jackson-databindを導入 (maven)
pom.xml
    <dependency>
        <groupId>com.fasterxml.jackson.core</groupId>
        <artifactId>jackson-databind</artifactId>
        <version>2.14.3</version>
    </dependency>
enumを定義
import com.fasterxml.jackson.annotation.JsonProperty;
public enum Status {
    @JsonProperty("finished")
    DONE,
    @JsonProperty("wip")
    IN_PROGRESS,
    @JsonProperty("ready")
    NOT_STARTED;
}
JSONモデルを定義
public class Task {
    public String title;
    // enum
    public Status status;
}
メソッドをpublicにしないとdeserialize時にエラーが出るので注意。
デシリアライズ
import com.fasterxml.jackson.core.JsonProcessingException;
import com.fasterxml.jackson.databind.ObjectMapper;
public class JsonApp {
    public static void main(String[] args) {
        String taskString = "{\"title\": \"do something\", \"status\": \"finished\"}";
        try {
            Task task = new ObjectMapper().readValue(taskString, Task.class);
            System.out.println("title: " + task.title);
            System.out.println("status: " + task.status);
        } catch (JsonProcessingException e) {
            System.out.println("error: " + e.getMessage());
        }
    }
}
結果
title: do something
status: DONE