diff --git a/internal/server/singleprocess/state/box.go b/internal/server/singleprocess/state/box.go
index 695570b29..fe23fe20c 100644
--- a/internal/server/singleprocess/state/box.go
+++ b/internal/server/singleprocess/state/box.go
@@ -177,10 +177,19 @@ func (s *State) boxFind(
 		if err != nil {
 			return nil, err
 		}
+		if req.Version == "" {
+			req.Version = ">= 0"
+		}
+		versionConstraint, err := version.NewConstraint(req.Version)
+		if err != nil {
+			return nil, err
+		}
+
 		for e := raw.Next(); e != nil; e = raw.Next() {
 			boxIndexEntry := e.(*boxIndexRecord)
 			if req.Version != "" {
-				if boxIndexEntry.Version != req.Version {
+				boxVersion, _ := version.NewVersion(boxIndexEntry.Version)
+				if !versionConstraint.Check(boxVersion) {
 					continue
 				}
 			}
diff --git a/internal/server/singleprocess/state/box_test.go b/internal/server/singleprocess/state/box_test.go
index c8a40f94b..a1edc4cc9 100644
--- a/internal/server/singleprocess/state/box_test.go
+++ b/internal/server/singleprocess/state/box_test.go
@@ -192,5 +192,28 @@ func TestBox(t *testing.T) {
 		})
 		require.NoError(err)
 		require.Nil(b7)
+
+		b8, err := s.BoxFind(&vagrant_plugin_sdk.Ref_Box{
+			Name:    "hashicorp/bionic",
+			Version: "~> 1.2",
+		})
+		require.NoError(err)
+		require.Equal(b8.Name, "hashicorp/bionic")
+		require.Equal(b8.Version, "1.2.4")
+
+		b9, err := s.BoxFind(&vagrant_plugin_sdk.Ref_Box{
+			Name:    "hashicorp/bionic",
+			Version: "> 1.0, < 3.0",
+		})
+		require.NoError(err)
+		require.Equal(b9.Name, "hashicorp/bionic")
+		require.Equal(b9.Version, "1.2.4")
+
+		b10, err := s.BoxFind(&vagrant_plugin_sdk.Ref_Box{
+			Name:    "hashicorp/bionic",
+			Version: "< 1.0",
+		})
+		require.NoError(err)
+		require.Nil(b10)
 	})
 }