diff --git a/packages/markitdown/pyproject.toml b/packages/markitdown/pyproject.toml
index d4c20a402..9a7a5d7b8 100644
--- a/packages/markitdown/pyproject.toml
+++ b/packages/markitdown/pyproject.toml
@@ -51,6 +51,7 @@ all = [
   "azure-identity",
 ]
 pptx = ["python-pptx"]
+doc = ["olefile"]
 docx = ["mammoth~=1.11.0", "lxml"]
 xlsx = ["pandas", "openpyxl"]
 xls = ["pandas", "xlrd"]
diff --git a/packages/markitdown/src/markitdown/_markitdown.py b/packages/markitdown/src/markitdown/_markitdown.py
index f6aa4df0e..f1cdc1f78 100644
--- a/packages/markitdown/src/markitdown/_markitdown.py
+++ b/packages/markitdown/src/markitdown/_markitdown.py
@@ -28,6 +28,7 @@
     IpynbConverter,
     BingSerpConverter,
     PdfConverter,
+    DocConverter,
     DocxConverter,
     XlsxConverter,
     XlsConverter,
@@ -192,6 +193,7 @@ def enable_builtins(self, **kwargs) -> None:
             self.register_converter(WikipediaConverter())
             self.register_converter(YouTubeConverter())
             self.register_converter(BingSerpConverter())
+            self.register_converter(DocConverter())
             self.register_converter(DocxConverter())
             self.register_converter(XlsxConverter())
             self.register_converter(XlsConverter())
diff --git a/packages/markitdown/src/markitdown/converters/__init__.py b/packages/markitdown/src/markitdown/converters/__init__.py
index 77f8b1acd..5bd08e56a 100644
--- a/packages/markitdown/src/markitdown/converters/__init__.py
+++ b/packages/markitdown/src/markitdown/converters/__init__.py
@@ -10,6 +10,7 @@
 from ._ipynb_converter import IpynbConverter
 from ._bing_serp_converter import BingSerpConverter
 from ._pdf_converter import PdfConverter
+from ._doc_converter import DocConverter
 from ._docx_converter import DocxConverter
 from ._xlsx_converter import XlsxConverter, XlsConverter
 from ._pptx_converter import PptxConverter
@@ -37,6 +38,7 @@
     "IpynbConverter",
     "BingSerpConverter",
     "PdfConverter",
+    "DocConverter",
     "DocxConverter",
     "XlsxConverter",
     "XlsConverter",
diff --git a/packages/markitdown/src/markitdown/converters/_doc_converter.py b/packages/markitdown/src/markitdown/converters/_doc_converter.py
new file mode 100644
index 000000000..f6307124a
--- /dev/null
+++ b/packages/markitdown/src/markitdown/converters/_doc_converter.py
@@ -0,0 +1,193 @@
+import re
+import struct
+import sys
+from typing import Any, BinaryIO
+
+from .._base_converter import DocumentConverter, DocumentConverterResult
+from .._exceptions import MissingDependencyException, MISSING_DEPENDENCY_MESSAGE
+from .._stream_info import StreamInfo
+
+_dependency_exc_info = None
+olefile = None
+try:
+    import olefile  # type: ignore[no-redef]
+except ImportError:
+    _dependency_exc_info = sys.exc_info()
+
+
+ACCEPTED_MIME_TYPE_PREFIXES = [
+    "application/doc",
+    "application/ms-doc",
+    "application/msword",
+]
+
+ACCEPTED_FILE_EXTENSIONS = [".doc"]
+
+
+class DocConverter(DocumentConverter):
+    """Converts legacy Word .doc files to Markdown."""
+
+    def accepts(
+        self,
+        file_stream: BinaryIO,
+        stream_info: StreamInfo,
+        **kwargs: Any,
+    ) -> bool:
+        mimetype = (stream_info.mimetype or "").lower()
+        extension = (stream_info.extension or "").lower()
+
+        if extension in ACCEPTED_FILE_EXTENSIONS:
+            return True
+
+        if any(mimetype.startswith(prefix) for prefix in ACCEPTED_MIME_TYPE_PREFIXES):
+            return True
+
+        cur_pos = file_stream.tell()
+        try:
+            if olefile is None or not olefile.isOleFile(file_stream):
+                return False
+
+            doc = olefile.OleFileIO(file_stream)
+            try:
+                return doc.exists("WordDocument")
+            finally:
+                doc.close()
+        except Exception:
+            return False
+        finally:
+            file_stream.seek(cur_pos)
+
+    def convert(
+        self,
+        file_stream: BinaryIO,
+        stream_info: StreamInfo,
+        **kwargs: Any,
+    ) -> DocumentConverterResult:
+        if _dependency_exc_info is not None:
+            raise MissingDependencyException(
+                MISSING_DEPENDENCY_MESSAGE.format(
+                    converter=type(self).__name__, extension=".doc", feature="doc"
+                )
+            ) from _dependency_exc_info[
+                1
+            ].with_traceback(  # type: ignore[union-attr]
+                _dependency_exc_info[2]
+            )
+
+        assert olefile is not None
+        doc = olefile.OleFileIO(file_stream)
+        try:
+            text = _WordDocTextExtractor(doc).extract()
+        finally:
+            doc.close()
+
+        return DocumentConverterResult(markdown=text)
+
+
+class _WordDocTextExtractor:
+    def __init__(self, doc: Any):
+        self._doc = doc
+
+    def extract(self) -> str:
+        word_stream = self._read_stream("WordDocument")
+        if len(word_stream) < 0x20 or self._u16(word_stream, 0) != 0xA5EC:
+            raise ValueError("Not a supported Word binary document")
+
+        chunks = self._extract_from_piece_table(word_stream)
+        if not chunks:
+            chunks = [self._decode_fallback_text(word_stream)]
+
+        return self._clean_text("\n".join(chunk for chunk in chunks if chunk))
+
+    def _extract_from_piece_table(self, word_stream: bytes) -> list[str]:
+        if len(word_stream) < 0x1AA:
+            return []
+
+        table_name = "1Table" if (self._u16(word_stream, 0x0A) & 0x0200) else "0Table"
+        if not self._doc.exists(table_name):
+            return []
+
+        table_stream = self._read_stream(table_name)
+        fc_clx = self._u32(word_stream, 0x01A2)
+        lcb_clx = self._u32(word_stream, 0x01A6)
+        if fc_clx < 0 or lcb_clx <= 0 or fc_clx + lcb_clx > len(table_stream):
+            return []
+
+        clx = table_stream[fc_clx : fc_clx + lcb_clx]
+        plc_pcd = self._find_plc_pcd(clx)
+        if not plc_pcd:
+            return []
+
+        if (len(plc_pcd) - 4) % 12 != 0:
+            return []
+
+        piece_count = (len(plc_pcd) - 4) // 12
+        cp_offsets = [self._u32(plc_pcd, i * 4) for i in range(piece_count + 1)]
+        pcd_offset = 4 * (piece_count + 1)
+        chunks: list[str] = []
+
+        for i in range(piece_count):
+            char_count = cp_offsets[i + 1] - cp_offsets[i]
+            if char_count <= 0:
+                continue
+
+            pcd = plc_pcd[pcd_offset + i * 8 : pcd_offset + (i + 1) * 8]
+            fc_raw = self._u32(pcd, 2)
+            compressed = bool(fc_raw & 0x40000000)
+            fc = fc_raw & 0x3FFFFFFF
+
+            if compressed:
+                start = fc // 2
+                data = word_stream[start : start + char_count]
+                chunks.append(data.decode("cp1252", errors="ignore"))
+            else:
+                start = fc
+                data = word_stream[start : start + char_count * 2]
+                chunks.append(data.decode("utf-16-le", errors="ignore"))
+
+        return chunks
+
+    def _decode_fallback_text(self, word_stream: bytes) -> str:
+        fc_min = self._u32(word_stream, 0x18)
+        fc_mac = self._u32(word_stream, 0x1C)
+        data = word_stream[fc_min:fc_mac]
+        if not data:
+            data = word_stream
+        return data.decode("utf-16-le", errors="ignore")
+
+    def _find_plc_pcd(self, clx: bytes) -> bytes | None:
+        offset = 0
+        while offset < len(clx):
+            marker = clx[offset]
+            offset += 1
+            if marker == 0x01:
+                if offset + 2 > len(clx):
+                    return None
+                offset += 2 + self._u16(clx, offset)
+            elif marker == 0x02:
+                if offset + 4 > len(clx):
+                    return None
+                size = self._u32(clx, offset)
+                offset += 4
+                if offset + size > len(clx):
+                    return None
+                return clx[offset : offset + size]
+            else:
+                return None
+        return None
+
+    def _read_stream(self, name: str) -> bytes:
+        return self._doc.openstream(name).read()
+
+    def _clean_text(self, text: str) -> str:
+        text = text.replace("\r", "\n")
+        text = re.sub(r"[\x00-\x08\x0b\x0c\x0e-\x1f]+", "", text)
+        text = re.sub(r"[ \t]+\n", "\n", text)
+        text = re.sub(r"\n{3,}", "\n\n", text)
+        return text.strip()
+
+    def _u16(self, data: bytes, offset: int) -> int:
+        return struct.unpack_from("<H", data, offset)[0]
+
+    def _u32(self, data: bytes, offset: int) -> int:
+        return struct.unpack_from("<I", data, offset)[0]
diff --git a/packages/markitdown/tests/test_doc_converter.py b/packages/markitdown/tests/test_doc_converter.py
new file mode 100644
index 000000000..714b312ba
--- /dev/null
+++ b/packages/markitdown/tests/test_doc_converter.py
@@ -0,0 +1,45 @@
+import io
+import struct
+
+from markitdown.converters._doc_converter import _WordDocTextExtractor
+
+
+class _FakeOle:
+    def __init__(self, streams):
+        self._streams = streams
+
+    def exists(self, name):
+        return name in self._streams
+
+    def openstream(self, name):
+        return io.BytesIO(self._streams[name])
+
+
+def _legacy_doc_stream(text):
+    word = bytearray(0x300)
+    struct.pack_into("<H", word, 0, 0xA5EC)
+    struct.pack_into("<H", word, 0x0A, 0)
+    struct.pack_into("<I", word, 0x01A2, 0)
+
+    encoded = text.encode("cp1252")
+    text_offset = 0x200
+    word[text_offset : text_offset + len(encoded)] = encoded
+
+    plc = bytearray()
+    plc += struct.pack("<II", 0, len(text))
+    plc += b"\x00\x00"
+    plc += struct.pack("<I", (text_offset * 2) | 0x40000000)
+    plc += b"\x00\x00"
+    clx = b"\x02" + struct.pack("<I", len(plc)) + plc
+    struct.pack_into("<I", word, 0x01A6, len(clx))
+    return bytes(word), clx
+
+
+def test_word_doc_text_extractor_reads_piece_table_text():
+    word, table = _legacy_doc_stream("Hello from old Word\rSecond line")
+    text = _WordDocTextExtractor(
+        _FakeOle({"WordDocument": word, "0Table": table})
+    ).extract()
+
+    assert "Hello from old Word" in text
+    assert "Second line" in text