RARE BOONSBORO ESTATE | 5.78 ACRES | MAIN HOUSE w/ 2+ CAR ATTACHED GARAGE | IN GROUND POOL w/ EQUIPMENT SHED | 8+ DETACHED GARAGE | BARN & STABLES | 2ND HISTORIC HOME | SMOKEHOUSE-STYLE SHED | An extraordinary opportunity to own a 5.78 acre estate in scenic Boonsboro offering an exceptionally versatile combination of space, land, and multiple structures rarely found at this price point. Recently appraised at $800,000 and now offered at $785,000. This spacious 3,236 sf MAIN HOUSE offers 4 bedrooms and 3 full baths, beautiful wood flooring, ceramic tile, abundant natural light with open-concept design. The large country-style beamed kitchen features Corian countertops, custom pantry storage and a generous workspace, flowing into the dining and family areas with exposed beams, cathedral ceilings and a distinctive loft area with bedroom or office/flex room and hall/desk area nook. Another bedroom and full bathroom are easily accessible off the main living/kitchen area. The primary suite, off the family room, serves as a private peaceful retreat, offering generous space with lots of light, window seats, built-ins, two sinks and closets, jetted tub, shower and washer/dryer all on the main level. From the living room, step outside the atrium doors to the screened in porch and Trex deck to discover a private oasis ideal for quiet mornings relaxing with a cup of coffee, barbeques, expansive pastoral views overlooking your private acreage by the fenced in-ground pool with equipment/storage shed with electric, ample space for gardening, recreation, hobby farming, and the chickens and coop can convey. The main house also features a private finished lower level with separate entry foyer and large recreation room, fitness/flex room, full bathroom, and another bedroom or office/flex space, possible multi-generational living, all accessible to the large attached 2+ car garage with large storage options. But the real opportunity begins outside the main residence. The property's additional structures include an impressive 2ND DETACHED GARAGE offering abundant storage for 8+ vehicles for the car enthusiast, farm and contractor equipment, recreational toys, workshop, tractor storage in the back, and go to the side outdoor stairs to find an additional upper level extensive storage area too. Equestrian enthusiasts will appreciate the BARN with stables and entertaining area, pastoral acreage and potential for horses. A separate 2ND HISTORIC HOME and retired SMOKEHOUSE-STYLE shed are also a unique & charming bonus, believed to be built in the 1800s, providing flexibility for endless possibilities, guest/in-law suite, office/business, Airbnb. Recent improvements include: MAIN HOUSE Roof, garage doors, gutters, siding 2018, Heat pumps 2018/2024, Fence 2017, Wood floors refinished 2020, Trex deck 2022, Flagstone porch 2025, Septic updated 2005 & pumped/inspected 2026, Well chlorinated/quality inspected 2026 | DETACHED GARAGE Roof 2018 | BARN Roof 2021 | 2ND HOUSE Roof 2025, Septic inspected, new tank to be installed Nov 2026 | Appletown Estates is located in the beautiful Boonsboro countryside w/ convenient access to top-rated schools, area amenities, major commuter routes/MARC TRAIN, & recreation and historic communities of Washington and Frederick Co. Close to historic Main St offering locally owned downtown shops, restaurants, local wineries, festivals & community events, Bruce Wilder's Inn BoonsBoro, Author Nora Robert's Turn the Page Bookstore, Boonsborough Museum of History, National Road Museum, Antietam Natl & South Mountain State Battlefields, local parks, trails, outdoor recreation such as Appalachian Trail, C&O Canal Natl Park, Greenbrier & Washington Monument State Parks, Harpers Ferry, Crystal Grottoes Caverns, Antietam Creek at Devil's Backbone Park, AG Center, mini golf, petting zoo, YB's Jellystone Park, MD DragWay, more. Buyer to verify zoning, permitted uses, and all property information with appropriate authorities.