Welcome to 104 Whippoorwill, a stunning post modern style home offering 2800 sq. ft. of seasonal or year-round living, situated on a lush .95-acre lot in the highly desirable Woodlands neighborhood. Known for its low taxes and meticulously manicured homes, this community provides an exceptional lifestyle. The main level offers a sitting room featuring a wood-burning fireplace, perfect for relaxing. The formal dining room is adjacent to the open-concept eat-in kitchen, which includes a breakfast nook for casual dining. The additional main floor living room boasts ample natural light through sliders that lead out to a large backyard, ideal for entertaining. Additionally, the laundry area is conveniently located just off the kitchen, as well as a full bathroom with a shower. Upstairs, you'll find the primary en-suite featuring two spacious closets, a tub, shower and updated double sink vanity. There are also three additional bedrooms and one more full bathroom. The grand surprise is an oversized bonus room located above the 2-car garage, offering ample space to customize to your liking. Retreat to the private backyard, an entertainer's dream, epitomizing Hamptons-style living. The space features a 20x40 in-ground pool, newly painted expansive decking, a lounge area with a firepit, and beautifully mature hydrangeas alongside updated gardens. All of this is set against the backdrop of an abutting preserve, offering both tranquility and privacy. Experience the best of Hamptons-style living in this coastal-inspired home. 104 Whippoorwill is ready to welcome you to the neighborhood!