diff --git a/.vscode/settings.json b/.vscode/settings.json
index a83440e..9f7a7f3 100644
--- a/.vscode/settings.json
+++ b/.vscode/settings.json
@@ -1,4 +1,5 @@
 {
     "powershell.codeFormatting.pipelineIndentationStyle": "IncreaseIndentationForFirstPipeline",
-    "powershell.codeFormatting.newLineAfterCloseBrace": false
+    "powershell.codeFormatting.newLineAfterCloseBrace": false,
+    "editor.renderWhitespace": "all"
 }
diff --git a/PSCMake/Common/CMake.ps1 b/PSCMake/Common/CMake.ps1
index e61f9d6..bfc7188 100644
--- a/PSCMake/Common/CMake.ps1
+++ b/PSCMake/Common/CMake.ps1
@@ -133,10 +133,12 @@ function GetConfigurePresetNames {
         $Presets = $CMakePresetsJson.configurePresets
 
         # Filter presets that have '"hidden":true'
-        $Presets = $Presets | Where-Object { -not (Get-MemberValue -InputObject $_ -Name 'hidden' -Or $false) }
+        $Presets = $Presets |
+            Where-Object { -not (Get-MemberValue -InputObject $_ -Name 'hidden' -Or $false) }
 
         # Filter presets that have (or their ancestors have) conditions that evaluate to $false
-        $Presets = $Presets | Where-Object { EvaluatePresetCondition $_ $CMakePresetsJson.configurePresets }
+        $Presets = $Presets |
+            Where-Object { EvaluatePresetCondition $_ $CMakePresetsJson.configurePresets }
 
         $Presets.name
     }
@@ -185,48 +187,72 @@ function ResolvePresets {
     $PresetJson, $ConfigurePresetJson
 }
 
-function ResolvePresetProperty {
-    param(
-        $CMakePresetsJson,
-        $ConfigurePreset,
-        $PropertyName
-    )
+<#
+    .Synopsis
+    Searches the specified preset and its ancestors, invoking the specified action for each preset.
 
-    for ($Preset = $ConfigurePreset; $Preset; ) {
-        $PropertyValue = Get-MemberValue -InputObject $Preset -Name $PropertyName
-        if ($PropertyValue) {
-            return $PropertyValue
-        }
+    .Parameter Preset
+    The preset to start searching from.
 
-        $BasePreset = Get-MemberValue $Preset 'inherits'
-        if (-not $BasePreset) {
-            break
+    .Parameter Presets
+    The collection of presets to search for 'inherit' references.
+
+    .Description
+    The action should return $null to continue searching, or a non-$null value to stop searching and return that value.
+
+    When searching multiple preset 'inherit' values, the presets will be search in order.
+#>
+function SearchAncestors {
+    param(
+        $Preset,
+        $Presets,
+        [scriptblock] $Action
+    )
+    if ($null -eq $Preset) {
+        return $null
+    }
+    [array] $PendingPresets = @($Preset)
+    for (; ($null -ne $PendingPresets) -and ($PendingPresets.Count -gt 0); ) {
+        $Preset, $PendingPresets = $PendingPresets
+        $Result = & $Action $Preset
+        if ($null -ne $Result) {
+            return $Result
         }
+        [array] $BasePresets = Get-MemberValue $Preset 'inherits' -Or @() |
+            ForEach-Object {
+                $BaseParentName = $_
+                $Presets | Where-Object { $_.name -eq $BaseParentName } | Select-Object -First 1
+            }
+        $PendingPresets = $BasePresets + $PendingPresets
+    }
+}
 
-        $Preset = $CMakePresetsJson.configurePresets | Where-Object { $_.name -eq $BasePreset } | Select-Object -First 1
+function ResolvePresetProperty {
+    param(
+        $Preset,
+        $Presets,
+        $PropertyName
+    )
+    SearchAncestors $Preset $Presets {
+        param($CurrentPreset)
+        Get-MemberValue -InputObject $CurrentPreset -Name $PropertyName
     }
 }
 
 function EvaluatePresetCondition {
     param(
-        $PresetJson,
-        $PresetsJson
+        $Preset,
+        $Presets
     )
-
-    $PresetConditionJson = Get-MemberValue $PresetJson 'condition'
-    if ($PresetConditionJson) {
-        if (-not (EvaluateCondition $PresetConditionJson $PresetJson)) {
+    $Result = SearchAncestors $Preset $Presets {
+        param($CurrentPreset)
+        $PresetConditionJson = Get-MemberValue $CurrentPreset 'condition'
+        if (($PresetConditionJson) -and
+            (-not (EvaluateCondition $PresetConditionJson $CurrentPreset))) {
             return $false
         }
     }
-
-    $BasePresetName = Get-MemberValue $PresetJson 'inherits'
-    if (-not $BasePresetName) {
-        return $true
-    }
-
-    $BasePreset = $PresetsJson | Where-Object { $_.name -eq $BasePresetName } | Select-Object -First 1
-    EvaluatePresetCondition $BasePreset $PresetsJson
+    $Result -ne $false
 }
 
 function EvaluateCondition {
@@ -296,7 +322,7 @@ function GetBinaryDirectory {
         $CMakePresetsJson,
         $ConfigurePreset
     )
-    $BinaryDirectory = ResolvePresetProperty -CMakePresetsJson $CMakePresetsJson $ConfigurePreset 'binaryDir'
+    $BinaryDirectory = ResolvePresetProperty $ConfigurePreset $CMakePresetsJson.configurePresets  'binaryDir'
 
     # Perform macro-replacement
     $Result = MacroReplacement $BinaryDirectory $ConfigurePreset
diff --git a/Tests/ResolvePresetProperty.Tests.ps1 b/Tests/ResolvePresetProperty.Tests.ps1
index 92be33b..4d82d3c 100644
--- a/Tests/ResolvePresetProperty.Tests.ps1
+++ b/Tests/ResolvePresetProperty.Tests.ps1
@@ -9,7 +9,7 @@ Describe 'ResolvePresetProperty' {
         $CMakePresetsJson = Get-Content "$PSScriptRoot/ReferencePresets/CMakePresets.Single.json" | ConvertFrom-Json
         $ConfigurePreset = $CMakePresetsJson.configurePresets[0]
 
-        $BinaryDirectory = ResolvePresetProperty $CMakePresetsJson $ConfigurePreset 'binaryDir'
+        $BinaryDirectory = ResolvePresetProperty $ConfigurePreset $CMakePresetsJson.configurePresets 'binaryDir'
         $BinaryDirectory | Should -Be '${sourceDir}/__output/${presetName}'
     }
 
@@ -17,7 +17,7 @@ Describe 'ResolvePresetProperty' {
         $CMakePresetsJson = Get-Content "$PSScriptRoot/ReferencePresets/CMakePresets.Inherited.json" | ConvertFrom-Json
         $ConfigurePreset = $CMakePresetsJson.configurePresets | Where-Object { $_.name -eq 'windows-x64' } | Select-Object -First 1
 
-        $BinaryDirectory = ResolvePresetProperty $CMakePresetsJson $ConfigurePreset 'binaryDir'
+        $BinaryDirectory = ResolvePresetProperty $ConfigurePreset $CMakePresetsJson.configurePresets 'binaryDir'
         $BinaryDirectory | Should -Be '${sourceDir}/__output/${presetName}'
     }
 }
diff --git a/Tests/SearchAncestors.Tests.ps1 b/Tests/SearchAncestors.Tests.ps1
new file mode 100644
index 0000000..cf7e2e3
--- /dev/null
+++ b/Tests/SearchAncestors.Tests.ps1
@@ -0,0 +1,91 @@
+#Requires -PSEdition Core
+
+BeforeAll {
+    $script:Presets = ConvertFrom-Json -InputObject @"
+[
+    {
+        "name": "Preset1"
+    },
+    {
+        "name": "Preset2",
+        "inherits": "Preset1"
+    },
+    {
+        "name": "Preset3"
+    },
+    {
+        "name": "Preset4",
+        "inherits": ["Preset2", "Preset3"]
+    }
+]
+"@
+    $script:Preset1 = $script:Presets | Where-Object { $_.name -eq 'Preset1' } | Select-Object -First 1
+    $script:Preset2 = $script:Presets | Where-Object { $_.name -eq 'Preset2' } | Select-Object -First 1
+    $script:Preset3 = $script:Presets | Where-Object { $_.name -eq 'Preset3' } | Select-Object -First 1
+    $script:Preset4 = $script:Presets | Where-Object { $_.name -eq 'Preset4' } | Select-Object -First 1
+
+    . $PSScriptRoot/../PSCMake/Common/CMake.ps1
+}
+
+Describe 'SearchAncestors' {
+    It 'Returns $null when passed a $null preset' {
+        SearchAncestors $null $Presets { } |
+            Should -Be $null
+    }
+
+    It 'Searches a single preset' {
+        $script:VisitedPresets = @()
+        SearchAncestors $Preset1 $Presets {
+            param($CurrentPreset)
+            $script:VisitedPresets += $CurrentPreset.name
+        } |
+            Should -Be $null
+
+        $script:VisitedPresets |
+            Should -Be @('Preset1')
+    }
+
+    It 'Searches a preset and its parent' {
+        $script:VisitedPresets = @()
+        SearchAncestors $Preset2 $Presets {
+            param($CurrentPreset)
+            $script:VisitedPresets += $CurrentPreset.name
+        } |
+            Should -Be $null
+
+        $script:VisitedPresets |
+            Should -Be @('Preset2', 'Preset1')
+    }
+
+    It 'Returns the result of a found preset' {
+        $Name = SearchAncestors $Preset2 $Presets {
+            param($CurrentPreset)
+            $CurrentPreset.name
+        }
+        $Name | Should -Be 'Preset2'
+    }
+
+    It 'Stops searching when a result is found' {
+        $script:VisitedPresets = @()
+        $Name = SearchAncestors $Preset2 $Presets {
+            param($CurrentPreset)
+            $script:VisitedPresets += $CurrentPreset.name
+            $CurrentPreset.name
+        }
+        $Name | Should -Be 'Preset2'
+        $script:VisitedPresets |
+            Should -Be @('Preset2')
+    }
+
+    It 'Searches a preset and its multiple parents' {
+        $script:VisitedPresets = @()
+        SearchAncestors $Preset4 $Presets {
+            param($CurrentPreset)
+            $script:VisitedPresets += $CurrentPreset.name
+        } |
+            Should -Be $null
+
+        $script:VisitedPresets |
+            Should -Be @('Preset4', 'Preset2', 'Preset1', 'Preset3')
+    }
+}