In every sense, this home is a true mid-century modern gem. This sprawling 5-bedroom, single-level residence is set on an extraordinary, private lot in the heart of Woodbridge, nestled within a highly desirable neighborhood. A fully enclosed courtyard creates a striking & welcoming entry. From the redwood siding to the thick wood front door, the home showcases forward-thinking design well ahead of its time.True to mid-century style, the open floor plan seamlessly connects the dining room, great room with wood stove, and a dramatic all-glass sunroom. Expansive picture windows and walls of glass throughout blur the line between indoors and out, creating a constant connection to the natural surroundings. The original kitchen is a standout, featuring classic St. Charles metal cabinetry that adds an authentic vintage feel. A dedicated office wrapped in rich pecky cypress wood offers warmth & great bookshelves. The bedroom wing includes a spacious primary suite with a dressing room filled with custom built-ins and a large bath. 3 additional bedrooms, two full baths, a walk-in cedar closet, and a generous laundry room. A separate fifth bedroom with full bath is ideal for guests or in-law. The walk-out lower level adds over 1,400 sq ft of finished space with its own entrance and a full wall of glass, offering incredible flexibility. Walk to the library & playground. 15 min to Yale and min to shopping This home is an architectural treasure ready to be elevated to its next chapter.