5975 Whippoorwill Drive

Welcome to your own private oasis in Lake Whippoorwill. Set on a beautifully landscaped 1.33-acre lot, this exceptional 4-bedroom, 3.5-bath home combines an impressive interior with outdoor living that truly sets it apart. From the moment you step inside, youll find a bright, open floor plan filled with thoughtful upgrades, hardwood flooring throughout the main level, fresh paint and beautiful real wood beams that add warmth and character to the family room. At the heart of the home is a truly showstopping kitchen featuring custom cabinetry, granite countertops, abundant storage, a dedicated wine cabinet with wine refrigerator and plenty of space for gathering and entertaining. A private office on the main level provides the perfect space for working from home. Step outside and the property becomes something special. The expansive two-level Trex deck features both an open-air entertaining area and an absolutely stunning screened-in porch overlooking the beautifully landscaped backyard. Four mounted Bromic electric heaters make the screened porch comfortable throughout the seasons, creating an incredible space for relaxing or entertaining year-round. Beyond the deck, the fully fenced backyard feels like a private resort with mature landscaping, an in-ground swimming pool and plenty of room to enjoy the 1.33-acre setting. The entire backyard was enclosed with a brand-new fence in 2026. Upstairs youll find four bedrooms with brand-new carpet, including a spacious primary suite with a walk-in closet. The fully finished walkout lower level adds even more living space and includes an additional room that can serve as an office, gym, guest space or flexible fifth-room option. The home has been meticulously maintained and thoughtfully updated, including a new roof and gutters in 2025 and HVAC replaced in 2023. Enjoy the privacy and natural beauty of Lake Whippoorwill while remaining just minutes from town, Route 29 and convenient access to Route 66. The neighborhood is tucked just behind P.B. Smith Elementary School, and just around the corner from the home is a private neighborhood trail within easy walking distance, perfect for exercising, taking a peaceful walk or walking the dog. With an incredible kitchen, extensive updates, over an acre of beautifully landscaped grounds, a resort-style pool and one of the most impressive outdoor living spaces youll find, this is a home that needs to be experienced in person.