diff --git a/specs/spring-cloud-contract-spec-java/src/main/java/org/springframework/cloud/contract/spec/internal/OptionalProperty.java b/specs/spring-cloud-contract-spec-java/src/main/java/org/springframework/cloud/contract/spec/internal/OptionalProperty.java
index bafd2ad923..0c294d5cad 100644
--- a/specs/spring-cloud-contract-spec-java/src/main/java/org/springframework/cloud/contract/spec/internal/OptionalProperty.java
+++ b/specs/spring-cloud-contract-spec-java/src/main/java/org/springframework/cloud/contract/spec/internal/OptionalProperty.java
@@ -44,14 +44,21 @@ public class OptionalProperty implements Serializable, CanBeDynamic {
 	}
 
 	public String value() {
-		if (this.value == null) {
+		return valueToCheck(this.value).toString();
+	}
+
+	private Object valueToCheck(Object value) {
+		if (value == null) {
 			return "";
 		}
-		else if (this.value instanceof RegexProperty) {
-			return ((RegexProperty) this.value).pattern();
+		else if (value instanceof ClientDslProperty) {
+			return valueToCheck(((ClientDslProperty) value).getClientValue());
+		}
+		else if (value instanceof RegexProperty || value instanceof Pattern) {
+			return new RegexProperty(value).pattern();
 		}
 		else {
-			return this.value.toString();
+			return value.toString();
 		}
 	}
 
diff --git a/specs/spring-cloud-contract-spec/src/test/groovy/org/springframework/cloud/contract/spec/internal/ContractSpec.groovy b/specs/spring-cloud-contract-spec/src/test/groovy/org/springframework/cloud/contract/spec/internal/ContractSpec.groovy
index 0f52513ac7..19d6da35ae 100644
--- a/specs/spring-cloud-contract-spec/src/test/groovy/org/springframework/cloud/contract/spec/internal/ContractSpec.groovy
+++ b/specs/spring-cloud-contract-spec/src/test/groovy/org/springframework/cloud/contract/spec/internal/ContractSpec.groovy
@@ -464,4 +464,23 @@ then:
 		then:
 			thrown(IllegalStateException)
 	}
+
+	@Issue("1215")
+	def 'should work fine when dealing with anyOf'() {
+		when:
+			Contract.make {
+				request {
+					method 'GET'
+					url '/any'
+					body (
+							foo: $(consumer(optional(anyOf('WORKS','MIGHTY', 'DESPAIR'))), producer('DESPAIR'))
+					)
+				}
+				response {
+					status OK()
+				}
+			}
+		then:
+			noExceptionThrown()
+	}
 }