diff --git a/RELEASE_NOTES.md b/RELEASE_NOTES.md
index 18d66ea0..8abd5abc 100644
--- a/RELEASE_NOTES.md
+++ b/RELEASE_NOTES.md
@@ -3,6 +3,10 @@
 ## [Unreleased]
 
 ### Added
+* Add `(*** include-toc ***)` and `(*** include-toc:N ***)` directives for literate F# scripts (`.fsx`) to generate an inline table of contents listing all document headings (up to depth N, default 3). [#163](https://github.com/fsprojects/FSharp.Formatting/issues/163)
+
+### Refactored
+* Split `MarkdownParser.fs` (1500 lines) into `MarkdownInlineParser.fs` (inline formatting) and `MarkdownParser.fs` (block-level parsing) for better maintainability. [#1022](https://github.com/fsprojects/FSharp.Formatting/issues/1022)
 * Add `dotnet fsdocs convert` command to convert a single `.md`, `.fsx`, or `.ipynb` file to HTML (or another output format) without building a full documentation site. [#811](https://github.com/fsprojects/FSharp.Formatting/issues/811)
 * `fsdocs convert` now accepts the input file as a positional argument (e.g. `fsdocs convert notebook.ipynb -o notebook.html`). [#1019](https://github.com/fsprojects/FSharp.Formatting/pull/1019)
 * `fsdocs convert` infers the output format from the output file extension when `--outputformat` is not specified (e.g. `-o out.md` implies `--outputformat markdown`). [#1019](https://github.com/fsprojects/FSharp.Formatting/pull/1019)
diff --git a/docs/literate.fsx b/docs/literate.fsx
index f456d0d0..ee5b9f6f 100644
--- a/docs/literate.fsx
+++ b/docs/literate.fsx
@@ -101,6 +101,42 @@ F# language.
 |   `(*** include-it-raw: output-name ***)`            | The unformatted result of the snippet (named with define-output)   |
 |   `(*** include-value: value-name ***)`              | The formatted value, an F# identifier name  |
 
+### Table of Contents
+
+The `include-toc` command inserts an inline table of contents at the point where the command appears.
+It generates an unordered list of hyperlinks to every heading in the document.
+
+|  Literate Command     | Description               |
+|:-----------------------|:----------------------------|
+|   `(*** include-toc ***)`     | Insert a TOC listing all headings up to depth 3 (default) |
+|   `(*** include-toc:N ***)`   | Insert a TOC listing headings up to depth N (e.g. `include-toc:2` for H1 and H2 only) |
+
+The links point to the anchor names generated for each heading (e.g. `#Section-One`).
+This requires `generateAnchors = true`, which is the default when using `fsdocs build`.
+
+Example:
+
+```text
+(**
+# My Document
+*)
+(*** include-toc:2 ***)
+(**
+## Section One
+
+Some content here.
+
+## Section Two
+
+More content here.
+*)
+```
+
+This renders the TOC as:
+- [My Document](#My-Document)
+- [Section One](#Section-One)
+- [Section Two](#Section-Two)
+
 #### Hiding code snippets
 
 The command `hide` specifies that the following F# code block (until the next comment or command) should be
diff --git a/src/FSharp.Formatting.Literate/Document.fs b/src/FSharp.Formatting.Literate/Document.fs
index 78a1bd15..f1a0312b 100644
--- a/src/FSharp.Formatting.Literate/Document.fs
+++ b/src/FSharp.Formatting.Literate/Document.fs
@@ -91,6 +91,12 @@ type LiterateParagraph =
     /// Block simply emitted without any formatting equivalent to <pre> tag in html
     | RawBlock of lines: Line list * paragraphOptions: LiterateParagraphOptions
 
+    /// <summary>
+    /// <c>(*** include-toc ***)</c> — Insert a table of contents listing all headings in the document.<br/>
+    /// <c>(*** include-toc:N ***)</c> — Limit to headings up to depth N (default 3).
+    /// </summary>
+    | TableOfContents of maxDepth: int * paragraphOptions: LiterateParagraphOptions
+
     member x.ParagraphOptions =
         match x with
         | CodeReference(paragraphOptions = popts)
@@ -102,7 +108,8 @@ type LiterateParagraph =
         | ValueReference(paragraphOptions = popts)
         | LiterateCode(paragraphOptions = popts)
         | LanguageTaggedCode(paragraphOptions = popts)
-        | RawBlock(paragraphOptions = popts) -> popts
+        | RawBlock(paragraphOptions = popts)
+        | TableOfContents(paragraphOptions = popts) -> popts
 
     interface MarkdownEmbedParagraphs with
         member x.Render() =
diff --git a/src/FSharp.Formatting.Literate/Formatting.fs b/src/FSharp.Formatting.Literate/Formatting.fs
index 48c300a4..f2f89778 100644
--- a/src/FSharp.Formatting.Literate/Formatting.fs
+++ b/src/FSharp.Formatting.Literate/Formatting.fs
@@ -187,7 +187,10 @@ module internal Formatting =
                 defaultArg (findHeadings doc.Paragraphs ctx.GenerateHeaderAnchors ctx.OutputKind) name
 
         // Replace all special elements with ordinary Html/Latex Markdown
-        let doc = Transformations.replaceLiterateParagraphs ctx doc
+        let doc =
+            doc
+            |> Transformations.generateTableOfContents
+            |> Transformations.replaceLiterateParagraphs ctx
 
         // construct previous and next urls
         let nextPreviousPageSubstitutions =
diff --git a/src/FSharp.Formatting.Literate/Literate.fs b/src/FSharp.Formatting.Literate/Literate.fs
index 0386dcb6..9ec36ed4 100644
--- a/src/FSharp.Formatting.Literate/Literate.fs
+++ b/src/FSharp.Formatting.Literate/Literate.fs
@@ -283,7 +283,10 @@ type Literate private () =
                 mdlinkResolver
                 tokenKindToCss
 
-        let doc = Transformations.replaceLiterateParagraphs ctx doc
+        let doc =
+            doc
+            |> Transformations.generateTableOfContents
+            |> Transformations.replaceLiterateParagraphs ctx
 
         let doc =
             MarkdownDocument(doc.Paragraphs @ [ InlineHtmlBlock(doc.FormattedTips, None, None) ], doc.DefinedLinks)
@@ -332,7 +335,10 @@ type Literate private () =
                 mdlinkResolver
                 tokenKindToCss
 
-        let doc = Transformations.replaceLiterateParagraphs ctx doc
+        let doc =
+            doc
+            |> Transformations.generateTableOfContents
+            |> Transformations.replaceLiterateParagraphs ctx
 
         let paragraphs = doc.Paragraphs @ [ InlineHtmlBlock(doc.FormattedTips, None, None) ], doc.DefinedLinks
 
@@ -367,7 +373,10 @@ type Literate private () =
                 mdlinkResolver
                 None
 
-        let doc = Transformations.replaceLiterateParagraphs ctx doc
+        let doc =
+            doc
+            |> Transformations.generateTableOfContents
+            |> Transformations.replaceLiterateParagraphs ctx
 
         Markdown.ToLatex(
             MarkdownDocument(doc.Paragraphs, doc.DefinedLinks),
@@ -401,7 +410,10 @@ type Literate private () =
                 mdlinkResolver
                 None
 
-        let doc = Transformations.replaceLiterateParagraphs ctx doc
+        let doc =
+            doc
+            |> Transformations.generateTableOfContents
+            |> Transformations.replaceLiterateParagraphs ctx
 
         Markdown.WriteLatex(
             MarkdownDocument(doc.Paragraphs, doc.DefinedLinks),
@@ -416,7 +428,12 @@ type Literate private () =
         let mdlinkResolver = defaultArg mdlinkResolver (fun _ -> None)
         let substitutions = defaultArg substitutions []
         let ctx = makeFormattingContext OutputKind.Pynb None None None substitutions crefResolver mdlinkResolver None
-        let doc = Transformations.replaceLiterateParagraphs ctx doc
+
+        let doc =
+            doc
+            |> Transformations.generateTableOfContents
+            |> Transformations.replaceLiterateParagraphs ctx
+
         Markdown.ToPynb(MarkdownDocument(doc.Paragraphs, doc.DefinedLinks), substitutions = substitutions)
 
     /// Formate the literate document as an .fsx script
@@ -425,7 +442,12 @@ type Literate private () =
         let mdlinkResolver = defaultArg mdlinkResolver (fun _ -> None)
         let substitutions = defaultArg substitutions []
         let ctx = makeFormattingContext OutputKind.Fsx None None None substitutions crefResolver mdlinkResolver None
-        let doc = Transformations.replaceLiterateParagraphs ctx doc
+
+        let doc =
+            doc
+            |> Transformations.generateTableOfContents
+            |> Transformations.replaceLiterateParagraphs ctx
+
         Markdown.ToFsx(MarkdownDocument(doc.Paragraphs, doc.DefinedLinks), substitutions = substitutions)
 
     /// Parse and transform a markdown document
diff --git a/src/FSharp.Formatting.Literate/ParseScript.fs b/src/FSharp.Formatting.Literate/ParseScript.fs
index d5987ca1..e98677f6 100644
--- a/src/FSharp.Formatting.Literate/ParseScript.fs
+++ b/src/FSharp.Formatting.Literate/ParseScript.fs
@@ -275,6 +275,19 @@ type internal ParseScript(parseOptions, ctx: CompilerContext) =
 
             transformBlocks false None count noEval (p :: acc) defs blocks
 
+        // Include table of contents (optionally limited to headings up to depth N)
+        | BlockCommand(Command "include-toc" depthStr as cmds) :: blocks, _ ->
+            let popts = getParaOptions cmds
+
+            let depth =
+                match System.Int32.TryParse(depthStr) with
+                | true, n when n > 0 -> n
+                | _ -> 3
+
+            let p = EmbedParagraphs(TableOfContents(depth, popts), None)
+
+            transformBlocks false None count noEval (p :: acc) defs blocks
+
         // Include code without evaluation
         | BlockCommand(Command "raw" _ as cmds) :: BlockSnippet(snip) :: blocks, _ ->
             let popts = getParaOptions cmds
diff --git a/src/FSharp.Formatting.Literate/Transformations.fs b/src/FSharp.Formatting.Literate/Transformations.fs
index 39034d89..4343c160 100644
--- a/src/FSharp.Formatting.Literate/Transformations.fs
+++ b/src/FSharp.Formatting.Literate/Transformations.fs
@@ -3,6 +3,7 @@ namespace FSharp.Formatting.Literate
 open System
 open System.IO
 open System.Collections.Generic
+open System.Text.RegularExpressions
 
 open FSharp.Formatting.CSharpFormat
 open FSharp.Patterns
@@ -547,6 +548,9 @@ module internal Transformations =
                                 | OutputKind.Markdown -> code
 
                             Some(InlineHtmlBlock(inlined, None, None))
+                        | TableOfContents _ ->
+                            // Should have been replaced by generateTableOfContents before this stage
+                            None
         // Traverse all other structures recursively
         | MarkdownPatterns.ParagraphNested(pn, nested) ->
             let nested = List.map (List.choose (replaceLiterateParagraph ctx formatted)) nested
@@ -623,3 +627,87 @@ module internal Transformations =
         let newParagraphs = doc.Paragraphs |> List.choose (replaceLiterateParagraph ctx lookup)
 
         doc.With(paragraphs = newParagraphs, formattedTips = formatted.ToolTip)
+
+    // ----------------------------------------------------------------------------------------------
+    // Replace (*** include-toc ***) directives with generated table-of-contents list blocks
+    // ----------------------------------------------------------------------------------------------
+
+    /// Compute a heading anchor name from its spans, using the same algorithm as
+    /// <c>HtmlFormatting.formatAnchor</c> (words joined with "-", falling back to "header").
+    let private computeHeadingAnchor (spans: MarkdownSpans) =
+        let extractWords (text: string) =
+            Regex.Matches(text, @"\w+")
+            |> Seq.cast<System.Text.RegularExpressions.Match>
+            |> Seq.map (fun m -> m.Value)
+
+        let rec gather span =
+            seq {
+                match span with
+                | Literal(str, _) -> yield! extractWords str
+                | Strong(body, _) -> yield! gathers body
+                | Emphasis(body, _) -> yield! gathers body
+                | DirectLink(body, _, _, _) -> yield! gathers body
+                | _ -> ()
+            }
+
+        and gathers spans = Seq.collect gather spans
+
+        spans
+        |> gathers
+        |> String.concat "-"
+        |> fun name -> if String.IsNullOrWhiteSpace(name) then "header" else name
+
+    /// Replace every <c>TableOfContents</c> paragraph with a <c>ListBlock</c> of links to the
+    /// headings found in the document. Uses the same anchor-name generation as
+    /// <c>HtmlFormatting.formatAnchor</c> so that links resolve correctly when
+    /// <c>generateAnchors = true</c> (the fsdocs default).
+    let generateTableOfContents (doc: LiterateDocument) =
+        // Collect all headings in document order (top-level only; we do not descend into
+        // list items or quotes because headings cannot appear there in Markdown anyway).
+        let allHeadings =
+            doc.Paragraphs
+            |> List.choose (function
+                | Heading(level, spans, _) -> Some(level, spans)
+                | _ -> None)
+
+        if allHeadings.IsEmpty then
+            doc
+        else
+            // Simulate UniqueNameGenerator from HtmlFormatting to produce identical anchor names.
+            let counts = Dictionary<string, int>()
+
+            let getUniqueName (name: string) =
+                let ok, i = counts.TryGetValue name
+
+                if ok then
+                    counts.[name] <- i + 1
+                    sprintf "%s-%d" name i
+                else
+                    counts.[name] <- 1
+                    name
+
+            let headingsWithAnchors =
+                allHeadings
+                |> List.map (fun (level, spans) ->
+                    let anchor = computeHeadingAnchor spans |> getUniqueName
+                    level, spans, anchor)
+
+            let rec replaceInParagraph para =
+                match para with
+                | MarkdownPatterns.LiterateParagraph(TableOfContents(maxDepth, _)) ->
+                    let items =
+                        headingsWithAnchors
+                        |> List.choose (fun (level, spans, anchor) ->
+                            if level <= maxDepth then
+                                Some [ Span([ DirectLink(spans, "#" + anchor, None, None) ], None) ]
+                            else
+                                None)
+
+                    Some(ListBlock(MarkdownListKind.Unordered, items, None))
+                | MarkdownPatterns.ParagraphNested(pn, nested) ->
+                    let nested = List.map (List.choose replaceInParagraph) nested
+                    Some(MarkdownPatterns.ParagraphNested(pn, nested))
+                | par -> Some par
+
+            let newParagraphs = doc.Paragraphs |> List.choose replaceInParagraph
+            doc.With(paragraphs = newParagraphs)
diff --git a/tests/FSharp.Literate.Tests/LiterateTests.fs b/tests/FSharp.Literate.Tests/LiterateTests.fs
index 9025c115..e14c3f00 100644
--- a/tests/FSharp.Literate.Tests/LiterateTests.fs
+++ b/tests/FSharp.Literate.Tests/LiterateTests.fs
@@ -2047,6 +2047,110 @@ let ``Emoji in ConvertScriptFile Markdown output file are preserved`` () =
 // End emoji tests
 
 // --------------------------------------------------------------------------------------
+// Tests for (*** include-toc ***) directive
+// --------------------------------------------------------------------------------------
+
+[<Test>]
+let ``include-toc parses as TableOfContents with default depth 3`` () =
+    let content =
+        """
+(** # Heading One *)
+(*** include-toc ***)
+let x = 1
+"""
+
+    let doc = Literate.ParseScriptString(content, "C" </> "A.fsx")
+
+    doc.Paragraphs
+    |> shouldMatchPar (function
+        | EmbedParagraphs(:? LiterateParagraph as lp, _) ->
+            match lp with
+            | TableOfContents(3, _) -> true
+            | _ -> false
+        | _ -> false)
+
+[<Test>]
+let ``include-toc:2 parses as TableOfContents with depth 2`` () =
+    let content =
+        """
+(** # Heading One *)
+(*** include-toc:2 ***)
+let x = 1
+"""
+
+    let doc = Literate.ParseScriptString(content, "C" </> "A.fsx")
+
+    doc.Paragraphs
+    |> shouldMatchPar (function
+        | EmbedParagraphs(:? LiterateParagraph as lp, _) ->
+            match lp with
+            | TableOfContents(2, _) -> true
+            | _ -> false
+        | _ -> false)
+
+[<Test>]
+let ``include-toc generates anchor links for all headings in HTML output`` () =
+    let content =
+        """
+(**
+# My Document
+*)
+(*** include-toc ***)
+(**
+## Section One
+
+Some content.
+
+## Section Two
+
+More content.
+*)
+"""
+
+    let doc = Literate.ParseScriptString(content, "C" </> "A.fsx")
+    let html = Literate.ToHtml(doc)
+    html |> shouldContainText "href=\"#My-Document\""
+    html |> shouldContainText "href=\"#Section-One\""
+    html |> shouldContainText "href=\"#Section-Two\""
+
+[<Test>]
+let ``include-toc:N filters out headings deeper than N`` () =
+    let content =
+        """
+(**
+# Top Level
+*)
+(*** include-toc:1 ***)
+(**
+## Sub Section
+*)
+"""
+
+    let doc = Literate.ParseScriptString(content, "C" </> "A.fsx")
+    let html = Literate.ToHtml(doc)
+    html |> shouldContainText "href=\"#Top-Level\""
+    html |> shouldNotContainText "href=\"#Sub-Section\""
+
+[<Test>]
+let ``include-toc handles duplicate heading names with unique anchors`` () =
+    let content =
+        """
+(**
+# Introduction
+*)
+(*** include-toc ***)
+(**
+## Notes
+
+## Notes
+*)
+"""
+
+    let doc = Literate.ParseScriptString(content, "C" </> "A.fsx")
+    let html = Literate.ToHtml(doc)
+    html |> shouldContainText "href=\"#Notes\""
+    html |> shouldContainText "href=\"#Notes-1\""
+
 // Tests for Literate.ConvertPynbFile
 // --------------------------------------------------------------------------------------