Don't miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on 0.21 acres in the heart of the charming Village of Millbrook. Just steps from boutique shops, restaurants, galleries, and everyday conveniences, this gracious residence offers over 2,132 square feet of living space, seamlessly blending historic character with modern amenities. Originally built in 1910, the home underwent a comprehensive renovation in 2002, including new windows, updated heating, a new oil tank, and two-zone central air conditioning—providing all the comforts of contemporary living while preserving its timeless appeal. A standout feature of the property is the impressive 1,750-square-foot detached two-car garage with two additional off-street parking spaces. Above the garage is a spacious one-bedroom, one-bath apartment, currently generating rental income. This versatile space is equally suited for guests, extended family, a private home office, studio, or additional living quarters. The garage also includes a dedicated home gym. The main residence welcomes you with a picturesque wraparound porch showcasing original architectural details, while a second garden porch provides a more intimate setting for outdoor dining, relaxation, and easy access to the home. Inside, you'll find three bedrooms and two full baths, including a convenient first-floor bedroom and full bath. Original hardwood floors, detailed moldings, and generously proportioned rooms create an atmosphere that is both elegant and inviting. Wide openings between living spaces enhance the home's airy, light-filled feel. The formal dining room and spacious eat-in kitchen offer multiple options for everyday living and entertaining, while the double living room, anchored by a cozy gas fireplace, provides a warm and welcoming gathering space. Outside, the private fenced backyard is an ideal retreat, featuring two bluestone patios perfect for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The property is conveniently located near highly-regarded public and private schools, children's camps, and area sporting clubs including Millbrook Golf & Tennis Club, Tamarack Preserve and Mashomack Preserve Club. The area is renowned for its equestrian pursuits, offering access to horse shows, fox hunting, riding trails, and some of the region's finest equestrian facilities. Outdoor enthusiasts will appreciate nearby preserves, hiking trails, polo grounds, fly-fishing, and skiing within 30 minutes. Millbrook's central location also places you within easy reach of many of the Hudson Valley's most desirable destinations, including Rhinebeck, Red Hook, Pine Plains, Millerton & Hudson as well as Litchfield County, and the Berkshires-home to Tanglewood and an array of world-class cultural attractions. Just 13⁄4 hours from Manhattan by car or Metro-North, this exceptional property offers the perfect combination of village convenience, country charm, and flexible living opportunities.