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3 Beds
1 Bath
1,488 sqft

$255,000

3323 S MAIN STREET, TOMS BROOK VA, 22660

Price per sqft$171.37
Built in1846
Property size1,488 sqft
Property typeResidential

Overview

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Listed Oct 27, 2026

Updated 7h ago

A historic Shenandoah Valley cabin with a story to tell—and 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 cabin’s 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 village’s 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 town’s logo—a distinctive connection to Toms Brook’s identity. Set on approximately 0.32 acre with frontage on Toms Brook, the property stands along the Old Valley Pike beside historic St. Peter’s Lutheran Church and adjacent to preserved battlefield land. Believed to have served as a toll house at the town’s former covered bridge, the cabin connects today’s 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, décor, 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 Brook’s continuing story.

$1,697/mo

Est. mortgage payment based on a $255,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
VASH2016020

Interior Features

Bedrooms
3
Bathrooms
1
Fireplace
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.4 Acres

Other Property Details

Taxes
$584
Tax Frequency
Annually
55+/Senior Community
No
MLS provider logo

Listed by Keller Williams Realty
Listing Contact: 5402296183 

The IDX display contains information sourced from the Bright MLS, Inc. as of 10/28/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

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Data last updated on 10/28/2026 at 5:08 PM UTC

 

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