Land with Home for Sale in Greenwood, Missouri

Tucked away on 5 private, wooded acres in the coveted Whippoorwill Place community, this exceptional luxury estate offers the perfect blend of privacy, timeless architecture, and everyday comfort. Opportunities to own in this exclusive neighborhood are rare. Offering approximately 5,600 square feet, this beautifully maintained 1.5-story Cape Cod/Colonial home features 5 bedrooms, 4 full baths, and 1 half bath with a floor plan designed for both entertaining and flexible living. From the gorgeous & welcoming front porch to the professionally designed landscaping with accent lighting, every detail creates an inviting first impression. Inside, you'll find spacious gathering areas, abundant natural light, and peaceful wooded views from nearly every room. The thoughtfully designed layout offers room to spread out while still feeling warm and connected, making it equally suited for everyday living and memorable celebrations. The finished walkout lower level is an entertainer's dream, offering plenty of space for a pool table, theater seating, game nights, or watching the big game. Add a comfortable pull-out sofa, and it becomes the guest retreat everyone hopes to claim. Guests can step outside to their own private patio to enjoy a quiet morning coffee surrounded by nature. A dedicated workshop provides exceptional flexibility and could easily be converted into a sixth bedroom, hobby room, or additional living space. Outside, the adventure continues with private walking trails winding through the woods. With 5 acres, there's still ample room to add an outbuilding or shop while preserving the beauty and privacy that make this property so special. This is a rare opportunity to enjoy luxury living with acreage, wooded seclusion, and endless possibilities-all just minutes from everyday conveniences.