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3323 S Main St , Toms Brook, VA 22660
$255,000
Est. Payment: $1,335.91/mo
3 Bed
1 Bath
1488 Sqft
0.4 Acres
Status: active | Days on site: 2
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KWR21 - 3307529,3308649
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House Description

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.

Highlights

Listed by Marielle Thoburn , 5402296183 and Andrew Thoburn , 5402296184 Keller Williams Realty , 7036367300. Bright MLS

Property Type

Residential

Lot/Acreage
0.4

Year Built

1846

County

Shenandoah

Neighborhood

None

School District

Shenandoah County Public Schools

Listing ID

VASH2016020

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:3
  • ▪ Bathrooms:1
  • ▪ Full Bathrooms:1
Air Cond:Ductless/Mini-Split
Fireplaces:1 Fireplace
Above Ground Sq Ft:1488
Other:
  • ▪ Main Floor Bedrooms:1
Water:Public

Exterior Features

Lot:Not New Construction,Horse Property: No,In City Limits
Zoning:R
Sewer:Public Sewer
Parking Features:On Street
Principal Interest
$1,336
Taxes
$49

Home Price

$255,000

Loan Details

30 yrs
6.844%

Down Payment

20%
$51,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$1,335.91

Principal

Taxes

Principal Taxes HOA Total
Monthly $1,335.91 $48.67 $0.00 $1,384.58
Yearly $16,030.94 $584.00 $0.00 $16,614.94
Total $480,928.28 $17,520.00 $0.00 $498,448.28
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Toms Brook, VA).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-11-13T17:14:43.000Z

© 2026 Bright MLS