diff --git a/src/V3Width.cpp b/src/V3Width.cpp
index ef032d984..d88293db6 100644
--- a/src/V3Width.cpp
+++ b/src/V3Width.cpp
@@ -2875,6 +2875,7 @@ class WidthVisitor final : public VNVisitor {
         // Assign missing values
         V3Number num(nodep, nodep->width(), 0);
         const V3Number one{nodep, nodep->width(), 1};
+        bool wrapAround = false;
         std::map<const V3Number, AstEnumItem*> inits;
         for (AstEnumItem* itemp = nodep->itemsp(); itemp;
              itemp = VN_AS(itemp->nextp(), EnumItem)) {
@@ -2890,9 +2891,10 @@ class WidthVisitor final : public VNVisitor {
                     continue;
                 }
                 // TODO IEEE says assigning sized number that is not same size as enum is illegal
+                wrapAround = false;  // Explicit value resets wrap-around tracking
             }
             if (!itemp->valuep()) {
-                if (num.isEqZero() && itemp != nodep->itemsp()) {
+                if (wrapAround) {
                     itemp->v3error("Enum value illegally wrapped around (IEEE 1800-2023 6.19)");
                 }
                 if (num.isFourState()) {
@@ -2918,7 +2920,16 @@ class WidthVisitor final : public VNVisitor {
                                << otherp->warnOther() << "... Location of original declaration\n"
                                << otherp->warnContextSecondary());
             }
+            // Detect wrap-around after increment for the next auto-valued item.
+            // For signed types, overflow is positive-to-negative (e.g., INT_MAX+1).
+            // For unsigned types, overflow wraps to zero (e.g., UINT_MAX+1).
+            const bool prevNeg = constp->num().isNegative();
             num.opAdd(one, constp->num());
+            if (basicp->isSigned()) {
+                wrapAround = !prevNeg && num.isNegative();
+            } else {
+                wrapAround = num.isEqZero();
+            }
         }
     }
     void visit(AstEnumItem* nodep) override {
diff --git a/test_regress/t/t_enum_signed_wrap.py b/test_regress/t/t_enum_signed_wrap.py
new file mode 100755
index 000000000..8a938befd
--- /dev/null
+++ b/test_regress/t/t_enum_signed_wrap.py
@@ -0,0 +1,18 @@
+#!/usr/bin/env python3
+# DESCRIPTION: Verilator: Verilog Test driver/expect definition
+#
+# This program is free software; you can redistribute it and/or modify it
+# under the terms of either the GNU Lesser General Public License Version 3
+# or the Perl Artistic License Version 2.0.
+# SPDX-FileCopyrightText: 2026 Wilson Snyder
+# SPDX-License-Identifier: LGPL-3.0-only OR Artistic-2.0
+
+import vltest_bootstrap
+
+test.scenarios('simulator')
+
+test.compile()
+
+test.execute()
+
+test.passes()
diff --git a/test_regress/t/t_enum_signed_wrap.v b/test_regress/t/t_enum_signed_wrap.v
new file mode 100644
index 000000000..0e2d74c1c
--- /dev/null
+++ b/test_regress/t/t_enum_signed_wrap.v
@@ -0,0 +1,93 @@
+// DESCRIPTION: Verilator: Verilog Test module
+//
+// This file ONLY is placed under the Creative Commons Public Domain.
+// SPDX-FileCopyrightText: 2026 PlanV GmbH
+// SPDX-License-Identifier: CC0-1.0
+
+// Test that signed enum types auto-incrementing through zero are accepted.
+// Previously Verilator falsely rejected these with "illegally wrapped around".
+
+module t;
+
+  // Case 1: signed enum crossing zero (the original bug)
+  typedef enum int {
+    CROSS_NEG2 = -2,
+    CROSS_NEG1,  // -1
+    CROSS_ZERO,  //  0
+    CROSS_POS1   //  1
+  } cross_zero_e;
+
+  // Case 2: signed enum starting at zero
+  typedef enum int {
+    START_ZERO = 0,
+    START_ONE,   // 1
+    START_TWO    // 2
+  } start_zero_e;
+
+  // Case 3: signed enum all negative
+  typedef enum int {
+    ALL_NEG3 = -3,
+    ALL_NEG2,  // -2
+    ALL_NEG1   // -1
+  } all_neg_e;
+
+  // Case 4: signed enum starting at large negative, crossing zero
+  typedef enum logic signed [7:0] {
+    WIDE_NEG3 = -8'sd3,
+    WIDE_NEG2,  // -2
+    WIDE_NEG1,  // -1
+    WIDE_ZERO,  //  0
+    WIDE_POS1,  //  1
+    WIDE_POS2   //  2
+  } wide_cross_e;
+
+  // Case 5: signed enum single value at zero
+  typedef enum int {
+    SINGLE_ZERO = 0
+  } single_zero_e;
+
+  // Case 6: signed enum starting at -1, crossing zero
+  typedef enum int {
+    FROM_NEG1 = -1,
+    FROM_ZERO,  // 0
+    FROM_POS1   // 1
+  } from_neg1_e;
+
+  initial begin
+    // Case 1: crossing zero
+    if (CROSS_NEG2 !== -2) $stop;
+    if (CROSS_NEG1 !== -1) $stop;
+    if (CROSS_ZERO !== 0) $stop;
+    if (CROSS_POS1 !== 1) $stop;
+
+    // Case 2: starting at zero
+    if (START_ZERO !== 0) $stop;
+    if (START_ONE !== 1) $stop;
+    if (START_TWO !== 2) $stop;
+
+    // Case 3: all negative
+    if (ALL_NEG3 !== -3) $stop;
+    if (ALL_NEG2 !== -2) $stop;
+    if (ALL_NEG1 !== -1) $stop;
+
+    // Case 4: wider signed type crossing zero
+    if (WIDE_NEG3 !== -8'sd3) $stop;
+    if (WIDE_NEG2 !== -8'sd2) $stop;
+    if (WIDE_NEG1 !== -8'sd1) $stop;
+    if (WIDE_ZERO !== 8'sd0) $stop;
+    if (WIDE_POS1 !== 8'sd1) $stop;
+    if (WIDE_POS2 !== 8'sd2) $stop;
+
+    // Case 5: single zero
+    if (SINGLE_ZERO !== 0) $stop;
+
+    // Case 6: from -1 crossing zero
+    if (FROM_NEG1 !== -1) $stop;
+    if (FROM_ZERO !== 0) $stop;
+    if (FROM_POS1 !== 1) $stop;
+
+    $write("*-* All Finished *-*\n");
+    $finish;
+  end
+
+endmodule