Behind a timeless Tudor façade in coveted Greenland Heights, this extensively upgraded residence offers 1,866SF in the main home + a 688SF detached guest house, for a combined 2,554SF. This is a true system-level renovation, pairing architectural character with a depth of investment rarely seen in the M-Streets. All electrical has been completely redone and brought to code, with new wiring throughout, recessed lighting, and designer fixtures creating a cohesive, elevated finish. Plumbing has been fully upgraded across the home. A high-efficiency Trane HVAC system, foam insulation, dual tankless water heaters, and a whole-house Kohler generator servicing the main residence, garage, and guest house provide a level of performance and reliability not typical for homes of this era. Significant structural work has been completed, including full foundation stabilization with excavation beneath the home and engineered pier installation. The roof features architectural shingles, and windows have been replaced with double-pane thermal vinyl. The interior reflects a refined aesthetic, anchored by a custom plaster fireplace with quartz hearth. The oversized kitchen is elevated with updated countertops, backsplash, repainted cabinetry, and premium appliances including Thermador Masterpiece gas cooktop and double ovens, Uline wine refrigerator, and KitchenAid refrigeration. The backyard is designed as a private retreat with a fully resurfaced pool, beach entry removed for a clean modern profile, new tile, Pentair equipment, custom outdoor kitchen with Taj Mahal quartzite, firepit, turfed lawn, and mosquito misting system. The 688SF guest house, custom built in 2019 with private separate entrance, offers a full kitchen, full bath, Fisher and Paykel appliances, dedicated HVAC, tankless water heater, fresh paint, updated lighting, and custom closet system. Exclusive listing by Svetlana Iredale. Complete list of upgrades & amenities available upon a request.