diff --git a/plugins/beetslabels.py b/plugins/beetslabels.py
index 7c1093c..e40086f 100644
--- a/plugins/beetslabels.py
+++ b/plugins/beetslabels.py
@@ -8,6 +8,16 @@ from beets.dbcore import FieldQuery
 
 import optparse
 import json
+
+from beets.dbcore import queryparse, query
+from beets.dbcore.query import Sort, FieldQueryType, SlowFieldSort
+from beets.dbcore.queryparse import query_from_strings, sort_from_strings
+
+from beets.library import LibModel
+Prefixes = dict[str, FieldQueryType]
+
+import re
+
 LABELS_FIELD_NAME = "mylabels"
 
 def do_modify_labels(lib, objs, label, action):
@@ -176,6 +186,103 @@ class HasLabelQuery(FieldQuery):
                 return label in labels and str(labels[label]) == value
         return False
 
+class LabelValueSort(SlowFieldSort):
+    def __init__(self, field, ascending=True, case_insensitive=True):
+        super().__init__(field, ascending, case_insensitive)
+
+        # Extract the label key from the field name
+        # Field format: "label:<labelkey>" or just "labels"
+        if field.startswith("label:"):
+            self.label_key = field[len("label:"):]
+        else:
+            self.label_key = None
+
+    def sort(self, objs):
+        def key(obj):
+            labels_json = obj.get(LABELS_FIELD_NAME, None)
+
+            if not labels_json:
+                # No labels, return minimum value for sorting
+                return float('-inf') if self.ascending else float('inf')
+
+            labels = json.loads(labels_json)
+
+            if self.label_key:
+                value = labels.get(self.label_key, float('-inf') if self.ascending else float('inf'))
+            else:
+                value = max(labels.values()) if labels else (float('-inf') if self.ascending else float('inf'))
+
+            return value
+
+        return sorted(objs, key=key, reverse=not self.ascending)
+
+class LabelValueSortsDict(dict):
+    """Custom dict that returns LabelValueSort for any label:* key."""
+
+    def __missing__(self, key):
+        if re.match(r"^label[s:]", key):
+            return LabelValueSort
+        raise KeyError(key)
+
+    def get(self, key, default=None):
+        try:
+            return self[key]
+        except KeyError:
+            return default
+
+# Store the original parse_sorted_query function
+_original_parse_sorted_query = queryparse.parse_sorted_query
+
+def parse_sorted_query_override(
+    model_cls: type[LibModel],
+    parts: list[str],
+    prefixes: Prefixes = {},
+    case_insensitive: bool = True,
+) -> tuple[query.Query, Sort]:
+    """Given a list of strings, create the `Query` and `Sort` that they
+    represent.
+    """
+    # Separate query token and sort token.
+    query_parts = []
+    sort_parts = []
+
+    # Split up query in to comma-separated subqueries, each representing
+    # an AndQuery, which need to be joined together in one OrQuery
+    subquery_parts = []
+    for part in parts + [","]:
+        if part.endswith(","):
+            # Ensure we can catch "foo, bar" as well as "foo , bar"
+            last_subquery_part = part[:-1]
+            if last_subquery_part:
+                subquery_parts.append(last_subquery_part)
+            # Parse the subquery in to a single AndQuery
+            # TODO: Avoid needlessly wrapping AndQueries containing 1 subquery?
+            query_parts.append(
+                query_from_strings(
+                    query.AndQuery, model_cls, prefixes, subquery_parts
+                )
+            )
+            del subquery_parts[:]
+        else:
+            # Sort parts (1) end in + or -, (2) don't have a field, and
+            # (3) consist of more than just the + or -.
+            if part.startswith("label:"):
+                if part.endswith(("+", "-")):
+                    sort_parts.append(part)
+                    part = part[0:-1]
+
+                subquery_parts.append(part)
+            else:
+                if part.endswith(("+", "-")) and ":" not in part and len(part) > 1:
+                    sort_parts.append(part)
+                else:
+                    subquery_parts.append(part)
+
+    # Avoid needlessly wrapping single statements in an OR
+    q = query.OrQuery(query_parts) if len(query_parts) > 1 else query_parts[0]
+    s = sort_from_strings(model_cls, sort_parts, case_insensitive)
+    return q, s
+
 class BeetsLabelsPlugin(BeetsPlugin):
     # item_queries = { 'has_label': DelimitedHasExact }
     # item_types = {'mylabels': types.SEMICOLON_SPACE_DSV}
@@ -184,6 +291,20 @@ class BeetsLabelsPlugin(BeetsPlugin):
         super().__init__()
         self.item_queries = {"label": HasLabelQuery}
 
+        # Register the custom sort for label values
+        # Import Item here to avoid circular imports
+        from beets.library import Item
+        from beets import dbcore
+
+        # Replace Item._sorts with our custom dict that handles label:* patterns
+        original_sorts = Item._sorts.copy() if isinstance(Item._sorts, dict) else {}
+        new_sorts = LabelValueSortsDict(original_sorts)
+        Item._sorts = new_sorts
+
+        # Monkey patch parse_sorted_query globally
+        # Need to patch both queryparse and dbcore since dbcore imports it
+        queryparse.parse_sorted_query = parse_sorted_query_override
+        dbcore.parse_sorted_query = parse_sorted_query_override
 
     def commands(self):
         return [labels_command]