Step back in time and discover the charm, craftsmanship, and premium modernization at 1440 Ridge Road in Webster. This home was enjoyed by 1 family for the past 65 years. Built in 1913, this home offers over 2,000 sq ft of living space featuring original chestnut woodwork, timeless details, and craftsmanship that simply cannot be reproduced. The layout features a living room with a cozy brick hearth, a formal dining room with bay windows, 4 bedrooms, and 1.5 baths. Chimney for fireplace entirely replaced in 1990. The interior is rich with unique storage: a multi-level laundry chute, built-in clothes/linen cabinets, chestnut built-ins, and dual-sided display cabinetry. Enjoy seasonal living at its absolute finest on the expansive screened front porch with a new Ipe/Brazilian Walnut floor, a covered back porch, or the second-story primary balcony porch. A highlight is the detached two-story carriage house/garage, updated in 2006 with a new full foundation while preserving its turn-of-the-century charm. The upper level provides 2 car parking, while the full walkout lower level offers an exceptional workshop complete with a 100-amp electrical service, multi-voltage receptacles, and preparation for a two-story dust collection system. The lower level opens directly to a new concrete patio with pre-installed underground gas lines for an easy shop heater hookup. The main home's walkout basement provides additional living space, while the massive walk-up attic offers exciting expansion potential. Fully blown-in insulation throughout the home and attic. Smart updates include dual-zoned heating, central air, Honeywell internet thermostats, and a full tear-off roof on a durable plywood base. For economical upkeep of this grand structure, the third-floor exterior features maintenance-free vinyl siding and aluminum trim. Nearly a half-acre deep lot is a serene gardening oasis complete with arbors for Concord, Niagara, and seedless grapes. The yard also features cold-hardy kiwis, raspberries, gooseberries, and mature Carpathian walnuts offering large annual harvests. 1440 Ridge Road is a rare opportunity to own a piece of Webster's history.