Some streets you only discover when you live on them and Highwood Road is exactly that kind of hidden gem. Tucked away on a private cul-de-sac in one of West Orange's most charming pockets, this 5 bedroom, 3.5 bath Colonial delivers the space, style, and flexibility today's most discerning buyers have been searching for. Step inside to a dramatic two-story foyer that sets the tone for open, airy living spaces throughout. The updated kitchen overlooks a gracious family room with an effortless flow perfect for everyday moments and weekend entertaining. A formal living room, dining room, and flexible den round out the main level. Need a first-floor guest suite for visiting parents or an au pair? The den is perfectly positioned to be reimagined for just that. Upstairs, three well proportioned bedrooms share a full bath, while the expansive primary suite impresses with dual walk-in closets and a large private bath. A perfectly appointed home office completes the second floor. Head downstairs to discover a fully finished basement with a spacious recreation room, full bath, private bedroom, and home gym. This level adapts to whatever your life requires. Outside, an updated deck provides the perfect backdrop for summer gatherings, set within a fully fenced backyard framed by mature trees, established shrubs, and lush lawn. Private. Spacious. Endlessly adaptable. This is the one you'll be glad you found!