<?xml version="1.0"?>
<edgarSubmission>

    <schemaVersion>X0708</schemaVersion>

    <submissionType>D</submissionType>

    <testOrLive>LIVE</testOrLive>

    <primaryIssuer>
        <cik>0002003201</cik>
        <entityName>Winter Garden Vertical Investors, LLC</entityName>
        <issuerAddress>
            <street1>802 EAST 86TH STREET</street1>
            <city>INDIANAPOLIS</city>
            <stateOrCountry>IN</stateOrCountry>
            <stateOrCountryDescription>INDIANA</stateOrCountryDescription>
            <zipCode>46240</zipCode>
        </issuerAddress>
        <issuerPhoneNumber>317-669-8404</issuerPhoneNumber>
        <jurisdictionOfInc>INDIANA</jurisdictionOfInc>
        <issuerPreviousNameList>
            <value>None</value>
        </issuerPreviousNameList>
        <edgarPreviousNameList>
            <value>None</value>
        </edgarPreviousNameList>
        <entityType>Limited Liability Company</entityType>
        <yearOfInc>
            <withinFiveYears>true</withinFiveYears>
            <value>2023</value>
        </yearOfInc>
    </primaryIssuer>

    <relatedPersonsList>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>Thomas</firstName>
                <middleName>C.</middleName>
                <lastName>Smith</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>802 East 86th Street</street1>
                <city>Indianapolis</city>
                <stateOrCountry>IN</stateOrCountry>
                <stateOrCountryDescription>INDIANA</stateOrCountryDescription>
                <zipCode>46240</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Director</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification>Manager of a Manager of the Manager of the Manager of the Issuer</relationshipClarification>
        </relatedPersonInfo>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>.</firstName>
                <lastName>Leo Brown Group, L.L.C.</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>802 East 86th Street</street1>
                <city>Indianapolis</city>
                <stateOrCountry>IN</stateOrCountry>
                <stateOrCountryDescription>INDIANA</stateOrCountryDescription>
                <zipCode>46240</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Director</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification>Manager on Board of Managers of Manager of the Manager of the Issuer</relationshipClarification>
        </relatedPersonInfo>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>.</firstName>
                <lastName>LBG Winter Garden, LLC</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>802 East 86th Street</street1>
                <city>Indianapolis</city>
                <stateOrCountry>IN</stateOrCountry>
                <stateOrCountryDescription>INDIANA</stateOrCountryDescription>
                <zipCode>46240</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Director</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification>Manager of the Manager of the Issuer</relationshipClarification>
        </relatedPersonInfo>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>.</firstName>
                <lastName>Winter Garden Land Investors, LLC</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>802 East 86th Street</street1>
                <city>Indianapolis</city>
                <stateOrCountry>IN</stateOrCountry>
                <stateOrCountryDescription>INDIANA</stateOrCountryDescription>
                <zipCode>46240</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Director</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification>Manager of the Issuer</relationshipClarification>
        </relatedPersonInfo>
    </relatedPersonsList>

    <offeringData>
        <industryGroup>
            <industryGroupType>Other Real Estate</industryGroupType>
        </industryGroup>
        <issuerSize>
            <revenueRange>Decline to Disclose</revenueRange>
        </issuerSize>
        <federalExemptionsExclusions>
            <item>06b</item>
        </federalExemptionsExclusions>
        <typeOfFiling>
            <newOrAmendment>
                <isAmendment>false</isAmendment>
            </newOrAmendment>
            <dateOfFirstSale>
                <value>2023-11-17</value>
            </dateOfFirstSale>
        </typeOfFiling>
        <durationOfOffering>
            <moreThanOneYear>false</moreThanOneYear>
        </durationOfOffering>
        <typesOfSecuritiesOffered>
            <isEquityType>true</isEquityType>
            <isOtherType>true</isOtherType>
            <descriptionOfOtherType>Membership interest in limited liability company</descriptionOfOtherType>
        </typesOfSecuritiesOffered>
        <businessCombinationTransaction>
            <isBusinessCombinationTransaction>false</isBusinessCombinationTransaction>
            <clarificationOfResponse></clarificationOfResponse>
        </businessCombinationTransaction>
        <minimumInvestmentAccepted>25000</minimumInvestmentAccepted>
        <salesCompensationList></salesCompensationList>
        <offeringSalesAmounts>
            <totalOfferingAmount>12582530</totalOfferingAmount>
            <totalAmountSold>12582530</totalAmountSold>
            <totalRemaining>0</totalRemaining>
            <clarificationOfResponse></clarificationOfResponse>
        </offeringSalesAmounts>
        <investors>
            <hasNonAccreditedInvestors>false</hasNonAccreditedInvestors>
            <totalNumberAlreadyInvested>139</totalNumberAlreadyInvested>
        </investors>
        <salesCommissionsFindersFees>
            <salesCommissions>
                <dollarAmount>0</dollarAmount>
            </salesCommissions>
            <findersFees>
                <dollarAmount>0</dollarAmount>
            </findersFees>
            <clarificationOfResponse></clarificationOfResponse>
        </salesCommissionsFindersFees>
        <useOfProceeds>
            <grossProceedsUsed>
                <dollarAmount>0</dollarAmount>
            </grossProceedsUsed>
            <clarificationOfResponse></clarificationOfResponse>
        </useOfProceeds>
        <signatureBlock>
            <authorizedRepresentative>false</authorizedRepresentative>
            <signature>
                <issuerName>Winter Garden Vertical Investors, LLC</issuerName>
                <signatureName>/s/ Thomas C. Smith</signatureName>
                <nameOfSigner>Thomas C. Smith</nameOfSigner>
                <signatureTitle>Mgr of a Mgr of Mgr of Mgr of the Issuer</signatureTitle>
                <signatureDate>2023-12-07</signatureDate>
            </signature>
        </signatureBlock>
    </offeringData>
</edgarSubmission>
