Welcome to 42 Whippoorwill Drive, nestled in the sought-after Whippoorwill Estates community! Situated on a beautifully treed and private estate lot spanning over 3 acres, this executive home offers more than 2,000 square feet of living space, combining the tranquility of country living with thoughtful modern updates. Step inside to discover an impressive great room featuring soaring vaulted ceilings, expansive windows that fill the space with natural light, and a cozy wood-burning fireplace. The beautifully renovated kitchen (2022) showcases updated cabinetry, flooring, and appliances, along with a bright eat-in area and walkout to the deck, perfect for entertaining or enjoying the peaceful surroundings. The unique loft-style primary bedroom provides a private retreat complete with its own ensuite, while two additional bedrooms on the main floor offer comfortable accommodations for family or guests. The main floor also features an updated bathroom (2022) and a separate soaker tub room. The finished lower level offers a spacious family room, an additional room added in 2023, updated flooring and lighting (2024), and plenty of storage space, providing flexibility for growing families, guests, or a home office. Extensive improvements include new windows throughout, patio and rear doors, kitchen renovation, updated main-floor bathroom, and mudroom flooring (2022); an additional lower-level bedroom (2023); driveway improvements, backyard clearing, basement flooring, and updated lighting (2024); and a new UV water treatment system (2025). A natural gas furnace was also installed in 2019.Outside, enjoy the privacy and natural beauty of your expansive property, with plenty of room to relax, entertain, or explore. The large detached heated garage (24 ft x 21 ft) provides excellent space for vehicles, recreational equipment, and all your toys. This exceptional property offers the perfect opportunity to enjoy peaceful country living, modern comforts, and privacy.