diff --git a/packages/Postgrest/Postgrest.Tests/Linq/WhereClauseTests.cs b/packages/Postgrest/Postgrest.Tests/Linq/WhereClauseTests.cs
index c3197417..718d7af0 100644
--- a/packages/Postgrest/Postgrest.Tests/Linq/WhereClauseTests.cs
+++ b/packages/Postgrest/Postgrest.Tests/Linq/WhereClauseTests.cs
@@ -164,6 +164,20 @@ public void Where_ShouldTranslateNegatedBooleanMemberIntoNotEqTrue()
             .GenerateUrl().Should().Be($"{BaseUrl}/kitchen_sink?bool_value=not.eq.True");
     }
 
+    [TestMethod]
+    public void Where_ShouldUseColumnName_GivenBareNullableBooleanValueMember()
+    {
+        this.client.Table<NullableFlag>().Where(x => x.IsActive!.Value)
+            .GenerateUrl().Should().Be($"{BaseUrl}/nullable_flag?is_active=eq.True");
+    }
+
+    [TestMethod]
+    public void Where_ShouldUseColumnName_GivenNegatedNullableBooleanValueMember()
+    {
+        this.client.Table<NullableFlag>().Where(x => !x.IsActive!.Value)
+            .GenerateUrl().Should().Be($"{BaseUrl}/nullable_flag?is_active=not.eq.True");
+    }
+
     [TestMethod]
     public void Where_ShouldNestBooleanMember_GivenAnAndPredicate()
     {
diff --git a/packages/Postgrest/Postgrest.Tests/Models/NullableFlag.cs b/packages/Postgrest/Postgrest.Tests/Models/NullableFlag.cs
new file mode 100644
index 00000000..0318fb42
--- /dev/null
+++ b/packages/Postgrest/Postgrest.Tests/Models/NullableFlag.cs
@@ -0,0 +1,18 @@
+#nullable enable
+using Supabase.Postgrest.Attributes;
+using Supabase.Postgrest.Models;
+
+namespace Postgrest.Tests.Models;
+
+/// <summary>
+/// A model with a nullable boolean column, used to assert that a bare `Nullable&lt;bool&gt;.Value`
+/// predicate (i.e. `x => x.IsActive!.Value`) resolves to the mapped column rather than `Value`.
+/// URL-generation only; it is not backed by a seeded table.
+/// </summary>
+[Table("nullable_flag")]
+public class NullableFlag : BaseModel
+{
+    [PrimaryKey("id")] public int? Id { get; set; }
+
+    [Column("is_active")] public bool? IsActive { get; set; }
+}
diff --git a/packages/Postgrest/Postgrest/Linq/WhereExpressionVisitor.cs b/packages/Postgrest/Postgrest/Linq/WhereExpressionVisitor.cs
index bc23a702..c245e924 100644
--- a/packages/Postgrest/Postgrest/Linq/WhereExpressionVisitor.cs
+++ b/packages/Postgrest/Postgrest/Linq/WhereExpressionVisitor.cs
@@ -182,8 +182,9 @@ protected override Expression VisitConditional(ConditionalExpression node) =>
             Expression.AndAlso(Expression.Not(node.Test), node.IfFalse)));
 
     /// <summary>
-    /// Handles a boolean column used directly as a predicate (i.e. `x => x.IsActive`, or negated via
-    /// <see cref="VisitUnary"/> `x => !x.IsActive`), translating it into a `column.eq.true` filter.
+    /// Handles a boolean column used directly as a predicate (i.e. `x => x.IsActive`, its nullable
+    /// `x => x.IsActive!.Value` form, or negated via <see cref="VisitUnary"/> `x => !x.IsActive`),
+    /// translating it into a `column.eq.true` filter.
     /// </summary>
     /// <param name="node"></param>
     /// <returns></returns>
@@ -192,7 +193,9 @@ protected override Expression VisitMember(MemberExpression node)
         if (node.Type != typeof(bool) || !this.ContainsParameter(node))
             return base.VisitMember(node);
 
-        this.Filter = new QueryFilter(this.GetColumnFromMemberExpression(node), Operator.Equals, true);
+        var column = this.ResolveColumn(node) ?? throw new ArgumentException(
+            $"Expression: '{node}' is expected to be property with a ColumnAttribute or PrimaryKeyAttribute");
+        this.Filter = new QueryFilter(column, Operator.Equals, true);
         return node;
     }