Welcome to 40 Pleasant Drive, one of Southbury, CT's most sought-after cul-de-sac neighborhoods and only minutes from town with great restaurants and shopping. This inviting 4 bedroom, 2 full and 2 half bath home offers the perfect balance of timeless style and everyday comfort, thoughtfully designed for both casual living and elegant entertaining. Inside, you'll find soaring 9-foot ceilings, gleaming hardwood floors and a graceful open layout that flows beautifully from room to room. The spacious eat-in kitchen features granite countertops, custom cabinetry and sliders that open to a sunlit oversized patio. Just off the kitchen, the cozy living room centers around a stately fireplace. A standout feature on the main level is a private, stand-alone office with custom built-in cabinetry, perfect for today's work-from-home lifestyle. Upstairs, the serene primary suite includes a soaking tub, oversized stall shower and a huge custom-built walk-in closet. Three additional bedrooms with hardwood floors offer space for guests, family or creative use. The finished basement provides extra space for a gym, media room or play area. Outside, enjoy your own private retreat with a heated saltwater pool, professional landscaping, an expansive patio and a large outbuilding that's perfect for extra storage, hobbies or workshop needs. With central air, a two-car garage, an irrigation system and a location close to schools, parks, downtown Southbury and I-84, this home truly has it all.