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    Historic Wayside Inn For Sale Title is generated by Realmo AI

    7783 MAIN STREET, Middletown, VA 22645

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    For Sale
    $1,300,000

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

    Type:Commercial/Industrial
    Lot size:
    3.88 Acres
    Added:
    Mar 11, 2026
    Days on Market:
    68
    Last Refresh:
    Apr 6 at 3:02 am

    Property Features for 7783 MAIN STREET

    General Information

    Standard status
    Active
    Lot size
    3.88 Acres
    Property subtype
    Commercial/Industrial

    Building Details

    Year Built
    1797

    We can help!

    Listing Contact
    Bob W Hotaling
    Bob W Hotaling

    Listing agent Bob W Hotaling License #0255046378

    Listing office RE/MAX Allegiance

    Listing date Mar 11, 2026

    Source Exitrealty

    Displayed information is deemed reliable but is not guaranteed and should be independently verified.

    All listing content including descriptions, pricing, images are the copyrighted material of RE/MAX Allegiance

    HighLights

    • 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.
    • Potential for significant renovations and improvements with millions in grant applications and an insurance claim for a new roof.

    Overview

    The Wayside Inn, a historic landmark in Middletown, Virginia, presents a commercial opportunity with expansion potential. Dating back to the 18th century, this property features 22 suites with bathrooms, and 3 bars (tavern, bourbon & Speakeasy, The RED HAT), and entertaining space for events. Situated on just under 4 acres of B1-zoned land, the property offers space for expansion to create a commercial district. Located in the Shenandoah Valley, the Wayside Inn benefits from a scenic backdrop and proximity to attractions, historic sites, and a local community. The grounds provide room for outdoor amenities, gardens, or additional structures. The property is currently running and generating positive cash flow under new management, making it suitable for an owner-occupant. The kitchen and tavern are currently leased. There are grants applied for in the millions to renovate it. Have insurance claim coming for a new roof as well.
    Property Profile Insight Report Location Intelligence

    Current Use by Public Records

    Wayside Inn & Larrick's ... Hotel & Motel WI Wedding Planner Wedding Service

    Suggested Use

    Real Estate Agency Restaurant Spa & Massage Center Hair Salon Nail Salon Building Supply Auto Repair Shop Big Box & Wholesale Store Hotel & Motel Bar & Pub

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Middletown
    County
    Warren
    State
    Virginia
    Longitude
    -78.2771
    Latitude
    39.0304

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    FAQs

    What type of property is this?
    Hotel - Historic inn with 22 suites, bars, and expansion potential.
    Where is this hotel located?
    The property is located at 7783 MAIN STREET Middletown, VA.
    What is the asking price?
    The asking price for this property is $1,300,000.
    What are key features of this property?
    This property features: 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.
    (703) 824-4800
    We can help!
    Listing Contact
    Bob W Hotaling
    Bob W Hotaling
    Real Estate License ID: 0255046378
    Learn More
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    Realmo Value Estimations

    Realmo estimates a property’s market value using a proprietary methodology that incorporates public data and user-submitted information. This cumulative value is generated by integrating a variety of conventional and innovative methods. 

    Disclaimer

    These figures are not official appraisals and should not be used as a substitute for a valuation performed by a licensed appraiser.
    Actual market value may differ due to factors not captured in the data. Estimates are offered for informational purposes only, and users should conduct independent research before making financial or investment decisions.
    By using this feature, you acknowledge that Realmo is not responsible for actions taken based on these estimates.

    AI approach

    Realmo AI Method estimates property value using machine learning models trained on millions of comparable listings, transactions, and market signals. It analyzes property features, location intelligence data, and current market dynamics to predict the most probable market value in real time.

    Realmo CapRate Calculation

    Realmo calculates the Capitalization Rate (Cap Rate) to help estimate a property's potential return on investment. The Cap Rate is a fundamental metric in commercial real estate that measures the relationship between a property's net operating income and its market value.

    How We Calculate Cap Rate

    Cap Rate Formula:
    Cap Rate (%) = (Net Operating Income / Property Value) × 100

    Net Operating Income (NOI) Formula:
    NOI = Area × Lease Rate × (1 - Vacancy Rate) × (1 - Operating Expense Ratio)

    Components

    Net Operating Income (NOI) represents the annual income a property generates after operating expenses:

    • Area: Building square footage from property records
    • Lease Rate: Annual $/sqft based on market data for the property type and geographic location
    • Vacancy Rate: Percentage of unoccupied space based on market data for the property type and location
    • Operating Expense Ratio: Operating costs as a percentage of income, varies by property type

    Property Value is derived from:

    • Recent sale price (if available)
    • Statistical models using comparable sales
    • AI-powered valuation estimates

    Example Calculation

    For a 100,000 sqft Office Building:

    • Lease Rate: $25.00/sqft/year (market data for Office in this area)
    • Vacancy Rate: 8% (market data for Office in this area)
    • Operating Expense Ratio: 35% (typical for Office properties)
    • Property Value: $15,000,000

    Step 1: Calculate NOI

    NOI = 100,000 × $25.00 × (1 - 0.08) × (1 - 0.35)
    NOI = 100,000 × $25.00 × 0.92 × 0.65
    NOI = $1,495,000/year

    Step 2: Calculate Cap Rate

    Cap Rate = ($1,495,000 / $15,000,000) × 100
    Cap Rate = 9.97%

    Property Type Considerations

    Net Operating Income calculations vary by property type due to different operating expense ratios:

    • Office: Higher expenses (30-40%) for HVAC, utilities, maintenance
    • Retail: Moderate expenses (25-35%) for common area maintenance
    • Industrial/Warehouse: Lower expenses (15-25%) for minimal tenant services
    • Multifamily: Moderate expenses (35-45%) including property management
    • Self-Storage: Lower expenses (25-35%) due to minimal maintenance

    Market lease rates and vacancy rates are specific to each property type and geographic location, reflecting local market conditions.

    Disclaimer

    These calculations are estimates for informational purposes only and should not be used as a substitute for professional financial analysis or appraisal.

    • Cap Rate calculations depend on market data that may change over time
    • Actual operating expenses, lease rates, and vacancy rates may differ from market averages
    • Individual property conditions, lease terms, and tenant quality significantly impact actual NOI
    • Property value estimates are approximations and not official appraisals
    • Cap rates vary widely by market, property condition, and investment risk profile

    Professional Guidance Recommended: Before making any investment or financial decisions, consult with licensed appraisers, commercial real estate brokers, and financial advisors who can evaluate your specific property and circumstances.
    By using this feature, you acknowledge that Realmo is not responsible for investment decisions or actions taken based on these estimates.

    Cap approach

    Capitalization Method calculates value based on estimated net operating income (NOI) and applying a market-based capitalization rate (cap rate), we estimate what a typical investor might be willing to pay for it.

    Comparable approach

    Comparable estimate is based on recent sales of similar nearby properties, adjusted for factors like size, condition, and location.

    Relative

    Relative property class coefficient uses factors that account for typical price differences between various asset types (e.g., retail vs. industrial) to provide a more accurate market-aligned estimate.

    Geo

    Comparable Sales Method, enhanced by Geo coefficients — location-based adjustment factors that reflect differences in price levels across neighborhoods, cities, or regions ensuring a more accurate, market-sensitive valuation.

    Stat Estimate

    This method estimates value based on actual market adjusted recent (~5 years) sales of comparable properties around by location and property type.

    • Ranges - area data calculated by industry standard IQR Outlier Removal Method
    • Range-from: 75% of all similar sales ($/sqft) are above this value
    • Range-to: 75% of all similar sales ($/sqft) are below this value
    AI Estimate

    This method estimates value based on AI market estimation of comparable properties around by location and property type.

    • Ranges - area data calculated by industry standard IQR Outlier Removal Method
    • Range-from: 75% of all estimations ($/sqft) are above this value
    • Range-to: 75% of all estimations ($/sqft) are below this value
    Alternative use

    Estimate considers the property’s potential value if used for a different purpose-based on zoning, demand, and market feasibility.

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