diff --git a/Gemfile b/Gemfile
index 509316c1a..d7c005fff 100644
--- a/Gemfile
+++ b/Gemfile
@@ -8,6 +8,7 @@ end
 gemspec
 
 gem "base64"
+gem "webrick"
 
 group :benchmark, :test do
   gem 'benchmark-ips'
diff --git a/example/server/example_servlet.rb b/example/server/example_servlet.rb
index d2d4fd6a7..30cb3ee16 100644
--- a/example/server/example_servlet.rb
+++ b/example/server/example_servlet.rb
@@ -20,7 +20,7 @@ def paragraph(p)
 
 class Servlet < LiquidServlet
   def index
-    { 'date' => Time.now }
+    { 'date' => Time.now, 'products' => products_list }
   end
 
   def products
@@ -29,11 +29,47 @@ def products
 
   private
 
+  class Name < Liquid::Drop
+    attr_reader :raw, :origin
+
+    def initialize(raw, origin)
+      super()
+      @raw = raw
+      @origin = origin
+    end
+  end
+
+  class Price < Liquid::Drop
+    attr_reader :value, :unit
+
+    def initialize(value, unit = 'USD')
+      super()
+      @value = value
+      @unit = unit
+    end
+  end
+
+  class Product < Liquid::Drop
+    attr_reader :name, :price, :description
+
+    def initialize(name, origin, price, description)
+      super()
+      @name = Name.new(name, origin)
+      @price = Price.new(price)
+      @description = description
+    end
+  end
+
   def products_list
+    # [
+    #   Product.new('Draft', 'Arbor', 39900, 'the *arbor draft* is a excellent product'),
+    #   Product.new('Element', 'Arbor', 40000, 'the *arbor element* rocks for freestyling'),
+    #   Product.new('Diamond', 'Arbor', 59900, 'the *arbor diamond* is a made up product because im obsessed with arbor and have no creativity')
+    # ]
     [
-      { 'name' => 'Arbor Draft', 'price' => 39900, 'description' => 'the *arbor draft* is a excellent product' },
-      { 'name' => 'Arbor Element', 'price' => 40000, 'description' => 'the *arbor element* rocks for freestyling' },
-      { 'name' => 'Arbor Diamond', 'price' => 59900, 'description' => 'the *arbor diamond* is a made up product because im obsessed with arbor and have no creativity' }
+      { 'name' => 'Arbor 2Draft', 'price' => 39900, 'description' => 'the *arbor draft* is a excellent product' },
+      { 'name' => 'Arbor 2Element', 'price' => 40000, 'description' => 'the *arbor element* rocks for freestyling' },
+      { 'name' => 'Arbor 2Diamond', 'price' => 59900, 'description' => 'the *arbor diamond* is a made up product because im obsessed with arbor and have no creativity' }
     ]
   end
 
diff --git a/example/server/templates/index.liquid b/example/server/templates/index.liquid
index 4872aa845..a326ceee5 100644
--- a/example/server/templates/index.liquid
+++ b/example/server/templates/index.liquid
@@ -2,5 +2,11 @@
 
 <p>It is {{date}}</p>
 
+<br>
 
-<p>Check out the <a href="/products">Products</a> screen </p>
+{{ products.size }}
+
+
+<br><br>
+
+{{ products | sum: 'price.value' }}
diff --git a/lib/liquid/standardfilters.rb b/lib/liquid/standardfilters.rb
index ffaceb32f..c6f529745 100644
--- a/lib/liquid/standardfilters.rb
+++ b/lib/liquid/standardfilters.rb
@@ -378,7 +378,7 @@ def sort(input, property = nil)
         end
       elsif ary.all? { |el| el.respond_to?(:[]) }
         begin
-          ary.sort { |a, b| nil_safe_compare(a[property], b[property]) }
+          ary.sort { |a, b| nil_safe_compare(fetch_property(a, property), fetch_property(b, property)) }
         rescue TypeError
           raise_property_error(property)
         end
@@ -407,7 +407,7 @@ def sort_natural(input, property = nil)
         end
       elsif ary.all? { |el| el.respond_to?(:[]) }
         begin
-          ary.sort { |a, b| nil_safe_casecmp(a[property], b[property]) }
+          ary.sort { |a, b| nil_safe_casecmp(fetch_property(a, property), fetch_property(b, property)) }
         rescue TypeError
           raise_property_error(property)
         end
@@ -424,29 +424,59 @@ def sort_natural(input, property = nil)
     # @liquid_syntax array | where: string, string
     # @liquid_return [array[untyped]]
     def where(input, property, target_value = nil)
-      ary = InputIterator.new(input, context)
+      filter_array(input, property, target_value, :select)
+    end
 
-      if ary.empty?
-        []
-      elsif target_value.nil?
-        ary.select do |item|
-          item[property]
-        rescue TypeError
-          raise_property_error(property)
-        rescue NoMethodError
-          return nil unless item.respond_to?(:[])
-          raise
-        end
-      else
-        ary.select do |item|
-          item[property] == target_value
-        rescue TypeError
-          raise_property_error(property)
-        rescue NoMethodError
-          return nil unless item.respond_to?(:[])
-          raise
-        end
-      end
+    # @liquid_public_docs
+    # @liquid_type filter
+    # @liquid_category array
+    # @liquid_summary
+    #   Filters an array to exclude items with a specific property value.
+    # @liquid_description
+    #   This requires you to provide both the property name and the associated value.
+    # @liquid_syntax array | reject: string, string
+    # @liquid_return [array[untyped]]
+    def reject(input, property, target_value = nil)
+      filter_array(input, property, target_value, :reject)
+    end
+
+    # @liquid_public_docs
+    # @liquid_type filter
+    # @liquid_category array
+    # @liquid_summary
+    #   Tests if any item in an array has a specific property value.
+    # @liquid_description
+    #   This requires you to provide both the property name and the associated value.
+    # @liquid_syntax array | some: string, string
+    # @liquid_return [boolean]
+    def has(input, property, target_value = nil)
+      filter_array(input, property, target_value, :any?)
+    end
+
+    # @liquid_public_docs
+    # @liquid_type filter
+    # @liquid_category array
+    # @liquid_summary
+    #   Returns the first item in an array with a specific property value.
+    # @liquid_description
+    #   This requires you to provide both the property name and the associated value.
+    # @liquid_syntax array | find: string, string
+    # @liquid_return [untyped]
+    def find(input, property, target_value = nil)
+      filter_array(input, property, target_value, :find)
+    end
+
+    # @liquid_public_docs
+    # @liquid_type filter
+    # @liquid_category array
+    # @liquid_summary
+    #   Returns the index of the first item in an array with a specific property value.
+    # @liquid_description
+    #   This requires you to provide both the property name and the associated value.
+    # @liquid_syntax array | find_index: string, string
+    # @liquid_return [number]
+    def find_index(input, property, target_value = nil)
+      filter_array(input, property, target_value, :find_index)
     end
 
     # @liquid_public_docs
@@ -465,7 +495,7 @@ def uniq(input, property = nil)
         []
       else
         ary.uniq do |item|
-          item[property]
+          fetch_property(item, property)
         rescue TypeError
           raise_property_error(property)
         rescue NoMethodError
@@ -501,7 +531,7 @@ def map(input, property)
         if property == "to_liquid"
           e
         elsif e.respond_to?(:[])
-          r = e[property]
+          r = fetch_property(e, property)
           r.is_a?(Proc) ? r.call : r
         end
       end
@@ -525,7 +555,7 @@ def compact(input, property = nil)
         []
       else
         ary.reject do |item|
-          item[property].nil?
+          fetch_property(item, property).nil?
         rescue TypeError
           raise_property_error(property)
         rescue NoMethodError
@@ -899,7 +929,7 @@ def sum(input, property = nil)
         if property.nil?
           item
         elsif item.respond_to?(:[])
-          item[property]
+          fetch_property(item, property)
         else
           0
         end
@@ -918,6 +948,40 @@ def sum(input, property = nil)
 
     attr_reader :context
 
+    def filter_array(input, property, target_value, method)
+      ary = InputIterator.new(input, context)
+
+      return [] if ary.empty?
+
+      ary.public_send(method) do |item|
+        if target_value.nil?
+          fetch_property(item, property)
+        else
+          fetch_property(item, property) == target_value
+        end
+      rescue TypeError
+        raise_property_error(property)
+      rescue NoMethodError
+        return nil unless item.respond_to?(:[])
+        raise
+      end
+    end
+
+    def fetch_property(drop, property_or_keys)
+      # For backward compatibility - historically some drops may have
+      # properties containing dots in their names (e.g. "foo.bar").
+      # We first attempt to look up the exact key before falling
+      # back to treating dots as nested property access.
+      value = drop[property_or_keys]
+
+      return value if !value.nil? || !property_or_keys.is_a?(String)
+
+      keys = property_or_keys.split('.')
+      keys.reduce(drop) do |drop, key|
+        drop.respond_to?(:[]) ? drop[key] : drop
+      end
+    end
+
     def raise_property_error(property)
       raise Liquid::ArgumentError, "cannot select the property '#{property}'"
     end
diff --git a/test/integration/standard_filter_test.rb b/test/integration/standard_filter_test.rb
index eae4a1c9c..2b8c0fde6 100644
--- a/test/integration/standard_filter_test.rb
+++ b/test/integration/standard_filter_test.rb
@@ -54,6 +54,30 @@ def each(&block)
   end
 end
 
+class TestDeepEnumerable < Liquid::Drop
+  include Enumerable
+
+  class Product < Liquid::Drop
+    attr_reader :title, :price, :premium
+
+    def initialize(title:, price:, premium: nil)
+      @title = { "content" => title, "language" => "en" }
+      @price = { "value" => price, "unit" => "USD" }
+      @premium = { "category" => premium } if premium
+    end
+  end
+
+  def each(&block)
+    [
+      Product.new(title: "Pro goggles",    price: 1299),
+      Product.new(title: "Thermal gloves", price: 1299),
+      Product.new(title: "Alpine jacket",  price: 3999, premium: 'Basic'),
+      Product.new(title: "Mountain boots", price: 3899, premium: 'Pro'),
+      Product.new(title: "Safety helmet",  price: 1999)
+    ].each(&block)
+  end
+end
+
 class NumberLikeThing < Liquid::Drop
   def initialize(amount)
     @amount = amount
@@ -392,6 +416,15 @@ def test_sort_natural_invalid_property
     end
   end
 
+  def test_sort_natural_with_deep_enumerables
+    template = <<~LIQUID
+      {{- products | sort_natural: 'title.content' | map: 'title.content' | join: ', ' -}}
+    LIQUID
+    expected_output = "Alpine jacket, Mountain boots, Pro goggles, Safety helmet, Thermal gloves"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
   def test_legacy_sort_hash
     assert_equal([{ a: 1, b: 2 }], @filters.sort(a: 1, b: 2))
   end
@@ -428,6 +461,15 @@ def test_uniq_invalid_property
     end
   end
 
+  def test_uniq_with_deep_enumerables
+    template = <<~LIQUID
+      {{- products | uniq: 'price.value' | map: "title.content" | join: ', ' -}}
+    LIQUID
+    expected_output = "Pro goggles, Alpine jacket, Mountain boots, Safety helmet"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
   def test_compact_empty_array
     assert_equal([], @filters.compact([], "a"))
   end
@@ -444,6 +486,15 @@ def test_compact_invalid_property
     end
   end
 
+  def test_compact_with_deep_enumerables
+    template = <<~LIQUID
+      {{- products | compact: 'premium.category' | map: 'title.content' | join: ', ' -}}
+    LIQUID
+    expected_output = "Alpine jacket, Mountain boots"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
   def test_reverse
     assert_equal([4, 3, 2, 1], @filters.reverse([1, 2, 3, 4]))
   end
@@ -553,6 +604,16 @@ def test_sort_works_on_enumerables
     assert_template_result("213", '{{ foo | sort: "bar" | map: "foo" }}', { "foo" => TestEnumerable.new })
   end
 
+  def test_sort_with_deep_enumerables
+
+    template = <<~LIQUID
+      {{- products | sort: 'price.value' | map: 'title.content' | join: ', ' -}}
+    LIQUID
+    expected_output = "Pro goggles, Thermal gloves, Safety helmet, Mountain boots, Alpine jacket"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
   def test_first_and_last_call_to_liquid
     assert_template_result('foobar', '{{ foo | first }}', { 'foo' => [ThingWithToLiquid.new] })
     assert_template_result('foobar', '{{ foo | last }}', { 'foo' => [ThingWithToLiquid.new] })
@@ -827,21 +888,219 @@ def test_date_raises_nothing
     assert_template_result('abc', "{{ 'abc' | date: '%D' }}")
   end
 
+  def test_reject
+    array = [
+      { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
+      { "handle" => "delta", "ok" => true },
+    ]
+
+    template = "{{ array | reject: 'ok' | map: 'handle' | join: ' ' }}"
+    expected_output = "beta gamma"
+
+    assert_template_result(expected_output, template, { "array" => array })
+  end
+
+  def test_reject_with_value
+    array = [
+      { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
+      { "handle" => "delta", "ok" => true },
+    ]
+
+    template = "{{ array | reject: 'ok', true | map: 'handle' | join: ' ' }}"
+    expected_output = "beta gamma"
+
+    assert_template_result(expected_output, template, { "array" => array })
+  end
+
+  def test_reject_with_false_value
+    array = [
+      { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
+      { "handle" => "delta", "ok" => true },
+    ]
+
+    template = "{{ array | reject: 'ok', false | map: 'handle' | join: ' ' }}"
+    expected_output = "alpha delta"
+
+    assert_template_result(expected_output, template, { "array" => array })
+  end
+
+  def test_reject_with_deep_enumerables
+    template = <<~LIQUID
+      {{- products | reject: 'title.content', 'Pro goggles' | map: 'price.value' | join: ', ' -}}
+    LIQUID
+    expected_output = "1299, 3999, 3899, 1999"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
+  def test_has
+    array = [
+      { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
+      { "handle" => "delta", "ok" => false },
+    ]
+
+    expected_output = "true"
+
+    assert_template_result(expected_output, "{{ array | has: 'ok' }}", { "array" => array })
+    assert_template_result(expected_output, "{{ array | has: 'ok', true }}", { "array" => array })
+  end
+
+  def test_has_when_does_not_have_it
+    array = [
+      { "handle" => "alpha", "ok" => false },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
+      { "handle" => "delta", "ok" => false },
+    ]
+
+    expected_output = "false"
+
+    assert_template_result(expected_output, "{{ array | has: 'ok' }}", { "array" => array })
+    assert_template_result(expected_output, "{{ array | has: 'ok', true }}", { "array" => array })
+  end
+
+  def test_has_with_false_value
+    array = [
+      { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
+      { "handle" => "delta", "ok" => true },
+    ]
+
+    template = "{{ array | has: 'ok', false }}"
+    expected_output = "true"
+
+    assert_template_result(expected_output, template, { "array" => array })
+  end
+
+  def test_has_with_false_value_when_does_not_have_it
+    array = [
+      { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => true },
+      { "handle" => "gamma", "ok" => true },
+      { "handle" => "delta", "ok" => true },
+    ]
+
+    template = "{{ array | has: 'ok', false }}"
+    expected_output = "false"
+
+    assert_template_result(expected_output, template, { "array" => array })
+  end
+
+  def test_has_with_deep_enumerables
+    template = <<~LIQUID
+      {{- products | has: 'title.content', 'Pro goggles' -}},
+      {{- products | has: 'title.content', 'foo' -}}
+    LIQUID
+    expected_output = "true,false"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
+  def test_find_with_value
+    products = [
+      { "title" => "Pro goggles",    "price" => 1299 },
+      { "title" => "Thermal gloves", "price" => 1499 },
+      { "title" => "Alpine jacket",  "price" => 3999 },
+      { "title" => "Mountain boots", "price" => 3899 },
+      { "title" => "Safety helmet",  "price" => 1999 }
+    ]
+
+    template = <<~LIQUID
+      {%- assign product = products | find: 'price', 3999 -%}
+      {{- product.title -}}
+    LIQUID
+    expected_output = "Alpine jacket"
+
+    assert_template_result(expected_output, template, { "products" => products })
+  end
+
+  def test_find_with_deep_enumerables
+    template = <<~LIQUID
+      {%- assign product = products | find: 'title.content', 'Pro goggles' -%}
+      {{- product.title.content -}}
+    LIQUID
+    expected_output = "Pro goggles"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
+  def test_find_index_with_value
+    products = [
+      { "title" => "Pro goggles",    "price" => 1299 },
+      { "title" => "Thermal gloves", "price" => 1499 },
+      { "title" => "Alpine jacket",  "price" => 3999 },
+      { "title" => "Mountain boots", "price" => 3899 },
+      { "title" => "Safety helmet",  "price" => 1999 }
+    ]
+
+    template = <<~LIQUID
+      {%- assign index = products | find_index: 'price', 3999 -%}
+      {{- index -}}
+    LIQUID
+    expected_output = "2"
+
+    assert_template_result(expected_output, template, { "products" => products })
+  end
+
+  def test_find_index_with_deep_enumerables
+    template = <<~LIQUID
+      {%- assign index = products | find_index: 'title.content', 'Alpine jacket' -%}
+      {{- index -}}
+    LIQUID
+    expected_output = "2"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
   def test_where
-    input = [
+    array = [
       { "handle" => "alpha", "ok" => true },
       { "handle" => "beta", "ok" => false },
       { "handle" => "gamma", "ok" => false },
       { "handle" => "delta", "ok" => true },
     ]
 
-    expectation = [
+    template = "{{ array | where: 'ok' | map: 'handle' | join: ' ' }}"
+    expected_output = "alpha delta"
+
+    assert_template_result(expected_output, template, { "array" => array })
+  end
+
+  def test_where_with_value
+    array = [
       { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
       { "handle" => "delta", "ok" => true },
     ]
 
-    assert_equal(expectation, @filters.where(input, "ok", true))
-    assert_equal(expectation, @filters.where(input, "ok"))
+    template = "{{ array | where: 'ok', true | map: 'handle' | join: ' ' }}"
+    expected_output = "alpha delta"
+
+    assert_template_result(expected_output, template, { "array" => array })
+  end
+
+  def test_where_with_false_value
+    array = [
+      { "handle" => "alpha", "ok" => true },
+      { "handle" => "beta", "ok" => false },
+      { "handle" => "gamma", "ok" => false },
+      { "handle" => "delta", "ok" => true },
+    ]
+
+    template = "{{ array | where: 'ok', false | map: 'handle' | join: ' ' }}"
+    expected_output = "beta gamma"
+
+    assert_template_result(expected_output, template, { "array" => array })
   end
 
   def test_where_string_keys
@@ -900,6 +1159,15 @@ def test_where_array_of_only_unindexable_values
     assert_nil(@filters.where([nil], "ok"))
   end
 
+  def test_where_with_deep_enumerables
+    template = <<~LIQUID
+      {{- products | where: 'title.content', 'Pro goggles' | map: 'price.value' -}}
+    LIQUID
+    expected_output = "1299"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
   def test_all_filters_never_raise_non_liquid_exception
     test_drop = TestDrop.new(value: "test")
     test_drop.context = Context.new
@@ -1051,6 +1319,15 @@ def test_sum_with_floats_and_indexable_map_values
     assert_template_result("0", "{{ input | sum: 'subtotal' }}", { "input" => input })
   end
 
+  def test_sum_with_deep_enumerables
+    template = <<~LIQUID
+      {{- products | sum: 'price.value' -}}
+    LIQUID
+    expected_output = "12495"
+
+    assert_template_result(expected_output, template, { "products" => TestDeepEnumerable.new })
+  end
+
   private
 
   def with_timezone(tz)