home, and a private lighted tennis court. A rare opportunity to enjoy timeless character, exceptional space, and remarkable privacy in one of Cold Spring Harbor's most coveted settings, with access to Wawapek Preserve and Eagle Dock Beach and Mooring (dues/fees required).