diff --git a/src/EFCore.SqlServer/Query/Internal/SqlServerSqlNullabilityProcessor.cs b/src/EFCore.SqlServer/Query/Internal/SqlServerSqlNullabilityProcessor.cs
index ce62d6755b1..a44d8389410 100644
--- a/src/EFCore.SqlServer/Query/Internal/SqlServerSqlNullabilityProcessor.cs
+++ b/src/EFCore.SqlServer/Query/Internal/SqlServerSqlNullabilityProcessor.cs
@@ -1,4 +1,4 @@
-// Licensed to the .NET Foundation under one or more agreements.
+// Licensed to the .NET Foundation under one or more agreements.
 // The .NET Foundation licenses this file to you under the MIT license.
 
 using System.Collections;
@@ -32,11 +32,11 @@ public class SqlServerSqlNullabilityProcessor(
     public const string OpenJsonParameterTableName = "__openjson";
 
     private readonly ISqlServerSingletonOptions _sqlServerSingletonOptions = sqlServerSingletonOptions;
+    private readonly ISqlExpressionFactory _sqlExpressionFactory = dependencies.SqlExpressionFactory;
 
     private int _openJsonAliasCounter;
     private int _totalParameterCount;
 
-
     /// <summary>
     ///     This is an internal API that supports the Entity Framework Core infrastructure and not subject to
     ///     the same compatibility standards as public APIs. It may be changed or removed without notice in
@@ -258,6 +258,7 @@ protected override SqlExpression VisitIn(InExpression inExpression, bool allowOp
             {
                 Check.DebugAssert(valuesParameter.TypeMapping is not null);
                 Check.DebugAssert(valuesParameter.TypeMapping.ElementTypeMapping is not null);
+
                 var elementTypeMapping = (RelationalTypeMapping)valuesParameter.TypeMapping.ElementTypeMapping;
 
                 if (TryHandleOverLimitParameters(
@@ -268,30 +269,42 @@ protected override SqlExpression VisitIn(InExpression inExpression, bool allowOp
                         out var constants,
                         out var containsNulls))
                 {
-                    inExpression = (openJson, constants) switch
+                    if (openJson != null)
+                    {
+                        var column = new ColumnExpression(
+                            "value",
+                            openJson.Alias,
+                            valuesParameter.Type.GetSequenceType().UnwrapNullableType(),
+                            elementTypeMapping,
+                            containsNulls!.Value);
+
+                        var subquery = SelectExpression.CreateImmutable(
+                            null!,
+                            [openJson],
+                            [new ProjectionExpression(column, "value")],
+                            null!);
+
+                        nullable = false;
+
+                        var translatedIn = inExpression.Update(inExpression.Item, subquery);
+
+                        if (containsNulls.GetValueOrDefault())
+                        {
+                            return _sqlExpressionFactory.OrElse(
+                                translatedIn,
+                                _sqlExpressionFactory.IsNull(inExpression.Item));
+                        }
+
+                        return translatedIn;
+                    }
+
+                    if (constants != null)
                     {
-                        (not null, null)
-                            => inExpression.Update(
-                                inExpression.Item,
-                                SelectExpression.CreateImmutable(
-                                    null!,
-                                    [openJson],
-                                    [
-                                        new ProjectionExpression(
-                                            new ColumnExpression(
-                                                "value",
-                                                openJson.Alias,
-                                                valuesParameter.Type.GetSequenceType(),
-                                                elementTypeMapping,
-                                                containsNulls!.Value),
-                                            "value")
-                                    ],
-                                    null!)),
-
-                        (null, not null) => inExpression.Update(inExpression.Item, constants),
-
-                        _ => throw new UnreachableException(),
-                    };
+                        nullable = false;
+                        return inExpression.Update(inExpression.Item, constants);
+                    }
+
+                    throw new UnreachableException("TryHandleOverLimitParameters should return either openJson or constants.");
                 }
 
                 return base.VisitIn(inExpression, allowOptimizedExpansion, out nullable);
diff --git a/test/EFCore.SqlServer.FunctionalTests/Query/PrimitiveCollectionsQuerySqlServerTest.cs b/test/EFCore.SqlServer.FunctionalTests/Query/PrimitiveCollectionsQuerySqlServerTest.cs
index 8824c821189..e6b76455bf1 100644
--- a/test/EFCore.SqlServer.FunctionalTests/Query/PrimitiveCollectionsQuerySqlServerTest.cs
+++ b/test/EFCore.SqlServer.FunctionalTests/Query/PrimitiveCollectionsQuerySqlServerTest.cs
@@ -1,4 +1,4 @@
-// Licensed to the .NET Foundation under one or more agreements.
+// Licensed to the .NET Foundation under one or more agreements.
 // The .NET Foundation licenses this file to you under the MIT license.
 
 namespace Microsoft.EntityFrameworkCore.Query;
@@ -2568,6 +2568,26 @@ SELECT COUNT(*)
 """);
     }
 
+    [ConditionalFact]
+    public virtual async Task Parameter_collection_with_null_value_Contains_null_element_Real_Check()
+    {
+        using var context = Fixture.CreateContext();
+
+        var values = Enumerable.Range(1, 2200).Select(i => (int?)i).ToList();
+        values.Add(null);
+
+        var queryResults = await context.Set<PrimitiveCollectionsEntity>()
+            .Where(e => values.Contains(e.NullableInt))
+            .ToListAsync();
+
+        var sql = Fixture.TestSqlLoggerFactory.SqlStatements.Last();
+
+        Assert.NotEmpty(queryResults);
+        Assert.Contains(queryResults, e => e.NullableInt == null);
+        Assert.Contains("OPENJSON", sql);
+        Assert.Contains("IS NULL", sql);
+    }
+
     [ConditionalFact]
     public virtual async Task Parameter_collection_of_ints_Contains_int_2071_values()
     {