3323 S Main Street

A historic Shenandoah Valley cabin with a story to telland a thoughtfully restored setting for its next chapter. This distinctive Toms Brook property brings together Valley heritage, creekside character, and permitted short-term rental use. Lovingly restored with Virginia Department of Historic Resources rehabilitation standards in mind, the cabins recent restoration led by Squirrel Hollow Woodworks honors its original logs and craftsmanship while creating comfortable spaces for modern living. Dating to circa 1846 and identified in historical research as one of the original villages four buildings, the story-and-a-half dwelling retains a historic log core, stone foundation, and stone-and-brick chimney. The cabin is also depicted in the towns logoa distinctive connection to Toms Brooks identity. Set on approximately 0.32 acre with frontage on Toms Brook, the property stands along the Old Valley Pike beside historic St. Peters Lutheran Church and adjacent to preserved battlefield land. Believed to have served as a toll house at the towns former covered bridge, the cabin connects todays visitors with the travelers and commerce that shaped this village crossing. Its Valley Pike setting also links it to the October 9, 1864, Battle of Toms Brook, remembered as the Woodstock Races, along the route of the Union cavalry advance through the village. Currently permitted for short-term rental use with two downstairs sleeping areas and a maximum occupancy of four adult guests, the property offers flexibility as a personal getaway or guest retreat. Three designated off-street parking spaces add convenience. Furnishings, dcor, and STR amenities are available by agreement, offering the option to purchase the cabin with its thoughtfully appointed interior. Enjoy a Valley home base for local history, outdoor adventure, and food and wine outings. Nearby Shenandoah County Park offers walking, picnicking, and the Limestone Ledges Disc Golf Complex. Visit North Mountain Vineyard & Winery or Muse Vineyards for wine tasting and scenic surroundings, or explore Seven Bends State Park for hiking, picnicking, and river recreation along the North Fork of the Shenandoah River. Convenient access to Route 11 and I-81 connects the property with Strasburg, Woodstock, and the broader Valley. Whether enjoyed as a personal retreat, artistic studio, creative haven, or a short-term rental property, this lovingly restored cabin offers an uncommon opportunity to become part of Toms Brooks continuing story.