diff --git a/alembic/versions/0020_note_link_previews.py b/alembic/versions/0020_note_link_previews.py
new file mode 100644
index 0000000..d31abb0
--- /dev/null
+++ b/alembic/versions/0020_note_link_previews.py
@@ -0,0 +1,38 @@
+"""note_link_previews (URL unfurl — M6 1901)
+
+Revision ID: 0020
+Revises: 0019
+Create Date: 2026-07-23
+
+Cached OG/meta previews for URLs in a note, fetched server-side on request
+(unfurl.py) and stored so they never re-fetch. One per (note, url).
+"""
+from alembic import op
+import sqlalchemy as sa
+from sqlalchemy.dialects.postgresql import UUID
+
+revision = "0020"
+down_revision = "0019"
+branch_labels = None
+depends_on = None
+
+
+def upgrade() -> None:
+    op.create_table(
+        "note_link_previews",
+        sa.Column("id", UUID(as_uuid=True), primary_key=True),
+        sa.Column("note_id", UUID(as_uuid=True), sa.ForeignKey("notes.id", ondelete="CASCADE"), nullable=False),
+        sa.Column("url", sa.Text(), nullable=False),
+        sa.Column("title", sa.Text(), nullable=True),
+        sa.Column("description", sa.Text(), nullable=True),
+        sa.Column("image_url", sa.Text(), nullable=True),
+        sa.Column("site_name", sa.Text(), nullable=True),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False, server_default=sa.func.now()),
+        sa.UniqueConstraint("note_id", "url", name="uq_note_link_previews_note_url"),
+    )
+    op.create_index("ix_note_link_previews_note", "note_link_previews", ["note_id"])
+
+
+def downgrade() -> None:
+    op.drop_index("ix_note_link_previews_note", table_name="note_link_previews")
+    op.drop_table("note_link_previews")
diff --git a/frontend/src/components/Icon.vue b/frontend/src/components/Icon.vue
index 1121e8f..0871e08 100644
--- a/frontend/src/components/Icon.vue
+++ b/frontend/src/components/Icon.vue
@@ -27,6 +27,7 @@ const paths: Record<string, string> = {
   upload: '<path d="M21 15v4a2 2 0 0 1-2 2H5a2 2 0 0 1-2-2v-4"/><polyline points="17 8 12 3 7 8"/><line x1="12" x2="12" y1="3" y2="15"/>',
   device: '<rect width="14" height="20" x="5" y="2" rx="2" ry="2"/><path d="M12 18h.01"/>',
   paperclip: '<path d="m21.44 11.05-9.19 9.19a6 6 0 0 1-8.49-8.49l8.57-8.57A4 4 0 1 1 18 8.84l-8.59 8.57a2 2 0 0 1-2.83-2.83l8.49-8.48"/>',
+  link: '<path d="M10 13a5 5 0 0 0 7.54.54l3-3a5 5 0 0 0-7.07-7.07l-1.72 1.71"/><path d="M14 11a5 5 0 0 0-7.54-.54l-3 3a5 5 0 0 0 7.07 7.07l1.71-1.71"/>',
   copy: '<rect width="14" height="14" x="8" y="8" rx="2" ry="2"/><path d="M4 16c-1.1 0-2-.9-2-2V4c0-1.1.9-2 2-2h10c1.1 0 2 .9 2 2"/>',
 };
 </script>
diff --git a/frontend/src/components/LinkPreview.vue b/frontend/src/components/LinkPreview.vue
new file mode 100644
index 0000000..5d60f9f
--- /dev/null
+++ b/frontend/src/components/LinkPreview.vue
@@ -0,0 +1,46 @@
+<script setup lang="ts">
+import type { LinkPreview } from "../stores/notes";
+
+defineProps<{ preview: LinkPreview; removable?: boolean }>();
+defineEmits<{ (e: "remove"): void }>();
+</script>
+
+<template>
+  <div class="group/lp relative overflow-hidden rounded-lg border border-neutral-200 dark:border-neutral-700">
+    <a
+      :href="preview.url"
+      target="_blank"
+      rel="noopener noreferrer"
+      class="flex items-stretch hover:bg-neutral-50 dark:hover:bg-neutral-800/60"
+    >
+      <img
+        v-if="preview.image_url"
+        :src="preview.image_url"
+        alt=""
+        loading="lazy"
+        decoding="async"
+        class="h-auto w-24 shrink-0 self-stretch object-cover"
+      />
+      <div class="min-w-0 flex-1 px-3 py-2">
+        <p v-if="preview.site_name" class="truncate text-[11px] uppercase tracking-wide text-neutral-400">
+          {{ preview.site_name }}
+        </p>
+        <p class="truncate text-sm font-medium text-neutral-800 dark:text-neutral-100">
+          {{ preview.title || preview.url }}
+        </p>
+        <p v-if="preview.description" class="mt-0.5 line-clamp-2 text-xs text-neutral-500 dark:text-neutral-400">
+          {{ preview.description }}
+        </p>
+      </div>
+    </a>
+    <button
+      v-if="removable"
+      type="button"
+      class="absolute right-1 top-1 rounded-full bg-black/50 px-1.5 text-white opacity-0 transition group-hover/lp:opacity-100"
+      aria-label="Remove preview"
+      @click="$emit('remove')"
+    >
+      ×
+    </button>
+  </div>
+</template>
diff --git a/frontend/src/components/NoteCard.vue b/frontend/src/components/NoteCard.vue
index f8669db..1621bf7 100644
--- a/frontend/src/components/NoteCard.vue
+++ b/frontend/src/components/NoteCard.vue
@@ -11,6 +11,7 @@ import {
 } from "../notes/colors";
 import type { Note } from "../stores/notes";
 import Icon from "./Icon.vue";
+import LinkPreview from "./LinkPreview.vue";
 import MarkdownText from "./MarkdownText.vue";
 import NoteChecklist from "./NoteChecklist.vue";
 import { formatReminder, isOverdue } from "../notes/datetime";
@@ -162,6 +163,10 @@ onBeforeUnmount(() => document.removeEventListener("mousedown", onDocMousedown))
       </span>
     </div>
 
+    <div v-if="note.previews.length" class="mb-2 flex flex-col gap-2">
+      <LinkPreview v-for="p in note.previews" :key="p.id" :preview="p" />
+    </div>
+
     <!-- Checklist notes can't nest interactive controls in a <button>, so use a
          focusable div; text notes keep a semantic button. -->
     <template v-if="note.kind === 'list'">
diff --git a/frontend/src/components/NoteEditor.vue b/frontend/src/components/NoteEditor.vue
index 96ea5d4..a530a9d 100644
--- a/frontend/src/components/NoteEditor.vue
+++ b/frontend/src/components/NoteEditor.vue
@@ -2,10 +2,12 @@
 import { computed, nextTick, onBeforeUnmount, onMounted, ref, watch } from "vue";
 import { api } from "../api/client";
 import { useNotesStore } from "../stores/notes";
+import { useConfigStore } from "../stores/config";
 import { useTitlesStore, type TitleEntry } from "../stores/titles";
 import ColorPicker from "./ColorPicker.vue";
 import Icon from "./Icon.vue";
 import LabelPicker from "./LabelPicker.vue";
+import LinkPreview from "./LinkPreview.vue";
 import NoteChecklist from "./NoteChecklist.vue";
 import { fromLocalInput, toLocalInput } from "../notes/datetime";
 import type { Note, NoteLabel, NoteRevision } from "../stores/notes";
@@ -23,6 +25,7 @@ const props = withDefaults(defineProps<{ note?: Note | null; inline?: boolean; a
 });
 const emit = defineEmits<{ (e: "close"): void; (e: "navigate", id: string): void }>();
 const notes = useNotesStore();
+const config = useConfigStore();
 const titles = useTitlesStore();
 
 const noteId = ref<string | null>(props.note?.id ?? null);
@@ -68,6 +71,7 @@ const draftNote = computed<Note>(() => ({
   labels: labelList.value,
   items: [],
   attachments: [],
+  previews: [],
   created_at: null,
   updated_at: null,
 }));
@@ -447,6 +451,42 @@ async function uploadFile(file: File) {
     uploadError.value = (e as { error?: string }).error ?? "Could not upload file.";
   }
 }
+
+// ---- link previews (URL unfurl) ----
+const unfurling = ref<string | null>(null); // the URL currently being fetched
+const unfurlError = ref("");
+// Bare http(s) URLs in the body; trailing sentence punctuation trimmed.
+const URL_RE = /(https?:\/\/[^\s<>"'\])]+)/g;
+const detectedUrls = computed(() => {
+  const out: string[] = [];
+  for (const m of body.value.matchAll(URL_RE)) {
+    const u = m[1].replace(/[.,;:!?]+$/, "");
+    if (!out.includes(u)) out.push(u);
+  }
+  return out;
+});
+const previewedUrls = computed(() => new Set(liveNote.value.previews.map((p) => p.url)));
+const unpreviewedUrls = computed(() => detectedUrls.value.filter((u) => !previewedUrls.value.has(u)));
+async function addPreview(url: string) {
+  const id = await ensureDraft();
+  if (!id) return;
+  unfurling.value = url;
+  unfurlError.value = "";
+  try {
+    await notes.unfurl(id, url);
+  } catch (e) {
+    unfurlError.value = (e as { error?: string }).error ?? "Couldn't fetch a preview for that link.";
+  } finally {
+    unfurling.value = null;
+  }
+}
+function shortUrl(url: string): string {
+  try {
+    return new URL(url).hostname.replace(/^www\./, "");
+  } catch {
+    return url;
+  }
+}
 async function onFileChange(e: Event) {
   const input = e.target as HTMLInputElement;
   const file = input.files?.[0];
@@ -604,6 +644,34 @@ defineExpose({ open });
         </div>
         <p v-if="uploadError" class="text-xs text-red-600 dark:text-red-400">{{ uploadError }}</p>
 
+        <!-- Link previews: stored preview cards + one "Preview <domain>" per detected URL -->
+        <div v-if="liveNote.previews.length" class="flex flex-col gap-2">
+          <LinkPreview
+            v-for="p in liveNote.previews"
+            :key="p.id"
+            :preview="p"
+            :removable="!liveNote.trashed"
+            @remove="notes.deletePreview(liveNote.id, p.id)"
+          />
+        </div>
+        <div
+          v-if="config.enableUrlUnfurl && !liveNote.trashed && unpreviewedUrls.length"
+          class="flex flex-wrap gap-1.5"
+        >
+          <button
+            v-for="u in unpreviewedUrls"
+            :key="u"
+            type="button"
+            class="inline-flex items-center gap-1 rounded-full border border-neutral-200 px-2 py-0.5 text-xs text-neutral-500 hover:bg-neutral-50 focus:outline-none focus-visible:ring-2 focus-visible:ring-brand disabled:opacity-60 dark:border-neutral-700 dark:hover:bg-neutral-800"
+            :disabled="unfurling === u"
+            @click="addPreview(u)"
+          >
+            <Icon name="link" />
+            {{ unfurling === u ? "Fetching…" : `Preview ${shortUrl(u)}` }}
+          </button>
+        </div>
+        <p v-if="unfurlError" class="text-xs text-red-600 dark:text-red-400">{{ unfurlError }}</p>
+
         <input
           v-model="title"
           type="text"
diff --git a/frontend/src/stores/config.ts b/frontend/src/stores/config.ts
index 210a300..9f93358 100644
--- a/frontend/src/stores/config.ts
+++ b/frontend/src/stores/config.ts
@@ -6,6 +6,7 @@ interface PublicConfig {
   site_name: string;
   allow_registration: boolean;
   version: string;
+  enable_url_unfurl: boolean;
 }
 
 // Public, unauthenticated app config (site name, whether signups are open).
@@ -13,6 +14,7 @@ export const useConfigStore = defineStore("config", () => {
   const siteName = ref("ThoughtSync");
   const allowRegistration = ref(true);
   const version = ref("");
+  const enableUrlUnfurl = ref(true);
   const loaded = ref(false);
 
   async function load(): Promise<void> {
@@ -22,6 +24,7 @@ export const useConfigStore = defineStore("config", () => {
       siteName.value = cfg.site_name;
       allowRegistration.value = cfg.allow_registration;
       version.value = cfg.version;
+      enableUrlUnfurl.value = cfg.enable_url_unfurl ?? true;
     } catch {
       // Keep defaults if the config endpoint is unreachable.
     } finally {
@@ -34,5 +37,5 @@ export const useConfigStore = defineStore("config", () => {
     await load();
   }
 
-  return { siteName, allowRegistration, version, loaded, load, reload };
+  return { siteName, allowRegistration, version, enableUrlUnfurl, loaded, load, reload };
 });
diff --git a/frontend/src/stores/notes.ts b/frontend/src/stores/notes.ts
index 8405dfa..3d5971b 100644
--- a/frontend/src/stores/notes.ts
+++ b/frontend/src/stores/notes.ts
@@ -32,6 +32,16 @@ export interface Attachment {
   sha256?: string | null;
 }
 
+// A cached OpenGraph/meta preview for a URL in the note (server-fetched, SSRF-guarded).
+export interface LinkPreview {
+  id: string;
+  url: string;
+  title: string | null;
+  description: string | null;
+  image_url: string | null;
+  site_name: string | null;
+}
+
 // A past version of a note's title+body (version history).
 export interface NoteRevision {
   id: string;
@@ -57,6 +67,7 @@ export interface Note {
   labels: NoteLabel[];
   items: ChecklistItem[];
   attachments: Attachment[];
+  previews: LinkPreview[];
   created_at: string | null;
   updated_at: string | null;
 }
@@ -174,6 +185,14 @@ export const useNotesStore = defineStore("notes", () => {
     reconcile(await api.del<Note>(`/api/notes/${id}/attachments/${attId}`));
   }
 
+  async function unfurl(id: string, url: string): Promise<void> {
+    reconcile(await api.post<Note>(`/api/notes/${id}/unfurl`, { url }));
+  }
+
+  async function deletePreview(id: string, previewId: string): Promise<void> {
+    reconcile(await api.del<Note>(`/api/notes/${id}/previews/${previewId}`));
+  }
+
   async function importNotes(file: File): Promise<{ source: string; imported: number; skipped: number }> {
     const form = new FormData();
     form.append("file", file);
@@ -262,6 +281,8 @@ export const useNotesStore = defineStore("notes", () => {
     deleteItem,
     uploadAttachment,
     deleteAttachment,
+    unfurl,
+    deletePreview,
     importNotes,
     fetchOne,
     createTitled,
diff --git a/src/thoughtsync/models/all.py b/src/thoughtsync/models/all.py
index 058e180..9c2f03a 100644
--- a/src/thoughtsync/models/all.py
+++ b/src/thoughtsync/models/all.py
@@ -11,6 +11,7 @@ from . import (  # noqa: F401
     note_attachment,
     note_item,
     note_link,
+    note_link_preview,
     note_revision,
     settings,
     share,
diff --git a/src/thoughtsync/models/note_link_preview.py b/src/thoughtsync/models/note_link_preview.py
new file mode 100644
index 0000000..a5e18fc
--- /dev/null
+++ b/src/thoughtsync/models/note_link_preview.py
@@ -0,0 +1,29 @@
+from __future__ import annotations
+
+import uuid
+from datetime import datetime
+
+from sqlalchemy import DateTime, ForeignKey, Text, UniqueConstraint, func
+from sqlalchemy.dialects.postgresql import UUID
+from sqlalchemy.orm import Mapped, mapped_column
+
+from . import Base
+
+
+class NoteLinkPreview(Base):
+    """A cached OpenGraph/meta preview for a URL in a note, fetched server-side on the
+    user's request (see unfurl.py). Stored so it never re-fetches. One per (note, url)."""
+
+    __tablename__ = "note_link_previews"
+    __table_args__ = (UniqueConstraint("note_id", "url", name="uq_note_link_previews_note_url"),)
+
+    id: Mapped[uuid.UUID] = mapped_column(UUID(as_uuid=True), primary_key=True, default=uuid.uuid4)
+    note_id: Mapped[uuid.UUID] = mapped_column(
+        UUID(as_uuid=True), ForeignKey("notes.id", ondelete="CASCADE"), nullable=False
+    )
+    url: Mapped[str] = mapped_column(Text(), nullable=False)
+    title: Mapped[str | None] = mapped_column(Text(), nullable=True)
+    description: Mapped[str | None] = mapped_column(Text(), nullable=True)
+    image_url: Mapped[str | None] = mapped_column(Text(), nullable=True)
+    site_name: Mapped[str | None] = mapped_column(Text(), nullable=True)
+    created_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), nullable=False, server_default=func.now())
diff --git a/src/thoughtsync/notes.py b/src/thoughtsync/notes.py
index bbe6acf..31f4a9a 100644
--- a/src/thoughtsync/notes.py
+++ b/src/thoughtsync/notes.py
@@ -18,11 +18,13 @@ from .auth import login_required
 from .config import Config
 from .db import session_scope
 from .settings import get_setting
+from .unfurl import UnfurlError, unfurl
 from .models.label import Label, NoteLabel
 from .models.note import NOTE_COLORS, Note
 from .models.note_attachment import NoteAttachment
 from .models.note_item import NoteItem
 from .models.note_link import NoteLink
+from .models.note_link_preview import NoteLinkPreview
 from .models.note_revision import NoteRevision
 
 ALLOWED_IMAGE_MIMES = {"image/png": ".png", "image/jpeg": ".jpg", "image/gif": ".gif", "image/webp": ".webp"}
@@ -173,6 +175,34 @@ async def _attachments_for_notes(db, note_ids: list) -> dict:
     return result
 
 
+def _serialize_preview(p: NoteLinkPreview) -> dict:
+    return {
+        "id": str(p.id),
+        "url": p.url,
+        "title": p.title,
+        "description": p.description,
+        "image_url": p.image_url,
+        "site_name": p.site_name,
+    }
+
+
+async def _previews_for_notes(db, note_ids: list) -> dict:
+    """Map note_id -> [link previews] in one query."""
+    result: dict = {}
+    if not note_ids:
+        return result
+    rows = (
+        await db.scalars(
+            select(NoteLinkPreview)
+            .where(NoteLinkPreview.note_id.in_(note_ids))
+            .order_by(NoteLinkPreview.created_at)
+        )
+    ).all()
+    for p in rows:
+        result.setdefault(p.note_id, []).append(_serialize_preview(p))
+    return result
+
+
 async def _serialize_note(db, note: Note) -> dict:
     data = note.serialize()
     labels = await _labels_for_notes(db, [note.id])
@@ -181,6 +211,8 @@ async def _serialize_note(db, note: Note) -> dict:
     data["items"] = items.get(note.id, [])
     attachments = await _attachments_for_notes(db, [note.id])
     data["attachments"] = attachments.get(note.id, [])
+    previews = await _previews_for_notes(db, [note.id])
+    data["previews"] = previews.get(note.id, [])
     return data
 
 
@@ -189,12 +221,14 @@ async def _serialize_notes(db, notes: list) -> list:
     labels_map = await _labels_for_notes(db, ids)
     items_map = await _items_for_notes(db, ids)
     attach_map = await _attachments_for_notes(db, ids)
+    preview_map = await _previews_for_notes(db, ids)
     out = []
     for n in notes:
         data = n.serialize()
         data["labels"] = labels_map.get(n.id, [])
         data["items"] = items_map.get(n.id, [])
         data["attachments"] = attach_map.get(n.id, [])
+        data["previews"] = preview_map.get(n.id, [])
         out.append(data)
     return out
 
@@ -1320,6 +1354,67 @@ async def delete_attachment(note_id: str, att_id: str):
     return jsonify(result)
 
 
+@bp.post("/<note_id>/unfurl")
+@login_required
+async def unfurl_link(note_id: str):
+    """Fetch a link preview for a URL in this note and store it. Opt-in via the
+    enable_url_unfurl setting; SSRF-guarded server-side fetch (see unfurl.py)."""
+    data = await request.get_json(silent=True) or {}
+    url = (data.get("url") or "").strip()
+    if not url:
+        return jsonify({"error": "url is required"}), 400
+    async with session_scope() as db:
+        note = await _get_owned(db, note_id)
+        if note is None:
+            return jsonify({"error": "not found"}), 404
+        if not await get_setting(db, "enable_url_unfurl"):
+            return jsonify({"error": "link previews are disabled"}), 403
+    # Fetch OUTSIDE the DB session — network IO shouldn't hold a connection.
+    try:
+        preview = await unfurl(url)
+    except UnfurlError as e:
+        return jsonify({"error": str(e)}), 502
+    async with session_scope() as db:
+        note = await _get_owned(db, note_id)
+        if note is None:
+            return jsonify({"error": "not found"}), 404
+        # Keyed by the ORIGINAL pasted url (what the note body contains, so the client
+        # matches it) — re-unfurling the same link updates the cached preview in place.
+        row = await db.scalar(
+            select(NoteLinkPreview).where(NoteLinkPreview.note_id == note.id, NoteLinkPreview.url == url)
+        )
+        if row is None:
+            row = NoteLinkPreview(note_id=note.id, url=url)
+            db.add(row)
+        row.title = preview["title"]
+        row.description = preview["description"]
+        row.image_url = preview["image_url"]
+        row.site_name = preview["site_name"]
+        await db.commit()
+        return jsonify(await _serialize_note(db, note)), 201
+
+
+@bp.delete("/<note_id>/previews/<preview_id>")
+@login_required
+async def delete_preview(note_id: str, preview_id: str):
+    try:
+        pid = uuid.UUID(preview_id)
+    except (ValueError, TypeError):
+        return jsonify({"error": "not found"}), 404
+    async with session_scope() as db:
+        note = await _get_owned(db, note_id)
+        if note is None:
+            return jsonify({"error": "not found"}), 404
+        row = await db.scalar(
+            select(NoteLinkPreview).where(NoteLinkPreview.id == pid, NoteLinkPreview.note_id == note.id)
+        )
+        if row is None:
+            return jsonify({"error": "not found"}), 404
+        await db.delete(row)
+        await db.commit()
+        return jsonify(await _serialize_note(db, note))
+
+
 @bp.post("/<note_id>/trash")
 @login_required
 async def trash_note(note_id: str):
diff --git a/src/thoughtsync/settings.py b/src/thoughtsync/settings.py
index 8f4d4d7..fec3a8e 100644
--- a/src/thoughtsync/settings.py
+++ b/src/thoughtsync/settings.py
@@ -51,6 +51,15 @@ REGISTRY: list[SettingDef] = [
         "Largest single file that can be attached to a note. Capped by the server body limit.",
         "Attachments",
     ),
+    SettingDef(
+        "enable_url_unfurl",
+        "bool",
+        True,
+        "Link previews",
+        "Let the server fetch a page's title/description/image to preview pasted links. "
+        "The server contacts the linked site; private/internal addresses are always blocked.",
+        "Links",
+    ),
 ]
 
 _BY_KEY: dict[str, SettingDef] = {d.key: d for d in REGISTRY}
@@ -112,6 +121,7 @@ async def get_public_config(db) -> dict:
     return {
         "site_name": await get_setting(db, "site_name"),
         "allow_registration": await get_setting(db, "allow_registration"),
+        "enable_url_unfurl": await get_setting(db, "enable_url_unfurl"),
     }
 
 
diff --git a/src/thoughtsync/unfurl.py b/src/thoughtsync/unfurl.py
new file mode 100644
index 0000000..eaa7394
--- /dev/null
+++ b/src/thoughtsync/unfurl.py
@@ -0,0 +1,194 @@
+"""SSRF-hardened link unfurling — fetch a URL server-side and extract an OG/meta
+preview. Dependency-free (stdlib only), matching the project's hand-rolled ethos.
+
+The server fetching arbitrary user-supplied URLs is a classic SSRF surface, so the
+defenses are deliberate and layered:
+  - http/https only (no file://, gopher://, …).
+  - Resolve the host and require EVERY resolved address to be public — reject
+    private / loopback / link-local / reserved / multicast / unspecified ranges.
+  - Connect to the exact vetted IP (with SNI = the hostname), so a name that
+    re-resolves to an internal address between check and connect (DNS rebinding)
+    can't slip through.
+  - At most 3 redirects, each hop re-validated the same way.
+  - 5s timeout, 512 KB body cap, text/html only.
+No AI — this just parses OpenGraph/Twitter/`<title>` meta tags.
+"""
+from __future__ import annotations
+
+import asyncio
+import http.client
+import ipaddress
+import re
+import socket
+import ssl
+from html import unescape
+from urllib.parse import urljoin, urlparse
+
+MAX_REDIRECTS = 3
+TIMEOUT_S = 5.0
+MAX_BYTES = 512 * 1024
+USER_AGENT = "ThoughtSync-LinkPreview/1.0"
+_REDIRECT_CODES = {301, 302, 303, 307, 308}
+
+
+class UnfurlError(Exception):
+    """A URL could not be safely unfurled (bad scheme, blocked address, fetch error)."""
+
+
+def is_public_ip(ip: ipaddress.IPv4Address | ipaddress.IPv6Address) -> bool:
+    """True only for globally-routable addresses — everything internal is rejected."""
+    return not (
+        ip.is_private
+        or ip.is_loopback
+        or ip.is_link_local
+        or ip.is_multicast
+        or ip.is_reserved
+        or ip.is_unspecified
+    )
+
+
+def validate_url(raw: str) -> tuple[str, str, int, str]:
+    """Parse a safe http(s) URL → (scheme, host, port, path+query). Raise otherwise."""
+    parsed = urlparse((raw or "").strip())
+    if parsed.scheme not in ("http", "https"):
+        raise UnfurlError("only http and https links can be previewed")
+    host = parsed.hostname
+    if not host:
+        raise UnfurlError("that link has no host")
+    port = parsed.port or (443 if parsed.scheme == "https" else 80)
+    path = parsed.path or "/"
+    if parsed.query:
+        path = f"{path}?{parsed.query}"
+    return parsed.scheme, host, port, path
+
+
+def _resolve_public(host: str, port: int) -> str:
+    """Resolve host; require ALL resolved addresses to be public. Return one vetted IP."""
+    try:
+        infos = socket.getaddrinfo(host, port, proto=socket.IPPROTO_TCP)
+    except socket.gaierror as e:
+        raise UnfurlError("could not resolve that host") from e
+    chosen: str | None = None
+    for info in infos:
+        addr = info[4][0]
+        try:
+            ip = ipaddress.ip_address(addr.split("%")[0])  # strip any IPv6 zone id
+        except ValueError as e:
+            raise UnfurlError("could not resolve that host") from e
+        if not is_public_ip(ip):
+            raise UnfurlError("that address isn't allowed")
+        if chosen is None:
+            chosen = addr
+    if chosen is None:
+        raise UnfurlError("could not resolve that host")
+    return chosen
+
+
+def _fetch_once(scheme: str, host: str, port: int, path: str) -> tuple[int, str | None, bytes]:
+    """One blocking GET to the VETTED public IP for `host`. Returns (status, location,
+    body). Reads at most MAX_BYTES of a text/html body."""
+    ip = _resolve_public(host, port)
+    sock: socket.socket = socket.create_connection((ip, port), timeout=TIMEOUT_S)
+    try:
+        if scheme == "https":
+            ctx = ssl.create_default_context()
+            sock = ctx.wrap_socket(sock, server_hostname=host)  # SNI + cert check vs host
+        sock.settimeout(TIMEOUT_S)  # ensure reads can't hang after the TLS wrap
+        conn = http.client.HTTPConnection(host, port, timeout=TIMEOUT_S)
+        conn.sock = sock  # use our pre-vetted (and, for https, wrapped) socket
+        conn.request(
+            "GET",
+            path,
+            headers={
+                "User-Agent": USER_AGENT,
+                "Accept": "text/html,application/xhtml+xml",
+                "Accept-Encoding": "identity",
+                "Connection": "close",
+            },
+        )
+        resp = conn.getresponse()
+        headers = {k.lower(): v for k, v in resp.getheaders()}
+        if resp.status in _REDIRECT_CODES:
+            return resp.status, headers.get("location"), b""
+        ctype = headers.get("content-type", "").split(";")[0].strip().lower()
+        if ctype and ctype not in ("text/html", "application/xhtml+xml"):
+            raise UnfurlError("that link isn't a web page")
+        return resp.status, None, resp.read(MAX_BYTES)
+    finally:
+        try:
+            sock.close()
+        except OSError:
+            pass
+
+
+def _fetch(url: str) -> tuple[str, bytes]:
+    """Follow up to MAX_REDIRECTS, re-validating each hop. Returns (final_url, html)."""
+    current = url
+    for _ in range(MAX_REDIRECTS + 1):
+        scheme, host, port, path = validate_url(current)
+        try:
+            status, location, body = _fetch_once(scheme, host, port, path)
+        except UnfurlError:
+            raise
+        except (OSError, ssl.SSLError, http.client.HTTPException) as e:
+            raise UnfurlError("could not fetch that link") from e
+        if status in _REDIRECT_CODES and location:
+            current = urljoin(current, location)
+            continue
+        if status >= 400:
+            raise UnfurlError(f"the site returned an error ({status})")
+        return current, body
+    raise UnfurlError("too many redirects")
+
+
+def _meta_content(html: str, key: str) -> str | None:
+    """The content of a <meta property|name="key" content="…"> tag (either attr order)."""
+    k = re.escape(key)
+    for pat in (
+        rf'<meta[^>]+(?:property|name)=["\']{k}["\'][^>]*content=["\']([^"\']*)["\']',
+        rf'<meta[^>]+content=["\']([^"\']*)["\'][^>]*(?:property|name)=["\']{k}["\']',
+    ):
+        m = re.search(pat, html, re.IGNORECASE | re.DOTALL)
+        if m:
+            val = unescape(m.group(1)).strip()
+            if val:
+                return val
+    return None
+
+
+def extract_preview(final_url: str, body: bytes) -> dict:
+    """Pull a link preview (title/description/image/site) from HTML. OpenGraph first,
+    then Twitter cards, then <title> / bare <meta name=description>."""
+    html = body.decode("utf-8", errors="replace")
+    title = _meta_content(html, "og:title") or _meta_content(html, "twitter:title")
+    if not title:
+        tm = re.search(r"<title[^>]*>(.*?)</title>", html, re.IGNORECASE | re.DOTALL)
+        if tm:
+            title = unescape(re.sub(r"\s+", " ", tm.group(1)).strip()) or None
+    description = (
+        _meta_content(html, "og:description")
+        or _meta_content(html, "twitter:description")
+        or _meta_content(html, "description")
+    )
+    image = _meta_content(html, "og:image") or _meta_content(html, "twitter:image")
+    if image:
+        image = urljoin(final_url, image)  # resolve a relative image path
+        if urlparse(image).scheme not in ("http", "https"):
+            image = None
+    site_name = _meta_content(html, "og:site_name")
+    host = urlparse(final_url).hostname or ""
+    return {
+        "url": final_url,
+        "title": (title or host)[:300],
+        "description": description[:500] if description else None,
+        "image_url": image[:1000] if image else None,
+        "site_name": (site_name or host)[:100] or None,
+    }
+
+
+async def unfurl(url: str) -> dict:
+    """Fetch `url` server-side (SSRF-guarded) and return a link preview. The blocking
+    socket IO runs in a worker thread so it never stalls the event loop. Raises
+    UnfurlError on any failure."""
+    final_url, body = await asyncio.to_thread(_fetch, url)
+    return extract_preview(final_url, body)
diff --git a/tests/test_unfurl.py b/tests/test_unfurl.py
new file mode 100644
index 0000000..a5d844d
--- /dev/null
+++ b/tests/test_unfurl.py
@@ -0,0 +1,74 @@
+import ipaddress
+
+import pytest
+
+from thoughtsync.app import create_app
+from thoughtsync.unfurl import UnfurlError, extract_preview, is_public_ip, validate_url
+
+
+@pytest.fixture
+def app():
+    return create_app()
+
+
+def test_is_public_ip_blocks_internal_ranges():
+    assert is_public_ip(ipaddress.ip_address("8.8.8.8"))
+    assert is_public_ip(ipaddress.ip_address("2606:4700:4700::1111"))
+    # everything internal / special is rejected (the SSRF core)
+    assert not is_public_ip(ipaddress.ip_address("10.0.0.1"))  # private
+    assert not is_public_ip(ipaddress.ip_address("192.168.1.1"))  # private
+    assert not is_public_ip(ipaddress.ip_address("127.0.0.1"))  # loopback
+    assert not is_public_ip(ipaddress.ip_address("169.254.169.254"))  # link-local (cloud metadata)
+    assert not is_public_ip(ipaddress.ip_address("0.0.0.0"))  # unspecified
+    assert not is_public_ip(ipaddress.ip_address("::1"))  # loopback v6
+    assert not is_public_ip(ipaddress.ip_address("fc00::1"))  # unique-local v6
+
+
+def test_validate_url_scheme_and_parts():
+    assert validate_url("https://example.com/a?b=c") == ("https", "example.com", 443, "/a?b=c")
+    assert validate_url("http://x.io")[3] == "/"  # default path
+    assert validate_url("http://x.io:8080/p")[2] == 8080  # explicit port
+    for bad in ("file:///etc/passwd", "ftp://x", "gopher://x", "not a url", ""):
+        with pytest.raises(UnfurlError):
+            validate_url(bad)
+
+
+def test_extract_preview_opengraph():
+    html = (
+        b"<html><head>"
+        b'<meta property="og:title" content="Hello &amp; World">'
+        b'<meta property="og:description" content="A page">'
+        b'<meta property="og:image" content="/img.png">'
+        b'<meta property="og:site_name" content="Example">'
+        b"</head></html>"
+    )
+    p = extract_preview("https://example.com/page", html)
+    assert p["title"] == "Hello & World"  # entities decoded
+    assert p["description"] == "A page"
+    assert p["image_url"] == "https://example.com/img.png"  # relative resolved to absolute
+    assert p["site_name"] == "Example"
+
+
+def test_extract_preview_title_fallback_and_host_defaults():
+    html = b"<html><head><title>  Just  a   Title </title></head></html>"
+    p = extract_preview("https://example.com", html)
+    assert p["title"] == "Just a Title"  # whitespace collapsed
+    assert p["description"] is None
+    assert p["image_url"] is None
+    assert p["site_name"] == "example.com"  # falls back to host
+
+
+async def test_unfurl_requires_auth(app):
+    client = app.test_client()
+    resp = await client.post(
+        "/api/notes/00000000-0000-0000-0000-000000000000/unfurl", json={"url": "https://x.com"}
+    )
+    assert resp.status_code == 401
+
+
+async def test_delete_preview_requires_auth(app):
+    client = app.test_client()
+    resp = await client.delete(
+        "/api/notes/00000000-0000-0000-0000-000000000000/previews/00000000-0000-0000-0000-000000000001"
+    )
+    assert resp.status_code == 401