Set back from the road on 1.38 beautifully landscaped acres, this updated and exceptionally well-maintained 2,800 sq. ft., 3 bedroom/2.5 bath Colonial offers privacy, charm, and an inviting connection to the outdoors. A long driveway leads to a welcoming Farmer's Porch, while the professionally landscaped grounds feature stone walls, mature trees, lush flowering perennials, and established shrubbery. The secluded, level backyard, including a large garden shed, is surrounded by woodlands and stone walls, creating a peaceful setting for gardening, birdwatching, or entertaining on the custom multi-level composite deck. Inside, the thoughtfully designed first floor features a convenient mudroom/laundry room, an updated kitchen with granite countertops, stainless-steel appliances, and a large island that opens to a cozy, light-filled living room with a wood-burning fireplace. A spacious dining room, den, and ½ bath complete the main level. Upstairs, the generous primary suite offers an en-suite bath and large walk-in closet, complemented by two additional spacious bedrooms and a full bath. The finished, two-room third floor provides versatile, light-filled space ideal for a playroom, media room, office, and/or guest space. Ductless Mini Split AC and ceiling fans on all floors. Numerous updates include a freshly painted exterior, newer roof, natural gas furnace, hot water tank, plumbed whole-house generator, cedar fencing, composite outdoor deck, invisible fencing, and more. Ideally located close to the Head of Westport Town Landing and the Westport River, as well as Westport's shops and restaurants, with convenient access to highway, schools and library. Just minutes to Westport's wide sandy beaches, extensive conservation land, and hiking and biking trails, this exceptional property offers the perfect blend of privacy, comfort, and enjoyment of the South Coast's natural beauty.