Welcome to 319 Middlesex, where classic charm meets modern comfort! This stunning 4-bed, 3-full-bath home boasts a spacious and thoughtfully designed layout, featuring 9-foot ceilings on the 1st floor and a beautifully renovated kitchen. Nestled on a level lot, the home offers inviting spaces both inside & out. A sun-drenched sunroom welcomes you, perfect for greeting guests or enjoying peaceful moments. The formal living room exudes warmth w/ its charming beamed ceilings & stone fireplace, creating a cozy retreat. The formal dining room seamlessly transitions into the newly updated gourmet kitchen, complete with sleek cabinetry, new countertops, stainless steel appliances, and a convenient breakfast bar-ideal for entertaining. Step down into the expansive family room, where sliding doors open to a back deck, perfect for outdoor dining and gatherings. The main-floor bedroom w/ full bath provides flexibility for guests/home office. Upstairs, the luxurious primary suite features a vaulted ceiling, spacious walk-in closet, full bath and private balcony overlooking the serene property. Two add'l bedrooms and another full bath complete the 2nd floor. A charming wraparound deck connects the front & backyard, enhancing the home's appeal, while the oversized heated garage/workshop offers ample storage or hobby space. Located less than a mile from town w/ easy access to trains, shopping, dining, and parks, this home offers incredible convenience, great functionality and tranquility. Incredible walkability factor! This home is ideally situated in the heart of Darien.