diff --git a/vector-stores/spring-ai-pgvector-store/src/main/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverter.java b/vector-stores/spring-ai-pgvector-store/src/main/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverter.java
index 0b2ccf2fd51..18d8e23bc16 100644
--- a/vector-stores/spring-ai-pgvector-store/src/main/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverter.java
+++ b/vector-stores/spring-ai-pgvector-store/src/main/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverter.java
@@ -15,24 +15,64 @@
  */
 package org.springframework.ai.vectorstore;
 
+import org.springframework.ai.vectorstore.filter.Filter;
 import org.springframework.ai.vectorstore.filter.Filter.Expression;
 import org.springframework.ai.vectorstore.filter.Filter.Group;
 import org.springframework.ai.vectorstore.filter.Filter.Key;
 import org.springframework.ai.vectorstore.filter.converter.AbstractFilterExpressionConverter;
+import java.util.List;
 
 /**
  * Converts {@link Expression} into PgVector metadata filter expression format.
  * (https://www.postgresql.org/docs/current/functions-json.html)
  *
+ * @author Muthukumaran Navaneethakrishnan
  * @author Christian Tzolov
  */
 public class PgVectorFilterExpressionConverter extends AbstractFilterExpressionConverter {
 
 	@Override
 	protected void doExpression(Expression expression, StringBuilder context) {
-		this.convertOperand(expression.left(), context);
-		context.append(getOperationSymbol(expression));
-		this.convertOperand(expression.right(), context);
+		if (expression.type() == Filter.ExpressionType.IN) {
+			handleIn(expression, context);
+		}
+		else if (expression.type() == Filter.ExpressionType.NIN) {
+			handleNotIn(expression, context);
+		}
+		else {
+			this.convertOperand(expression.left(), context);
+			context.append(getOperationSymbol(expression));
+			this.convertOperand(expression.right(), context);
+		}
+	}
+
+	private void handleIn(Expression expression, StringBuilder context) {
+		context.append("(");
+		convertToConditions(expression, context);
+		context.append(")");
+	}
+
+	private void convertToConditions(Expression expression, StringBuilder context) {
+		Filter.Value right = (Filter.Value) expression.right();
+		Object value = right.value();
+		if (!(value instanceof List)) {
+			throw new IllegalArgumentException("Expected a List, but got: " + value.getClass().getSimpleName());
+		}
+		List<Object> values = (List) value;
+		for (int i = 0; i < values.size(); i++) {
+			this.convertOperand(expression.left(), context);
+			context.append(" == ");
+			this.doSingleValue(values.get(i), context);
+			if (i < values.size() - 1) {
+				context.append(" || ");
+			}
+		}
+	}
+
+	private void handleNotIn(Expression expression, StringBuilder context) {
+		context.append("!(");
+		convertToConditions(expression, context);
+		context.append(")");
 	}
 
 	private String getOperationSymbol(Expression exp) {
@@ -53,10 +93,6 @@ private String getOperationSymbol(Expression exp) {
 				return " > ";
 			case GTE:
 				return " >= ";
-			case IN:
-				return " in ";
-			case NIN:
-				return " nin ";
 			default:
 				throw new RuntimeException("Not supported expression type: " + exp.type());
 		}
diff --git a/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverterTests.java b/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverterTests.java
index 9cdc6b7bdbb..ca662ab8e09 100644
--- a/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverterTests.java
+++ b/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorFilterExpressionConverterTests.java
@@ -34,6 +34,7 @@
 import org.springframework.ai.vectorstore.filter.FilterExpressionConverter;
 
 /**
+ * @author Muthukumaran Navaneethakrishnan
  * @author Christian Tzolov
  */
 public class PgVectorFilterExpressionConverterTests {
@@ -61,7 +62,8 @@ public void tesIn() {
 		// genre in ["comedy", "documentary", "drama"]
 		String vectorExpr = converter.convertExpression(
 				new Expression(IN, new Key("genre"), new Value(List.of("comedy", "documentary", "drama"))));
-		assertThat(vectorExpr).isEqualTo("$.genre in [\"comedy\",\"documentary\",\"drama\"]");
+		assertThat(vectorExpr)
+			.isEqualTo("($.genre == \"comedy\" || $.genre == \"documentary\" || $.genre == \"drama\")");
 	}
 
 	@Test
@@ -82,7 +84,7 @@ public void testGroup() {
 						new Expression(EQ, new Key("country"), new Value("BG")))),
 				new Expression(NIN, new Key("city"), new Value(List.of("Sofia", "Plovdiv")))));
 		assertThat(vectorExpr)
-			.isEqualTo("($.year >= 2020 || $.country == \"BG\") && $.city nin [\"Sofia\",\"Plovdiv\"]");
+			.isEqualTo("($.year >= 2020 || $.country == \"BG\") && !($.city == \"Sofia\" || $.city == \"Plovdiv\")");
 	}
 
 	@Test
@@ -93,7 +95,8 @@ public void tesBoolean() {
 						new Expression(GTE, new Key("year"), new Value(2020))),
 				new Expression(IN, new Key("country"), new Value(List.of("BG", "NL", "US")))));
 
-		assertThat(vectorExpr).isEqualTo("$.isOpen == true && $.year >= 2020 && $.country in [\"BG\",\"NL\",\"US\"]");
+		assertThat(vectorExpr).isEqualTo(
+				"$.isOpen == true && $.year >= 2020 && ($.country == \"BG\" || $.country == \"NL\" || $.country == \"US\")");
 	}
 
 	@Test
diff --git a/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorStoreIT.java b/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorStoreIT.java
index 19586503d31..cfdcf86d973 100644
--- a/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorStoreIT.java
+++ b/vector-stores/spring-ai-pgvector-store/src/test/java/org/springframework/ai/vectorstore/PgVectorStoreIT.java
@@ -24,12 +24,15 @@
 import java.util.List;
 import java.util.Map;
 import java.util.UUID;
+import java.util.stream.Stream;
 
 import javax.sql.DataSource;
 
 import org.junit.Assert;
 import org.junit.jupiter.api.condition.EnabledIfEnvironmentVariable;
 import org.junit.jupiter.params.ParameterizedTest;
+import org.junit.jupiter.params.provider.Arguments;
+import org.junit.jupiter.params.provider.MethodSource;
 import org.junit.jupiter.params.provider.ValueSource;
 import org.springframework.ai.document.Document;
 import org.springframework.ai.embedding.EmbeddingModel;
@@ -57,6 +60,7 @@
 import com.zaxxer.hikari.HikariDataSource;
 
 /**
+ * @author Muthukumaran Navaneethakrishnan
  * @author Christian Tzolov
  */
 @Testcontainers
@@ -128,6 +132,46 @@ public void addAndSearch(String distanceType) {
 			});
 	}
 
+	static Stream<Arguments> provideFilters() {
+		return Stream.of(Arguments.of("country in ['BG','NL']", 3), // String Filters In
+				Arguments.of("year in [2020]", 1), // Numeric Filters In
+				Arguments.of("country not in ['BG']", 1), // String Filter Not In
+				Arguments.of("year not in [2020]", 2) // Numeric Filter Not In
+		);
+	}
+
+	@ParameterizedTest(name = "Filter expression {0} should return {1} records ")
+	@MethodSource("provideFilters")
+	public void searchWithInFilter(String expression, Integer expectedRecords) {
+
+		contextRunner.withPropertyValues("test.spring.ai.vectorstore.pgvector.distanceType=COSINE_DISTANCE")
+			.run(context -> {
+
+				VectorStore vectorStore = context.getBean(VectorStore.class);
+
+				var bgDocument = new Document("The World is Big and Salvation Lurks Around the Corner",
+						Map.of("country", "BG", "year", 2020, "foo bar 1", "bar.foo"));
+				var nlDocument = new Document("The World is Big and Salvation Lurks Around the Corner",
+						Map.of("country", "NL"));
+				var bgDocument2 = new Document("The World is Big and Salvation Lurks Around the Corner",
+						Map.of("country", "BG", "year", 2023));
+
+				vectorStore.add(List.of(bgDocument, nlDocument, bgDocument2));
+
+				SearchRequest searchRequest = SearchRequest.query("The World")
+					.withFilterExpression(expression)
+					.withTopK(5)
+					.withSimilarityThresholdAll();
+
+				List<Document> results = vectorStore.similaritySearch(searchRequest);
+
+				assertThat(results).hasSize(expectedRecords);
+
+				// Remove all documents from the store
+				dropTable(context);
+			});
+	}
+
 	@ParameterizedTest(name = "{0} : {displayName} ")
 	@ValueSource(strings = { "COSINE_DISTANCE", "EUCLIDEAN_DISTANCE", "NEGATIVE_INNER_PRODUCT" })
 	public void searchWithFilters(String distanceType) {