Welcome to 3435 Greenwood Rd sitting on this distinguished private lot (235.20 ft x 377.76 ft). Nestled in the peaceful village of Greenwood, this one-of-a-kind architectural custom-built home offers privacy, character, and outdoor beauty on a lush 2.01 acres. With 2,505 sq ft of finished living space, this home blends timeless design with natures tranquilly. Inside, enjoy floor-to-ceiling windows, solid cedar ceilings, and a sunken seating area with a natural gas fireplace. The living room features historic Casa Loma oak pegged hardwood, while the skylit kitchen flows into open-concept dining and living areas. Three spacious bedrooms are on the main floor, plus a private lower-level 4th bedroom perfect for guests or in-laws. Outdoor living is a dream with 925 sq ft of decking, a screened gazebo, a 335 sq ft patio, a 755 sq ft pool patio with casita, and a stunning 30′ x 40′ hexagonal pool. The grounds include mature trees, garden patios, and a second well providing an unlimited water supply. A spacious outbuilding with Hydro service provides an additional 490 sq feet of vehicle storage /workshop space **Key features: Circular, double driveway (repaved 2023)Two-door garage (490 sq ft) + tool storage. Detached 2-car outbuilding/workshop (465 sq ft) with hydro service. Pool hut for storage (80 sq ft) Natural gas furnace and central A/C New asphalt & commercial-grade roofs (2015 & 2023) Updated plumbing & electrical (dates unknown)Underground Electric and High Speed Internet Cable Walk to Greenwood Conservation Area, Valley View Public School, and the future Pickering Heritage Centre (2026). Quick access to Hwy 407/401.A rare offering where history, privacy, and lifestyle converge in one of Pickering’s most treasured communities.