16 Trails End Road

Once in a Generational Opportunity. Only two owners in 100 years. Set in one of Wilton's most desirable locations, this is a thoughtfully renovated and expanded antique Colonial that blends timeless character with modern functionality, just minutes to trains, top-rated schools, and neighboring New Canaan and Darien. This 4 bedroom, 4 bathroom Colonial offers a rare balance of charm and scale. Classic architectural details with exposed beams, warm wood tones, and curated finishes are paired with a layout designed for today's lifestyle. The chef's kitchen anchors the home, opening to a light-filled dining area with sweeping views of the park-like grounds, creating a natural setting for everyday living and entertaining. The adjacent sunroom extends your living space outdoors, with direct access to a private terrace and expansive lawn. First Floor: Inviting living room with gas fireplace, private home office, sunroom, mudroom, and attached garage. Second Floor: Spacious primary suite with exposed beams, dressing area, and ensuite bath, plus two additional bedrooms, an office and a full bath. Finished Third Floor: Ideal guest suite, au pair space, or recreation room with bedroom, full bath, and flexible living area. Perfectly positioned for both privacy and convenience, this home offers exceptional access to Fairfield County's most sought-after towns and commuting routes: 2.5 miles to Wilton Center & Metro-North Train Station (10 mins). 2 miles to New Canaan & train (12mins). 6 miles to Darien station with direct service to Grand Central Terminal. All Wilton public schools within approximately 1.5-5 miles. This is a home that delivers on what today's buyers are searching for: character, space, flexibility, and proximity. Whether you're commuting to NYC, working from home, or entertaining across seasons, this property offers a lifestyle that is both refined and practical. If you're looking for a home that stands apart from the ordinary and holds long-term value in one of Connecticut's most desirable markets, this is one to see.