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    Middletown, VA Specialty Properties for Sale

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    Richmond, VA Fredericksburg, VA Roanoke, VA
    Historic Wayside Inn For Sale
    $1,300,000
    3.88 Acres

    Historic Wayside Inn For Sale

    7783 MAIN STREET, Middletown, VA 22645

    Historic inn with 22 suites, bars, and expansion potential.

    • Historic Inn featuring 22 Suites and Bathrooms, offering immediate revenue potential.
    • Prime Commercial Opportunity: Just under 4 acres zoned B1, allowing for significant expansion and development.
    • Three unique bars (tavern, bourbon & Speakeasy, The RED HAT) provide diverse revenue streams and entertainment options.
    • Strategic Location in Middletown, VA, with easy access to major transportation routes and popular attractions in the Shenandoah Valley.
    • Positive Cash Flow with new management, ideal for an owner‑occupant.
    Updated: Mar 11
    View details
    Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 1 Active listings in Middletown, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Strasburg Office Condominium Investment
    $828,000
    4,200 SF

    Strasburg Office Condominium Investment

    4,200 SF office condo investment property in Strasburg, Virginia.

    113 Founders Way #1, 2, 3, Strasburg, VA 22657
    View details
    Multifamily and Recreational Opportunity
    $2,100,000
    7,800 SF

    Multifamily and Recreational Opportunity

    Apartment building and recreational center with high potential.

    35 & 18 SIGNAL KNOB DR, Strasburg, VA 22657
    View details
    Established Garden Center For Sale
    $899,000
    33,000 SF

    Established Garden Center For Sale

    Operating garden center with over 33,000 sq ft under roof.

    2731 Front Royal Pike, Winchester, VA 22602
    View details
    Premium Hangars at Winchester Airport
    $665,000

    Premium Hangars at Winchester Airport

    Premium customizable hangars for sale near Washington, D.C.

    741 Airport Rd #2, Winchester, VA 22602
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Lake Holiday Membership Lot
    Contact for pricing
    0.27 Acres

    Lake Holiday Membership Lot

    Membership lot with access to Lake Holiday amenities.

    FOREST DRIVE lot: 25, Cross Junction, VA 22625
    View details
    Martinsburg Development Land For Sale
    $469,900
    6.64 Acres

    Martinsburg Development Land For Sale

    Development-ready land in Martinsburg with approved site plan.

    BALTIMORE & BOSTON ST, Martinsburg, WV 25401
    View details
    Land For Sale Ashburn
    $1,011,126

    Land For Sale Ashburn

    Land available in Ashburn, Virginia.

    20576 Ashburn Rd, Ashburn, VA 20147
    View details
    2.39 Acres on Route 17
    $225,000
    2.40 Acres

    2.39 Acres on Route 17

    2.39-acre parcel on Route 17 near the Flying Circus.

    RT. 17 AND RITCHIE ROAD, Bealeton, VA 22712
    View details

    Middletown, VA Specialty Properties Investment Opportunities Market Analysis

    Explore 1 specialty properties for sale in Middletown, VA on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $4,924,900.

    Sale prices for properties in Middletown, VA start at $625,000, averaging $1,641,633, and reaching up to $2,999,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Most Searched ZIP Codes in Middletown, VA

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