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36 Water Street, Sperryville VA 22740
c.1900 house on generous 0.58 acre lot in the village of Sperryville! A rare opportunity to own on a quiet street with easterly views of the rolling hills of the Piedmont (Red Oak Mountain). Property needs work and is sold “as-is”. Property is located in a Historic District though without architectural review or historic regulations and may be eligible for HTCs.
Property records description shows two bedrooms, one full bath. However, there are numerous upstairs rooms which could be used for sleeping.
$565,000 - The Old Bus Repair Shop - A Multi Family Property






11947 & 11951 Lee Hwy, Sperryville, VA 22740
A very rare offering in Rappahannock County: 11947 & 11951 Lee Hwy present an outstanding opportunity for multi-family rental income. The sale includes two structures containing FOUR grandfathered residential units, ONE commercial unit. Further upside can be realized by finishing unused spaces, bringing current rents to market rate and even rehabbing an old fruit stand on the property.
This investment opportunity sits on the highly traveled Rt 211: a major artery seeing 2 million + vehicles per year and opportunistically near the Thornton Gap entrance to Shenandoah National Park. The property is zoned Highway Commercial, allowing for a multitude of by-right uses including short term rentals, retail, food service and hospitality.
Property is served by electric, propane, private well, town sewer and high speed internet.
P&L available.
SHOWING BY APPOINTMENT ONLY. DO NOT DISTURB TENANTS.
115 Oventop Reach, Sperryville, VA 22740
Tucked deep into 50 pristine, wooded acres that directly border the Shenandoah National Park, this extraordinary 3-bedroom, 2-bath retreat blends 19th-century Appalachian history with hints of the clean, light-filled elegance of Frank Lloyd Wright’s organic modernism. Originally an 1800s hand-hewn log cabin, the home has been rustically updated with generous fenestration that invites the forest inside while casting nighttime interiors aglow like a lantern among the trees.
This is a property that lives and breathes with nature. Abundant natural springs, cleared hiking trails and terraced stone gardens—lush and lovingly manicured—cascade down the mountain slope, bordered by ancient, dry-stacked stone walls that have stood for generations. A clear, manageable pond reflects the towering hardwoods, while seasonal springs and filtered mountain light nourish a rich understory of mountain laurel, ferns, and rare lady slippers.
Inside, rustic timbers and original log walls meet warm modern finishes, creating a serene and grounded living space designed for both comfort and contemplation. Thoughtfully placed windows frame sweeping views of forest, sky, and gardens at every turn.
Whether you’re seeking quiet solitude, a writer’s or artist’s haven, or a place to gather and share the natural abundance of Virginia’s mountains, this property offers timeless beauty, absolute privacy, and direct access to thousands of protected acres just beyond your doorstep.





$1,295,000 - Oventop Reach (Under Contract)
$639,000 - Hollow Bound (Sold)















316 Swindler Hollow Rd., Sperryville, VA 22740
Charming Mountain Retreat in Historic Sperryville, VA
Nestled in the heart of the Shenandoah Mountains, this one-of-a-kind 4-bedroom, 2-bathroom home sits on a picturesque 7-acre property that was once a beloved campground. Originally serving as the camp headquarters, this 2,100 sq. ft. residence is steeped in history and surrounded by breathtaking natural beauty.
Step onto the wraparound porch and take in the peaceful views of the babbling brook, serene pond, and towering hardwoods. The land features stunning stacked stone walls and a rustic red barn with a stacked stone foundation, adding to the property's timeless charm. A rear storage shed offers extra space for tools and equipment.
Inside, the home boasts beautiful hardwood floors throughout, enhancing its warm and inviting atmosphere. Spacious living areas provide the perfect space to relax after a day of exploring nearby hiking trails or enjoying the tranquil setting. Whether you're looking for a private mountain retreat, a homestead, or a unique piece of Virginia history, this property is a rare gem that blends past and present in a truly special way.
Don't miss your chance to own this idyllic slice of the Shenandoah Mountains