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Dana Roach
REALTOR®
(540) 742-9581

3323 S Main Street, Toms Brook, VA 22660

$255,000
  • 3323 S Main Street, Toms Brook, VA 22660 Main Photo

40 Photos

New to the Market ACTIVE
BEDS3 BATHS1 full SQUARE FEET1,488 MLS#VASH2016020
STATUSACTIVE PROPERTY TYPEResidential - Single Family SCHOOLSHENANDOAH COUNTY PUBLIC SCHOOLS

Property 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.

3323 S Main Street | MLS# VASH2016020

This single family home located at 3323 S Main Street, Toms Brook, VA 22660 is currently listed for sale with an asking price of $255,000. This property was built in 1846 and has 3 bedrooms and 1 full baths with 1488 sq. ft. S Main Street is located within the SHENANDOAH COUNTY PUBLIC SCHOOLS school district. Search Toms Brook real estate on danaroach.massanuttenrealty.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Ductless/Mini-Split
Fireplaces: 1
Fuel Type: Electric, Wood
Heating: Wood Burn Stove
Home Style: Cabin/Lodge
Lot Size: 0.40 Acres
Stories: 2.0
Taxes: $584
Year Built: 1846

Feature Descriptions

Accessibility: Level Entry - Main
Additional Structures: Above Grade, Below Grade
Exterior: Stone, Wood Siding, Log, Combination
Lot Dimensions: 0.40 Acre(S)
Sewer: Public Sewer
SQFT Above Finished: 1488
SQFT Total Finished: 1488
Structure Type: Detached
Water: Public

Local Schools

School District: SHENANDOAH COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Keller Williams Realty

Shown By

Agent Name: Dana Roach
Agent Phone: (540) 742-9581
Agency Title: Massanutten Realty

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Estimated Payment

$ 1,346.12 per month $1,223.08 Principal & Interest $48.67 Property Tax $74.38 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/31/2026. The listing information on this page last changed on 10/31/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 10/31/2026 12:02:03 AM EST) or CAAR MLS (last updated Fri 10/30/2026 11:12:39 PM EST) or Staunton MLS (last updated Fri 10/30/2026 11:40:20 PM EST) or HRAR MLS (last updated Fri 10/30/2026 11:28:24 PM EST). Real estate listings held by brokerage firms other than Massanutten Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agency License Information: Massanutten Realty, LLC licensed in the Commonwealth of Virginia since 1986


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