diff --git a/src/core/tools/applyDiffTool.ts b/src/core/tools/applyDiffTool.ts
index 1077b7bf39..e759fc081d 100644
--- a/src/core/tools/applyDiffTool.ts
+++ b/src/core/tools/applyDiffTool.ts
@@ -5,7 +5,7 @@ import { TelemetryService } from "@roo-code/telemetry"
 import { DEFAULT_WRITE_DELAY_MS } from "@roo-code/types"
 
 import { ClineSayTool } from "../../shared/ExtensionMessage"
-import { getReadablePath } from "../../utils/path"
+import { getReadablePath, validateFilePath, sanitizeFilePath } from "../../utils/path"
 import { Task } from "../task/Task"
 import { ToolUse, RemoveClosingTag, AskApproval, HandleError, PushToolResult } from "../../shared/tools"
 import { formatResponse } from "../prompts/responses"
@@ -69,6 +69,26 @@ export async function applyDiffToolLegacy(
 				return
 			}
 
+			// Validate that the path doesn't contain URLs
+			const pathValidation = validateFilePath(relPath)
+			if (!pathValidation.isValid) {
+				cline.consecutiveMistakeCount++
+				cline.recordToolError("apply_diff")
+				const errorMessage = pathValidation.error || `Invalid file path: ${relPath}`
+
+				// Try to suggest a sanitized version if possible
+				const sanitized = sanitizeFilePath(relPath)
+				let suggestion = ""
+				if (sanitized && sanitized !== relPath) {
+					suggestion = `\n\n<suggestion>Did you mean to use this path instead? ${sanitized}</suggestion>`
+				}
+
+				const formattedError = `${errorMessage}${suggestion}\n\n<error_details>\nThe file path appears to contain a URL or invalid characters. Please provide a valid relative or absolute file path.\n</error_details>`
+				await cline.say("error", formattedError)
+				pushToolResult(formattedError)
+				return
+			}
+
 			const accessAllowed = cline.rooIgnoreController?.validateAccess(relPath)
 
 			if (!accessAllowed) {
diff --git a/src/core/tools/multiApplyDiffTool.ts b/src/core/tools/multiApplyDiffTool.ts
index 08bce08ede..501f0e0046 100644
--- a/src/core/tools/multiApplyDiffTool.ts
+++ b/src/core/tools/multiApplyDiffTool.ts
@@ -5,7 +5,7 @@ import { TelemetryService } from "@roo-code/telemetry"
 import { DEFAULT_WRITE_DELAY_MS } from "@roo-code/types"
 
 import { ClineSayTool } from "../../shared/ExtensionMessage"
-import { getReadablePath } from "../../utils/path"
+import { getReadablePath, validateFilePath, sanitizeFilePath } from "../../utils/path"
 import { Task } from "../task/Task"
 import { ToolUse, RemoveClosingTag, AskApproval, HandleError, PushToolResult } from "../../shared/tools"
 import { formatResponse } from "../prompts/responses"
@@ -120,6 +120,19 @@ export async function applyDiffTool(
 
 				const filePath = file.path
 
+				// Validate that the path doesn't contain URLs
+				const pathValidation = validateFilePath(filePath)
+				if (!pathValidation.isValid) {
+					// Try to suggest a sanitized version if possible
+					const sanitized = sanitizeFilePath(filePath)
+					let errorMsg = pathValidation.error || `Invalid file path: ${filePath}`
+					if (sanitized && sanitized !== filePath) {
+						errorMsg += ` Did you mean to use: ${sanitized}?`
+					}
+					filteredOperationErrors.push(errorMsg)
+					continue // Skip this file
+				}
+
 				// Initialize the operation in the map if it doesn't exist
 				if (!operationsMap[filePath]) {
 					operationsMap[filePath] = {
@@ -179,6 +192,27 @@ Original error: ${errorMessage}`
 	} else if (legacyPath && typeof legacyDiffContent === "string") {
 		// Handle legacy parameters (old way)
 		usingLegacyParams = true
+
+		// Validate the legacy path
+		const pathValidation = validateFilePath(legacyPath)
+		if (!pathValidation.isValid) {
+			cline.consecutiveMistakeCount++
+			cline.recordToolError("apply_diff")
+
+			// Try to suggest a sanitized version if possible
+			const sanitized = sanitizeFilePath(legacyPath)
+			let suggestion = ""
+			if (sanitized && sanitized !== legacyPath) {
+				suggestion = `\n\n<suggestion>Did you mean to use this path instead? ${sanitized}</suggestion>`
+			}
+
+			const formattedError = `${pathValidation.error || `Invalid file path: ${legacyPath}`}${suggestion}\n\n<error_details>\nThe file path appears to contain a URL or invalid characters. Please provide a valid relative or absolute file path.\n</error_details>`
+			await cline.say("error", formattedError)
+			pushToolResult(formattedError)
+			cline.processQueuedMessages()
+			return
+		}
+
 		operationsMap[legacyPath] = {
 			path: legacyPath,
 			diff: [
@@ -242,6 +276,16 @@ Original error: ${errorMessage}`
 		for (const operation of operations) {
 			const { path: relPath, diff: diffItems } = operation
 
+			// Additional validation before processing (in case path was modified after initial validation)
+			const pathValidation = validateFilePath(relPath)
+			if (!pathValidation.isValid) {
+				updateOperationResult(relPath, {
+					status: "blocked",
+					error: pathValidation.error || `Invalid file path: ${relPath}`,
+				})
+				continue
+			}
+
 			// Verify file access is allowed
 			const accessAllowed = cline.rooIgnoreController?.validateAccess(relPath)
 			if (!accessAllowed) {
diff --git a/src/utils/__tests__/path.spec.ts b/src/utils/__tests__/path.spec.ts
index a8cf84b68c..4fcea2ab5f 100644
--- a/src/utils/__tests__/path.spec.ts
+++ b/src/utils/__tests__/path.spec.ts
@@ -3,7 +3,7 @@
 import os from "os"
 import * as path from "path"
 
-import { arePathsEqual, getReadablePath, getWorkspacePath } from "../path"
+import { arePathsEqual, getReadablePath, getWorkspacePath, isUrl, sanitizeFilePath, validateFilePath } from "../path"
 
 // Mock modules
 
@@ -123,6 +123,152 @@ describe("Path Utilities", () => {
 				expect(arePathsEqual("C:\\", "C:\\")).toBe(true)
 			})
 		})
+
+		describe("isUrl", () => {
+			it("should detect HTTP URLs", () => {
+				expect(isUrl("http://example.com")).toBe(true)
+				expect(isUrl("https://example.com")).toBe(true)
+				expect(isUrl("https://www.google.com/search?q=package.json")).toBe(true)
+			})
+
+			it("should detect other protocol URLs", () => {
+				expect(isUrl("ftp://example.com")).toBe(true)
+				expect(isUrl("file://localhost/path")).toBe(true)
+				expect(isUrl("ssh://git@github.com")).toBe(true)
+				expect(isUrl("ws://localhost:8080")).toBe(true)
+				expect(isUrl("wss://secure.example.com")).toBe(true)
+			})
+
+			it("should not detect regular file paths as URLs", () => {
+				expect(isUrl("package.json")).toBe(false)
+				expect(isUrl("/usr/local/bin")).toBe(false)
+				expect(isUrl("C:\\Windows\\System32")).toBe(false)
+				expect(isUrl("./src/index.ts")).toBe(false)
+				expect(isUrl("../parent/file.txt")).toBe(false)
+			})
+
+			it("should handle edge cases", () => {
+				expect(isUrl("")).toBe(false)
+				expect(isUrl(null as any)).toBe(false)
+				expect(isUrl(undefined as any)).toBe(false)
+				expect(isUrl(123 as any)).toBe(false)
+			})
+
+			it("should be case-insensitive for protocols", () => {
+				expect(isUrl("HTTP://example.com")).toBe(true)
+				expect(isUrl("HTTPS://example.com")).toBe(true)
+				expect(isUrl("FTP://example.com")).toBe(true)
+			})
+		})
+
+		describe("sanitizeFilePath", () => {
+			it("should return null for complete URLs", () => {
+				expect(sanitizeFilePath("https://www.google.com/search?q=package.json")).toBe(null)
+				expect(sanitizeFilePath("http://example.com/file.txt")).toBe(null)
+				expect(sanitizeFilePath("ftp://server.com/path")).toBe(null)
+			})
+
+			it("should extract file path from concatenated URL and path", () => {
+				expect(sanitizeFilePath("package.json\nhttps://google.com")).toBe("package.json")
+				expect(sanitizeFilePath("src/file.ts https://example.com")).toBe("src/file.ts")
+				// Note: The comma case returns with the comma because it's checking if there's a URL after it
+				expect(sanitizeFilePath("./config.json,https://api.example.com")).toBe("./config.json")
+				expect(sanitizeFilePath("test.txt;https://example.com")).toBe("test.txt")
+			})
+
+			it("should handle paths with URLs concatenated without separators", () => {
+				expect(sanitizeFilePath("package.jsonhttps://google.com")).toBe("package.json")
+				expect(sanitizeFilePath("src/file.tshttps://example.com/api")).toBe("src/file.ts")
+				expect(sanitizeFilePath("config.yamlftp://server.com")).toBe("config.yaml")
+			})
+
+			it("should return the original path if no URL is present", () => {
+				expect(sanitizeFilePath("package.json")).toBe("package.json")
+				expect(sanitizeFilePath("/usr/local/bin/app")).toBe("/usr/local/bin/app")
+				expect(sanitizeFilePath("C:\\Windows\\System32\\cmd.exe")).toBe("C:\\Windows\\System32\\cmd.exe")
+			})
+
+			it("should trim whitespace", () => {
+				expect(sanitizeFilePath("  package.json  ")).toBe("package.json")
+				expect(sanitizeFilePath("\t./src/index.ts\n")).toBe("./src/index.ts")
+			})
+
+			it("should handle edge cases", () => {
+				expect(sanitizeFilePath("")).toBe(null)
+				expect(sanitizeFilePath(null as any)).toBe(null)
+				expect(sanitizeFilePath(undefined as any)).toBe(null)
+				expect(sanitizeFilePath(123 as any)).toBe(null)
+			})
+
+			it("should handle Windows paths with URLs", () => {
+				// The trailing backslash is removed as it's considered a separator before the URL
+				expect(
+					sanitizeFilePath(
+						"d:\\01_Proyectos\\SUPER-ADMIN\\package.json\\https:\\www.google.com\\search?q=package.json",
+					),
+				).toBe("d:\\01_Proyectos\\SUPER-ADMIN\\package.json")
+				expect(sanitizeFilePath("C:\\Users\\test\\file.txt https://example.com")).toBe(
+					"C:\\Users\\test\\file.txt",
+				)
+			})
+		})
+
+		describe("validateFilePath", () => {
+			it("should validate normal file paths", () => {
+				expect(validateFilePath("package.json")).toEqual({ isValid: true })
+				expect(validateFilePath("./src/index.ts")).toEqual({ isValid: true })
+				expect(validateFilePath("/usr/local/bin/app")).toEqual({ isValid: true })
+				expect(validateFilePath("C:\\Windows\\System32\\cmd.exe")).toEqual({ isValid: true })
+			})
+
+			it("should reject complete URLs", () => {
+				const result = validateFilePath("https://www.google.com/search?q=package.json")
+				expect(result.isValid).toBe(false)
+				expect(result.error).toContain("appears to be a URL")
+			})
+
+			it("should reject paths with URL components and suggest sanitized version", () => {
+				const result = validateFilePath("package.json https://google.com")
+				expect(result.isValid).toBe(false)
+				expect(result.error).toContain("contains URL components")
+				expect(result.error).toContain("package.json")
+			})
+
+			it("should reject paths with concatenated URLs", () => {
+				const result = validateFilePath("package.jsonhttps://google.com")
+				expect(result.isValid).toBe(false)
+				expect(result.error).toContain("contains URL components")
+				expect(result.error).toContain("package.json")
+			})
+
+			it("should handle empty or invalid inputs", () => {
+				expect(validateFilePath("").isValid).toBe(false)
+				expect(validateFilePath("").error).toContain("empty or invalid")
+
+				expect(validateFilePath(null as any).isValid).toBe(false)
+				expect(validateFilePath(undefined as any).isValid).toBe(false)
+				expect(validateFilePath(123 as any).isValid).toBe(false)
+			})
+
+			it("should handle the exact issue case from bug report", () => {
+				const bugPath =
+					"d:\\01_Proyectos\\...\\SUPER-ADMIN\\package.json\\https:\\www.google.com\\search?q=package.json"
+				const result = validateFilePath(bugPath)
+				expect(result.isValid).toBe(false)
+				expect(result.error).toContain("contains URL components")
+			})
+
+			it("should accept paths with spaces", () => {
+				expect(validateFilePath("my folder/my file.txt")).toEqual({ isValid: true })
+				expect(validateFilePath("C:\\Program Files\\app.exe")).toEqual({ isValid: true })
+			})
+
+			it("should accept paths with special characters", () => {
+				expect(validateFilePath("file-name_123.test.ts")).toEqual({ isValid: true })
+				expect(validateFilePath("@types/node/index.d.ts")).toEqual({ isValid: true })
+				expect(validateFilePath("file[1].txt")).toEqual({ isValid: true })
+			})
+		})
 	})
 
 	describe("getReadablePath", () => {
diff --git a/src/utils/path.ts b/src/utils/path.ts
index 48e2ce6673..b05cc0518c 100644
--- a/src/utils/path.ts
+++ b/src/utils/path.ts
@@ -130,3 +130,118 @@ export const getWorkspacePathForContext = (contextPath?: string): string => {
 	// Fall back to current behavior
 	return getWorkspacePath()
 }
+
+/**
+ * Checks if a string appears to be a URL rather than a file path
+ * @param path The string to check
+ * @returns true if the string looks like a URL
+ */
+export function isUrl(path: string): boolean {
+	if (!path || typeof path !== "string") {
+		return false
+	}
+
+	// Check for common URL protocols
+	const urlProtocols = /^(https?|ftp|file|data|mailto|tel|ssh|git|ws|wss):\/\//i
+	return urlProtocols.test(path)
+}
+
+/**
+ * Sanitizes a file path by removing any URL components if present
+ * This helps prevent the AI from accidentally including URLs in file paths
+ * @param filePath The file path to sanitize
+ * @returns The sanitized file path, or null if the entire path is a URL
+ */
+export function sanitizeFilePath(filePath: string): string | null {
+	if (!filePath || typeof filePath !== "string") {
+		return null
+	}
+
+	// If the entire path is a URL, return null
+	if (isUrl(filePath)) {
+		return null
+	}
+
+	// First check for paths that have URLs concatenated without separators
+	// This handles cases like "package.jsonhttps://google.com" or Windows paths with backslashes
+	// Also handle the specific bug case: "d:\01_Proyectos\...\package.json\https:\www.google.com\..."
+	// Match URLs with either :// or :\ (for Windows paths like https:\www.google.com)
+	const urlMatch = filePath.match(/(.*?)(https?|ftp|file|data|mailto|tel|ssh|git|ws|wss):[\\\/]/i)
+	if (urlMatch && urlMatch[1]) {
+		// Return the part before the URL, trimming any trailing separators
+		let cleanPath = urlMatch[1]
+		// Remove trailing backslash, forward slash, comma, or semicolon if it's there
+		cleanPath = cleanPath.replace(/[\\\/,;]$/, "")
+		return cleanPath.trim() || null
+	}
+
+	// Check if path contains a URL separated by whitespace or special characters
+	// But be careful not to split on spaces that are part of valid file paths
+	// Only split if we find actual URL protocols after the separator
+	const separators = ["\n", "\r", "\t", "|", ",", ";"]
+	for (const separator of separators) {
+		const separatorIndex = filePath.indexOf(separator)
+		if (separatorIndex !== -1) {
+			// Check if what comes after the separator is a URL
+			const afterSeparator = filePath.substring(separatorIndex + 1).trim()
+			if (isUrl(afterSeparator)) {
+				// Return everything before the separator
+				const result = filePath.substring(0, separatorIndex).trim()
+				return result || null
+			}
+		}
+	}
+
+	// Special handling for space separator - only split if there's a URL after the space
+	if (filePath.includes(" ")) {
+		// Check if any word after a space starts with a URL protocol
+		const words = filePath.split(" ")
+		for (let i = 1; i < words.length; i++) {
+			if (isUrl(words[i])) {
+				// Found a URL after a space, return everything before this point
+				return words.slice(0, i).join(" ").trim()
+			}
+		}
+	}
+
+	// If no URL components found, return the original path
+	return filePath.trim()
+}
+
+/**
+ * Validates that a file path is safe to use and doesn't contain URLs
+ * @param filePath The file path to validate
+ * @returns An object with isValid boolean and an optional error message
+ */
+export function validateFilePath(filePath: string): { isValid: boolean; error?: string } {
+	if (!filePath || typeof filePath !== "string") {
+		return { isValid: false, error: "File path is empty or invalid" }
+	}
+
+	// Check if the entire path is a URL
+	if (isUrl(filePath)) {
+		return {
+			isValid: false,
+			error: `Invalid file path: "${filePath}" appears to be a URL. Please provide a valid file path instead.`,
+		}
+	}
+
+	// Try to sanitize the path
+	const sanitized = sanitizeFilePath(filePath)
+	if (!sanitized) {
+		return {
+			isValid: false,
+			error: `Invalid file path: "${filePath}" could not be sanitized to a valid path.`,
+		}
+	}
+
+	// If sanitization changed the path, it contained URL components
+	if (sanitized !== filePath.trim()) {
+		return {
+			isValid: false,
+			error: `Invalid file path: "${filePath}" contains URL components. Did you mean "${sanitized}"?`,
+		}
+	}
+
+	return { isValid: true }
+}