diff --git a/images/win/Windows2016-Azure.json b/images/win/Windows2016-Azure.json
index 326474b2..0ad1e3f4 100644
--- a/images/win/Windows2016-Azure.json
+++ b/images/win/Windows2016-Azure.json
@@ -30,7 +30,8 @@
         "image_os": "win16",
         "github_feed_token": "{{env `GITHUB_FEED_TOKEN`}}",
         "go_versions": "1.9, 1.10, 1.11, 1.12, 1.13, 1.14",
-        "go_default": "1.14"
+        "go_default": "1.14",
+        "boost_default": "1.69.0"
     },
     "sensitive-variables": ["install_password", "ssh_password", "client_secret", "github_feed_token"],
     "builders": [
@@ -516,8 +517,8 @@
         {
             "type": "powershell",
             "environment_vars": [
-                "BOOST_VERSIONS=1.69.0,1.72.0",
-                "BOOST_DEFAULT=1.69.0"
+                "ROOT_FOLDER={{user `root_folder`}}",
+                "BOOST_DEFAULT={{user `boost_default`}}"
             ],
             "scripts":[
                 "{{ template_dir }}/scripts/Installers/Install-Boost.ps1"
@@ -651,8 +652,8 @@
         {
             "type": "powershell",
             "environment_vars": [
-                "BOOST_VERSIONS=1.69.0,1.72.0",
-                "BOOST_DEFAULT=1.69.0"
+                "ROOT_FOLDER={{user `root_folder`}}",
+                "BOOST_DEFAULT={{user `boost_default`}}"
             ],
             "scripts":[
                 "{{ template_dir }}/scripts/Installers/Validate-Boost.ps1"
diff --git a/images/win/Windows2019-Azure.json b/images/win/Windows2019-Azure.json
index 94da1a0e..2023be50 100644
--- a/images/win/Windows2019-Azure.json
+++ b/images/win/Windows2019-Azure.json
@@ -30,7 +30,8 @@
         "image_os": "win19",
         "github_feed_token": "{{env `GITHUB_FEED_TOKEN`}}",
         "go_versions": "1.9, 1.10, 1.11, 1.12, 1.13, 1.14",
-        "go_default": "1.14"
+        "go_default": "1.14",
+        "boost_default": "1.72.0"
     },
     "sensitive-variables": ["install_password", "ssh_password", "client_secret", "github_feed_token"],
     "builders": [
@@ -497,8 +498,8 @@
         {
             "type": "powershell",
             "environment_vars": [
-                "BOOST_VERSIONS=1.69.0,1.72.0",
-                "BOOST_DEFAULT=1.72.0"
+                "ROOT_FOLDER={{user `root_folder`}}",
+                "BOOST_DEFAULT={{user `boost_default`}}"
             ],
             "scripts":[
                 "{{ template_dir }}/scripts/Installers/Install-Boost.ps1"
@@ -638,8 +639,8 @@
         {
             "type": "powershell",
             "environment_vars": [
-                "BOOST_VERSIONS=1.69.0,1.72.0",
-                "BOOST_DEFAULT=1.72.0"
+                "ROOT_FOLDER={{user `root_folder`}}",
+                "BOOST_DEFAULT={{user `boost_default`}}"
             ],
             "scripts":[
                 "{{ template_dir }}/scripts/Installers/Validate-Boost.ps1"
diff --git a/images/win/scripts/ImageHelpers/ImageHelpers.psm1 b/images/win/scripts/ImageHelpers/ImageHelpers.psm1
index 7f48125f..743dc7a1 100644
--- a/images/win/scripts/ImageHelpers/ImageHelpers.psm1
+++ b/images/win/scripts/ImageHelpers/ImageHelpers.psm1
@@ -14,6 +14,8 @@ Export-ModuleMember -Function @(
     'Set-SystemVariable'
     'Install-MSI'
     'Install-EXE'
+    'Get-ToolcachePackages'
+    'Get-ToolsByName'
     'Add-ContentToMarkdown'
     'Add-SoftwareDetailsToMarkdown'
     'Stop-SvcWithErrHandling'
diff --git a/images/win/scripts/ImageHelpers/InstallHelpers.ps1 b/images/win/scripts/ImageHelpers/InstallHelpers.ps1
index a0bbe994..61dce562 100644
--- a/images/win/scripts/ImageHelpers/InstallHelpers.ps1
+++ b/images/win/scripts/ImageHelpers/InstallHelpers.ps1
@@ -275,6 +275,28 @@ function Get-VSExtensionVersion
     return $packageVersion
 }
 
+
+function Get-ToolcachePackages {
+    $toolcachePath = Join-Path $env:ROOT_FOLDER "toolcache.json"
+    Get-Content -Raw $toolcachePath | ConvertFrom-Json
+}
+
+function Get-ToolsByName {
+    param (
+        [Parameter(Mandatory = $True)]
+        [string]$SoftwareName
+    )
+
+    (Get-ToolcachePackages).PSObject.Properties | Where-Object { $_.Name -match $SoftwareName } | ForEach-Object {
+        $packageNameParts = $_.Name.Split("-")
+        [PSCustomObject] @{
+            ToolName = $packageNameParts[1]
+            Versions = $_.Value
+            Architecture = $packageNameParts[3,4] -join "-"
+        }
+    }
+}
+
 function Get-WinVersion
 {
     (Get-WmiObject -class Win32_OperatingSystem).Caption
@@ -289,3 +311,4 @@ function Test-IsWin16
 {
     (Get-WinVersion) -match "2016"
 }
+
diff --git a/images/win/scripts/Installers/Install-Boost.ps1 b/images/win/scripts/Installers/Install-Boost.ps1
index 907f82d9..0931fb25 100644
--- a/images/win/scripts/Installers/Install-Boost.ps1
+++ b/images/win/scripts/Installers/Install-Boost.ps1
@@ -4,8 +4,11 @@
 ##  Desc:  Install boost using tool cache
 ################################################################################
 
-$BoostDirectory = Join-Path -Path $env:AGENT_TOOLSDIRECTORY -ChildPath "Boost"
-$BoostVersions = $env:BOOST_VERSIONS.split(',')
+Import-Module -Name ImageHelpers
+
+$SoftwareName = "Boost"
+$BoostDirectory = Join-Path -Path $env:AGENT_TOOLSDIRECTORY -ChildPath $SoftwareName
+$BoostVersions = (Get-ToolsByName -SoftwareName $SoftwareName).Versions | Foreach-Object {"{0}.0" -f $_}
 $BoostDefault = $env:BOOST_DEFAULT
 
 foreach($BoostVersion in $BoostVersions)
@@ -20,7 +23,5 @@ foreach($BoostVersion in $BoostVersions)
         Write-Host "Adding Boost $BoostVersion to the path..."
         # Add the Boost binaries to the path
         Add-MachinePathItem $BoostInstallationDir | Out-Null
-        # Set the BOOSTROOT environment variable
-        setx BOOST_ROOT $BoostInstallationDir /M | Out-Null
     }
 }
diff --git a/images/win/scripts/Installers/Validate-Boost.ps1 b/images/win/scripts/Installers/Validate-Boost.ps1
index 9c97c28d..6289e165 100644
--- a/images/win/scripts/Installers/Validate-Boost.ps1
+++ b/images/win/scripts/Installers/Validate-Boost.ps1
@@ -3,6 +3,8 @@
 ##  Desc:  Validate Boost
 ################################################################################
 
+Import-Module -Name ImageHelpers
+
 function Validate-BoostVersion
 {
     Param
@@ -37,7 +39,7 @@ else
 
 # Adding description of the software to Markdown
 $tmplMark = @"
-#### {0}
+#### {0} [{2}]
 
 _Environment:_
 * {1}: root directory of the Boost version {0} installation
@@ -45,31 +47,51 @@ _Environment:_
 "@
 
 $tmplMarkRoot = @"
-#### {0}
+#### {0} [{2}]
 
+_Environment:_
 * PATH: contains the location of Boost version {0}
-* BOOST_ROOT: root directory of the Boost version {0} installation
 * {1}: root directory of the Boost version {0} installation
 "@
 
-$SoftwareName = 'Boost'
 $Description = New-Object System.Text.StringBuilder
-$BoostRootDirectory = Join-Path -Path $env:AGENT_TOOLSDIRECTORY -ChildPath "Boost"
-$BoostVersionsToInstall = $env:BOOST_VERSIONS.split(",")
+$SoftwareName = 'Boost'
+$BoostRootDirectory = Join-Path -Path $env:AGENT_TOOLSDIRECTORY -ChildPath $SoftwareName
+$BoostTools = Get-ToolsByName -SoftwareName $SoftwareName
 
-foreach($BoostVersion in $BoostVersionsToInstall)
+foreach ($BoostTool in $BoostTools)
 {
-    Validate-BoostVersion -BoostRootPath $BoostRootDirectory -BoostRelease $BoostVersion
-    $BoostVersionTag = "BOOST_ROOT_{0}" -f $BoostVersion.Replace('.', '_')
+    $BoostToolsetName = $BoostTool.Architecture
+    $BoostVersionsToInstall = $BoostTool.Versions | Foreach-Object {"{0}.0" -f $_}
+    foreach($BoostVersion in $BoostVersionsToInstall)
+    {
+        Validate-BoostVersion -BoostRootPath $BoostRootDirectory -BoostRelease $BoostVersion
+        $BoostVersionTag = "BOOST_ROOT_{0}" -f $BoostVersion.Replace('.', '_')
 
-    if($BoostVersion -eq $env:BOOST_DEFAULT)
-    {
-        $null = $Description.AppendLine(($tmplMarkRoot -f $BoostVersion, $BoostVersionTag))
-    }
-    else
-    {
-        $null = $Description.AppendLine(($tmplMark -f $BoostVersion, $BoostVersionTag))
+        if($BoostVersion -eq $env:BOOST_DEFAULT)
+        {
+            $null = $Description.AppendLine(($tmplMarkRoot -f $BoostVersion, $BoostVersionTag, $BoostToolsetName))
+        }
+        else
+        {
+            $null = $Description.AppendLine(($tmplMark -f $BoostVersion, $BoostVersionTag, $BoostToolsetName))
+        }
     }
 }
 
+$CMakeFindBoostInfo = @"
+
+#### _Notes:_
+Link: https://cmake.org/cmake/help/latest/module/FindBoost.html
+
+If Boost was built using the ``boost-cmake`` project or from ``Boost 1.70.0`` on it provides a package
+configuration file for use with find\_package's config mode. This module looks for the package
+configuration file called BoostConfig.cmake or boost-config.cmake and stores the result in CACHE entry "Boost_DIR".
+If found, the package configuration file is loaded and this module returns with no further action.
+See documentation of the Boost CMake package configuration for details on what it provides.
+
+Set ``Boost_NO_BOOST_CMAKE to ON``, to disable the search for boost-cmake.
+"@
+
+$null = $Description.AppendLine($CMakeFindBoostInfo)
 Add-SoftwareDetailsToMarkdown -SoftwareName $SoftwareName -DescriptionMarkdown $Description.ToString()