Welcome to 1853 Flowing Springs Road in Charles Town, West Virginia — a truly special property known as “Paignton,†originally built in 1921 by the Ambrose family. There is nothing even close to this type of listing on the market - truly unique and one of a kind! From the history, the beautiful restoration keeping that amazing charm, the location AND a second dwelling! The adorable detached 1 bedroom, 1 bathroom cabin has been completely transformed into a modern beauty - it would simply cost you a great deal to build this today! On top of that, you couldn't ask to be in a better location - a short drive to northern Virginia, and Maryland! As you arrive, you're greeted by a beautiful private entrance that sets the tone for the charm and serenity found throughout the property. Tucked away on 2.28 acres of unrestricted land with no HOA, this historic brick home offers the feeling of a peaceful retreat while being just minutes from all the amenities of Charles Town and Ranson. The Ambrose family lived here for decades, raising Paignton Hereford cattle and pouring their legacy into the land and home they named with care. This 3-bedroom, 2.5-bathroom home has been completely renovated by the current owners, blending historic charm with modern comfort in the most thoughtful way. The original hardwood floors and solid wood doors have been lovingly preserved, while nearly every other inch of the home has been updated with quality and care. From the moment you step onto the stately front porch, framed with classic pillars and surrounded by lush landscaping and winding vines, you know you're somewhere truly special. Outside in the front yard, a charming small bridge leads you over a tranquil pond to the front gazebo, which features a brand new roof. The pond adds a touch of serenity to the landscape and, while currently without fish, has a pump that operates seasonally and is turned off during the winter months. It's an idyllic scene that enhances the timeless feel of the property. Inside, you’ll find a stunning formal dining room that flows through a butler’s pantry with built-in shelving into the fully updated kitchen, which includes brand new appliances. A beautifully refinished staircase leads to the upper level, where all three bedrooms are located. Each bedroom has access to a full, newly renovated bathroom, and an additional half bath is located on the main level. The primary suite includes original built-in drawers and shelving, along with private access to an upstairs deck that overlooks the peaceful backyard. The home’s entire electrical system has been redone, and all original radiators have been replaced with a brand new HVAC system. The interior has been freshly painted, and the attic has been fully insulated — large enough to finish as an additional living space if desired. The walk-out basement includes a brand new washer, dryer, and oversized refrigerator (all of which convey), and is equipped with a French drain system for peace of mind. Behind the main house sits a beautifully renovated detached cottage, perfect as an in-law suite, guest house, or income-producing rental. The cottage includes a living room, kitchen, bedroom, and full bathroom, plus washer/dryer hookups and its own mini split HVAC system. Additional features include a detached two-car garage, two back decks, and multiple outdoor spaces ideal for relaxing or entertaining. The current owners have poured their heart and soul into this property, and it shows in every detail. From the historic character to the modern updates — and the freedom of no HOA and unrestricted land — 1853 Flowing Springs Road is more than a home. It’s a legacy, waiting for its next chapter.