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    Middletown, VA
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    Middletown, VA Specialty Properties for Sale

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    Stephens City, VA Strasburg, VA Winchester, VA
    Chapel Road Specialty Property
    Updated: Nov 28, 2025
    Chapel Road Specialty Property

    1115 CHAPEL Rd, Middletown, VA 22645

    $2,999,000
    58.85 AC lot
    Year Built: 1995
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    Historic Wayside Inn For Sale
    Updated: May 14, 2024
    Historic Wayside Inn For Sale

    7783 MAIN STREET, Middletown, VA 22645

    $1,300,000
    3.88 AC lot
    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.
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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 2 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.

    Opportunities in Nearby Cities

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

    Prime Commercial Land Investment Opportunity
    Prime Commercial Land Investment Opportunity

    349 TOWN RUN Ln, Stephens City, VA 22655

    $879,000
    7.79 AC lot

    7.79 acres near future I-81 interchange with income-producing rental.

    View details
    Winchester Specialty Property For Sale
    Winchester Specialty Property For Sale

    150 EWELL Dr, Winchester, VA 22602

    $850,000
    2.74 AC lot

    Specialty property available for purchase in Winchester, Virginia.

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    Specialty Property For Sale
    Specialty Property For Sale

    134 WEST St, Stephens City, VA 22655

    $534,900
    1.33 AC lot

    Specialty property available for purchase.

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    Land For Sale Winchester, VA
    Land For Sale Winchester, VA

    Winchester, VA 22602

    Contact for pricing

    Land available for purchase in Winchester, Virginia.

    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
    Lake Holiday Membership Lot

    FOREST DRIVE lot: 25, Cross Junction, VA 22625

    Contact for pricing
    0.27 AC lot

    Membership lot with access to Lake Holiday amenities.

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    Lake Holiday Membership Lot
    Lake Holiday Membership Lot

    Cross Junction, VA 22625

    Contact for pricing

    Membership lot with access to lake and community amenities.

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    Martinsburg Development Land For Sale
    Martinsburg Development Land For Sale

    BALTIMORE & BOSTON ST, Martinsburg, WV 25401

    $469,900
    6.64 AC lot

    Development-ready land in Martinsburg with approved site plan.

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    Haymarket Land Near I-66
    Haymarket Land Near I-66

    14981 Walter Robinson Ln, Haymarket, VA 20169

    $950,000
    1.25 AC lot

    1.25 acre lot near I-66 and US-15 interchange.

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    Middletown, VA Specialty Properties Market Trends and Statistics

    Explore 2 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 $4,299,000.

    Sale prices for properties in Middletown, VA start at $1,300,000, averaging $2,149,500, and reaching up to $2,999,000 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Wedding venues 1

    Demographics Overview

    Population 4,344
    Population Growth (5Y) -1.2%
    Median Household Income $81,354
    College Educated 16.7%

    High-Yield Neighborhoods for Investment

    Identify Middletown submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    22645 $1.3M

    Taxes & Financing

    Tax Rate (average for all types) 0.33%
    Property Tax per SF $9.27 per SF
    Tax Rate vs County Average 0.04 pp above county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Frederick County

    New Delisted

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