340 Highland Avenue

Craftsman Soul. Modern Ease. A Hidden Retreat in the Heart of Upper Montclair. Perched on nearly half an acre and tucked just enough off the road to feel worlds away, this 1897 Craftsman blends rich architectural detail with the flow, light, and comfort of contemporary living. Original Chestnut millwork, etched Venetian and stained-glass windows, and a welcoming Dutch door speak to its artistry while thoughtful updates create a home that feels fresh, effortless, and beautifully livable. Five bedrooms & 3.5 baths, including a serene primary suite with a spa-like en-suite. An incredible vaulted family room is the everyday gathering space sunlit, soaring, and seamless to the outdoors. Step out to a fully fenced oasis: expansive bluestone patio, Hudson River stone waterfall, lush perennial gardens and lawn dinner parties, quiet mornings, barefoot summers all here. The lower level brings a calm, retreat-like vibe with a sauna and flexible fitness/rec space. A rare first-floor office with its own private entrance makes WFH feel separate yet connected. And the location? Pure Montclair magic. A short half-mile stroll to Upper Montclair Village shopping, cinema, fitness studios, standout restaurants and the Olmsted-designed beauty of Anderson Park. NYC direct train right there, too. Maine-like tranquility just minutes from everything. Architectural character, modern comfort, city views, and a setting that stays with you.