diff --git a/productConfig.mjs b/productConfig.mjs
index 3d1717b6ef..d3f2549070 100644
--- a/productConfig.mjs
+++ b/productConfig.mjs
@@ -202,6 +202,7 @@ export const PRODUCT_CONFIG = {
 		 * See note at top of this document on `pages` directories for details.
 		 */
 		assetDir: 'public/images',
+		basePaths: ['sentinel'],
 		/**
 		 * TODO: consider implications of Sentinel's `contentDir`.
 		 *
@@ -444,6 +445,7 @@ export const PRODUCT_CONFIG = {
 		 * See note at top of this document on `pages` directories for details.
 		 */
 		assetDir: 'public/img',
+		basePaths: ['api-docs', 'docs'],
 		contentDir: 'content',
 		dataDir: 'data',
 		productSlug: 'vault',
diff --git a/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.mjs b/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.mjs
index 3cab0a9477..ee04691ed5 100644
--- a/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.mjs
+++ b/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.mjs
@@ -20,6 +20,14 @@ import { PRODUCT_CONFIG } from '#productConfig.mjs'
  * @returns {Function} A transformer function that rewrites internal links in the document tree.
  */
 export const rewriteInternalLinksPlugin = ({ entry, versionMetadata }) => {
+	/** This REGEX is used to parse a product version from a URL */
+	const VERSION_IN_PATH_REGEX = /^v\d+\.\d+\.(\d+|\w+)/i
+
+	/** This REGEX is used to parse a product version that does not include 'v' at the beginning */
+	const NO_V_VERSION_IN_PATH_REGEX = /^\d+\.\d+\.(\d+|\w+)/i
+
+	/** This REGEX is used to parse a Terraform Enterprise version from a URL */
+	const TFE_VERSION_IN_PATH_REGEXP = /^v[0-9]{6}-\d+/i
 	const relativePath = entry.filePath.split('content/')[1]
 	/**
 	 * product and version variables, which are assigned based on the
@@ -65,8 +73,18 @@ export const rewriteInternalLinksPlugin = ({ entry, versionMetadata }) => {
 		return flatMap(tree, (node) => {
 			// Check if the node is a link and matches the pattern for links to rewrite
 			if (node.type === 'link' && isLinkToRewritePattern.test(node.url)) {
-				// Replace the matched part of the URL with the versioned path
-				node.url = node.url.replace(replacePattern, `/$1/${cleanVersion}$2`)
+				const splitUrl = node.url.split('/')
+				const hasVersionInPath = splitUrl.find((el) => {
+					return (
+						TFE_VERSION_IN_PATH_REGEXP.test(el) ||
+						VERSION_IN_PATH_REGEX.test(el) ||
+						NO_V_VERSION_IN_PATH_REGEX.test(el)
+					)
+				})
+				// Replace the matched part of the URL with the versioned path if no version is present
+				if (!hasVersionInPath) {
+					node.url = node.url.replace(replacePattern, `/$1/${cleanVersion}$2`)
+				}
 			}
 			// Return the node (those with and without a versioned path)
 			return [node]
diff --git a/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.test.mjs b/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.test.mjs
index bbb22d7c56..e471fb5124 100644
--- a/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.test.mjs
+++ b/scripts/prebuild/mdx-transforms/add-version-to-internal-links/add-version-to-internal-links.test.mjs
@@ -316,4 +316,49 @@ describe('transformRewriteInternalLinks', () => {
 		)
 		expect(result).toBe(expectedOutput)
 	})
+
+	it('should not rewrite links if they already contain a version that starts with v', async () => {
+		const content = `[Link to versioned path](/terraform/language/v1.7.x/some-page)`
+		const entry = {
+			filePath: 'content/terraform/v1.8.x/docs/language/some-file.mdx',
+		}
+		const expectedOutput =
+			'[Link to versioned path](/terraform/language/v1.7.x/some-page)\n'
+		const result = await transformRewriteInternalLinks(
+			content,
+			entry,
+			versionMetadata,
+		)
+		expect(result).toBe(expectedOutput)
+	})
+
+	it('should not rewrite links if they already contain a version that does not start with v', async () => {
+		const content = `[Link to versioned path](/terraform/language/1.7.x/some-page)`
+		const entry = {
+			filePath: 'content/terraform/1.8.x/docs/language/some-file.mdx',
+		}
+		const expectedOutput =
+			'[Link to versioned path](/terraform/language/1.7.x/some-page)\n'
+		const result = await transformRewriteInternalLinks(
+			content,
+			entry,
+			versionMetadata,
+		)
+		expect(result).toBe(expectedOutput)
+	})
+
+	it('should not rewrite links if they already contain a special terraform version', async () => {
+		const content = `[Link to versioned path](/terraform/language/v202509-01/some-page)`
+		const entry = {
+			filePath: 'content/terraform/v202509-02/docs/language/some-file.mdx',
+		}
+		const expectedOutput =
+			'[Link to versioned path](/terraform/language/v202509-01/some-page)\n'
+		const result = await transformRewriteInternalLinks(
+			content,
+			entry,
+			versionMetadata,
+		)
+		expect(result).toBe(expectedOutput)
+	})
 })
diff --git a/scripts/prebuild/prebuild-arm-linux-binary.gz b/scripts/prebuild/prebuild-arm-linux-binary.gz
index c68a65e594..8c2f739639 100755
Binary files a/scripts/prebuild/prebuild-arm-linux-binary.gz and b/scripts/prebuild/prebuild-arm-linux-binary.gz differ
diff --git a/scripts/prebuild/prebuild-arm-mac-binary.gz b/scripts/prebuild/prebuild-arm-mac-binary.gz
index 132d354846..bb7bc95adc 100755
Binary files a/scripts/prebuild/prebuild-arm-mac-binary.gz and b/scripts/prebuild/prebuild-arm-mac-binary.gz differ
diff --git a/scripts/prebuild/prebuild-x64-linux-binary.gz b/scripts/prebuild/prebuild-x64-linux-binary.gz
index eda8f30f87..722dd174a7 100755
Binary files a/scripts/prebuild/prebuild-x64-linux-binary.gz and b/scripts/prebuild/prebuild-x64-linux-binary.gz differ