diff --git a/src/System.Management.Automation/FormatAndOutput/common/ComplexWriter.cs b/src/System.Management.Automation/FormatAndOutput/common/ComplexWriter.cs
index 61a3f962da..a69ad41c96 100644
--- a/src/System.Management.Automation/FormatAndOutput/common/ComplexWriter.cs
+++ b/src/System.Management.Automation/FormatAndOutput/common/ComplexWriter.cs
@@ -9,7 +9,6 @@ using System.Globalization;
 using System.Management.Automation;
 using System.Management.Automation.Internal;
 using System.Text;
-using System.Text.RegularExpressions;
 
 namespace Microsoft.PowerShell.Commands.Internal.Format
 {
@@ -317,6 +316,7 @@ namespace Microsoft.PowerShell.Commands.Internal.Format
     {
         internal string Word;
         internal string Delim;
+        internal bool VtResetAdded;
     }
 
     /// <summary>
@@ -367,9 +367,19 @@ namespace Microsoft.PowerShell.Commands.Internal.Format
                 {
                     var vtSpan = s.AsSpan(i, len);
                     sb.Append(vtSpan);
-                    vtSeqs.Append(vtSpan);
 
-                    wordHasVtSeqs = true;
+                    if (vtSpan.SequenceEqual(PSStyle.Instance.Reset))
+                    {
+                        // The Reset sequence will void all previous VT sequences.
+                        vtSeqs.Clear();
+                        wordHasVtSeqs = false;
+                    }
+                    else
+                    {
+                        vtSeqs.Append(vtSpan);
+                        wordHasVtSeqs = true;
+                    }
+
                     i += len - 1;
                     continue;
                 }
@@ -390,15 +400,18 @@ namespace Microsoft.PowerShell.Commands.Internal.Format
 
                 if (delimiter is not null)
                 {
+                    bool vtResetAdded = false;
                     if (wordHasVtSeqs && !sb.EndsWith(PSStyle.Instance.Reset))
                     {
+                        vtResetAdded = true;
                         sb.Append(PSStyle.Instance.Reset);
                     }
 
                     var result = new GetWordsResult()
                     {
                         Word = sb.ToString(),
-                        Delim = delimiter
+                        Delim = delimiter,
+                        VtResetAdded = vtResetAdded
                     };
 
                     sb.Clear().Append(vtSeqs);
@@ -611,7 +624,7 @@ namespace Microsoft.PowerShell.Commands.Internal.Format
 
                     if (suffix is not null)
                     {
-                        wordToAdd = wordToAdd.EndsWith(resetStr)
+                        wordToAdd = word.VtResetAdded
                             ? wordToAdd.Insert(wordToAdd.Length - resetStr.Length, suffix)
                             : wordToAdd + suffix;
                     }
@@ -760,9 +773,19 @@ namespace Microsoft.PowerShell.Commands.Internal.Format
                 {
                     var vtSpan = s.AsSpan(i, len);
                     sb.Append(vtSpan);
-                    vtSeqs.Append(vtSpan);
 
-                    hasVtSeqs = true;
+                    if (vtSpan.SequenceEqual(PSStyle.Instance.Reset))
+                    {
+                        // The Reset sequence will void all previous VT sequences.
+                        vtSeqs.Clear();
+                        hasVtSeqs = false;
+                    }
+                    else
+                    {
+                        vtSeqs.Append(vtSpan);
+                        hasVtSeqs = true;
+                    }
+
                     i += len - 1;
                     continue;
                 }
diff --git a/src/System.Management.Automation/FormatAndOutput/common/ListWriter.cs b/src/System.Management.Automation/FormatAndOutput/common/ListWriter.cs
index 7598c6b279..988b113374 100644
--- a/src/System.Management.Automation/FormatAndOutput/common/ListWriter.cs
+++ b/src/System.Management.Automation/FormatAndOutput/common/ListWriter.cs
@@ -259,7 +259,7 @@ namespace Microsoft.PowerShell.Commands.Internal.Format
                     _cachedBuilder.Append(headPadding).Append(str);
                 }
 
-                if (str.Contains(ValueStringDecorated.ESC) && !str.EndsWith(reset))
+                if (str.Contains(ValueStringDecorated.ESC) && !str.AsSpan().TrimEnd().EndsWith(reset, StringComparison.Ordinal))
                 {
                     _cachedBuilder.Append(reset);
                 }
diff --git a/test/powershell/engine/Formatting/PSStyle.Tests.ps1 b/test/powershell/engine/Formatting/PSStyle.Tests.ps1
index d8a124a233..18baed17dd 100644
--- a/test/powershell/engine/Formatting/PSStyle.Tests.ps1
+++ b/test/powershell/engine/Formatting/PSStyle.Tests.ps1
@@ -488,7 +488,7 @@ Billy Bob… Senior DevOps …  13
         $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
     }
 
-    It "Word wrapping for string with escape sequences" {
+    It "Word wrapping for string with escape sequences (1)" {
        $expected = @"
 `e[32;1mLongDescription : `e[0m`e[33mPowerShell `e[0m
                   `e[33mscripting `e[0m
@@ -501,7 +501,46 @@ Billy Bob… Senior DevOps …  13
         $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
     }
 
-    It "Splitting multi-line string with escape sequences" {
+    It "Word wrapping for string with escape sequences (2)" {
+       $expected = @"
+`e[32;1mLongDescription : `e[0m`e[33mPowerShell`e[0m 
+                  scripting 
+                  language
+"@
+        $obj = [pscustomobject] @{ LongDescription = "`e[33mPowerShell`e[0m scripting language" }
+        $obj | Format-List | Out-String -Width 35 | Out-File $outFile
+
+        $text = Get-Content $outFile -Raw
+        $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
+    }
+
+    It "Word wrapping for string with escape sequences (3)" {
+       $expected = @"
+`e[32;1mLongDescription : `e[0m`e[33mPowerShell`e[0m 
+                  `e[32mscripting `e[0m
+                  `e[32mlanguage`e[0m
+"@
+        $obj = [pscustomobject] @{ LongDescription = "`e[33mPowerShell`e[0m `e[32mscripting language" }
+        $obj | Format-List | Out-String -Width 35 | Out-File $outFile
+
+        $text = Get-Content $outFile -Raw
+        $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
+    }
+
+    It "Word wrapping for string with escape sequences (4)" {
+       $expected = @"
+`e[32;1mLongDescription : `e[0m`e[33mPowerShell`e[0m 
+                  `e[32mscripting`e[0m 
+                  language
+"@
+        $obj = [pscustomobject] @{ LongDescription = "`e[33mPowerShell`e[0m `e[32mscripting`e[0m language" }
+        $obj | Format-List | Out-String -Width 35 | Out-File $outFile
+
+        $text = Get-Content $outFile -Raw
+        $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
+    }
+
+    It "Splitting multi-line string with escape sequences (1)" {
         $expected = @"
 `e[32;1mb : `e[0m`e[33mPowerShell is a task automation and configuration management program from Microsoft,`e[0m
     `e[33mconsisting of a command-line shell and the associated scripting language`e[0m
@@ -513,6 +552,30 @@ Billy Bob… Senior DevOps …  13
         $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
     }
 
+    It "Splitting multi-line string with escape sequences (2)" {
+        $expected = @"
+`e[32;1mb : `e[0m`e[33mPowerShell is a task automation and configuration management program from Microsoft,`e[0m
+    consisting of a command-line shell and the associated scripting language
+"@
+        $obj = [pscustomobject] @{ b = "`e[33mPowerShell is a task automation and configuration management program from Microsoft,`e[0m`nconsisting of a command-line shell and the associated scripting language" }
+        $obj | Format-List | Out-File $outFile
+
+        $text = Get-Content $outFile -Raw
+        $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
+    }
+
+    It "Splitting multi-line string with escape sequences (3)" {
+        $expected = @"
+`e[32;1mb : `e[0m`e[33mPowerShell is a task automation and configuration management program from Microsoft,`e[0m
+    `e[32mconsisting of a command-line shell and the associated scripting language`e[0m
+"@
+        $obj = [pscustomobject] @{ b = "`e[33mPowerShell is a task automation and configuration management program from Microsoft,`e[0m`n`e[32mconsisting of a command-line shell and the associated scripting language" }
+        $obj | Format-List | Out-File $outFile
+
+        $text = Get-Content $outFile -Raw
+        $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
+    }
+
     It "Wrapping long word with escape sequences" {
         $expected = @"
 `e[32;1mb : `e[0m`e[33mC:\repos\PowerShell\src\powershell-w`e[0m
@@ -525,4 +588,18 @@ Billy Bob… Senior DevOps …  13
         $text = Get-Content $outFile -Raw
         $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
     }
+
+    It "Format 'MatchInfo' object correctly" {
+        $expected = @"
+`e[32;1mb : `e[0mmouclass     `e[7mMouse`e[0m Class Driver     Mouse Class Driver     Kernel        Manual     Running    OK         TRUE        FALSE        12,288         `e[0m
+       32,768      0                                 C:\WINDOWS\system32\drivers\mouclass.sys         4,096
+"@
+
+        ## This string mimics the VT decorated string for a 'MatchInfo' object that matches the word 'mouse'.
+        $str = "mouclass     `e[7mMouse`e[0m Class Driver     Mouse Class Driver     Kernel        Manual     Running    OK         TRUE        FALSE        12,288            32,768      0                                 C:\WINDOWS\system32\drivers\mouclass.sys         4,096"
+        $obj = [pscustomobject] @{ b = $str }
+        $text = $obj | Format-List | Out-String -Width 150
+
+        $text.Trim().Replace("`r", "") | Should -BeExactly $expected.Replace("`r", "")
+    }
 }