Distinctive architecture, abundant natural light, and a strong connection to the outdoors define this unique home. Set on 2.2 acres at the end of a quiet road, overlooking picturesque lawns and pastures. Cathedral ceilings, large windows, sliders, skylights, and a semi-open floor plan create a light filled, spacious interior. A welcoming foyer opens to the vaulted family room, with an inviting living room off to the right. French glass-paneled doors connect the foyer, living, and dining rooms, allowing natural light to flow throughout, creating a comfortable setting for everyday living and entertaining. Hardwood floors and two fireplaces add warmth, including a new wood-burning fireplace insert framed by a floor-to-ceiling brick surround. The home's silo-inspired design, with rounded walls incorporated into the stairways, creates a unique connection between levels. An open upper-level landing serves as a bridge between the private primary suite and three additional bedrooms, adding a sense of openness. The primary suite has a relaxing deck, spacious bathroom with double sinks, shower, and jacuzzi tub. The recently renovated versatile lower level, has new plank flooring, good-sized windows, abundant storage, and sliders to a side deck and access to the side yard. Recent updates include, new roof, sky lights, wood fireplace insert, heat/AC pump upper level and fresh paint. Enjoy Sherman's low taxes, elementary school, library, market and rural charm, all 90 minutes from NYC. Well loved and carefully maintained by same owner for 27 years, this is evidenced by recent improvements including a newer roof- 2023, eight new Velux skylights with solar powered shades, freshly painted both interior and exterior- 2026, new upper-level heat/AC heat pump- 2026, AC compressor in 2020. Lower level decorated with new LVP plank flooring and fresh paint- 2026, mostly new Marvin Windows 2020-2024 Key attributes: * Bright eat-in kitchen with expansive windows, new skylights, and direct access to the oversized deck * Spacious living and dining areas designed for both everyday living and entertaining * Full bath main floor * Generous two car garage * Wall-to-wall carpeting throughout the upper level creates comfortable, inviting bedroom spaces * Generous primary bedroom with large walk-in closet and large suite * Three additional bedrooms with good-sized closets and wonderful views * Full hall bath with tub/shower * Two deep linen closets add valuable storage * Newly renovated walkout basement adds approximately 700 SF of flexible living space * freshly painted and new flooring makes this space light and bright * Sliders in lower level open to a side deck with beautiful views * Ideal for recreation, home office, gym, studio, or additional living space * Multiple storage areas add exceptional additional space The Sherman Lifestyle: Nestled in northern Fairfield County along the New York border, Sherman offers a peaceful country setting surrounded by wooded roads, open landscapes, farms, and Candlewood Lake. Residents enjoy a town beach, parks, trails, athletic fields, tennis, and pickleball courts at Volunteer Field. Town dock slips are also available, subject to availability. Sherman is a pastural town with many farms including a vineyard. Sherman also has a wonderful library, school and local shops including a liquor store, market and bank. This home is 1/4 mile away from the Appalachian Trail. NYC is easily accessible either 90 minutes by car and Metro North is only 10 minutes away.