A rare village offering on one of Millbrook's prettiest streets, this beautifully updated three-story Victorian blends timeless character with thoughtful modern upgrades. The main residence features three bedrooms and two and a half bathrooms across three spacious light-filled levels, with hardwood floors throughout and classic architectural details that reflect the home's historic roots. The welcoming living room is anchored by a cozy wood stove, creating a warm gathering space, while mini-split air conditioning systems provide efficient year-round comfort. A mudroom entry adds everyday practicality, perfect for village living. Outside, a large stone front porch with its inviting swing offers a welcoming place for morning coffee or evening unwinding. The fenced yard with mature landscaping offers privacy and space to entertain or garden, complemented by a stone-walled patio just off the dining area. The Carriage House is a lovely and distinctive living space featuring a full kitchen, dining area, inviting lounge, and two charming sleeping lofts. Architectural details include a vaulted coffered ceiling, antique rolling library ladders, charming built-ins, and thoughtfully designed nooks throughout. A crisp white subway-tiled bathroom adds a timeless, modern touch to this one-of-a-kind retreat. With dedicated parking for up to six cars and an unbeatable location just moments from the heart of the Village of Millbrook and its shops, restaurants, library, tennis courts and more, this home offers the best of village living in one of the Hudson Valley's most sought-after communities. Classic Victorian charm, modern comfort, and a coveted steps-to-village location; this is truly a special Millbrook opportunity.