Have you ever said, "We need more space" or, "it would be fun to live on Southern Maryland's Legacy Wine Trail"? Well, this picturesque 5-acre property, conveniently situated next to Janemark Winery & Vineyard, is just what you've been waiting for! As you approach, the large, covered wrap-around front porch beckons, inviting you to enjoy stunning sunrises, sunsets and views of the property's classic red barn. Summer evenings are best spent relaxing under a starry sky, while the soft sounds of live music from the winery fill the quiet night. Step inside, where an open entry foyer leads to a spacious sun-filled family room, perfect for gatherings and entertaining. The home boasts a well-appointed kitchen with new appliances (2023) and a separate formal dining room, ideal for hosting dinner parties or family meals. Upstairs, you'll find four bedrooms, including the primary suite, offering a spacious double vanity bathroom, jetted soaking tub and walk-in closet. New luxury vinyl plank flooring was installed throughout the upper level in 2023. The finished basement features space to play or entertain, a cozy den, and a built-in safe, adding convenience and security. Outside, the grounds are the show-stopper! The backyard has multiple fenced areas making it ideal for animals or light farming. A playset and kid's playhouse offer endless possibilities for outdoor enjoyment (it could also make a perfect man-cave or she-shed). Newly planted apple trees, cherry trees, pear trees, and blueberry bushes promise a bountiful harvest in the seasons to come. The coop is the perfect place to raise chickens, and the fenced pasture adjacent to the barn is ideal for dogs, horses, goats, or other livestock. An expansive red barn can be used as a workshop, to house animals and farm equipment, or as a bonus storage space. Whether you're looking for a peaceful retreat or a place to pursue your agricultural passions, this property offers endless opportunities. Only 30 miles to Washington DC or Annapolis, and 15 miles to Andrews Air Force Base. Dual-zone HVAC system completely replaced in 2023. Well pump and pressure tank upgraded in 2022. New fencing in 2021/2022. Schedule your showing today and experience the beauty of country living in Brandywine.