diff --git a/crates/uv-python/src/environment.rs b/crates/uv-python/src/environment.rs
index e7a5b7b9d..26e9c449e 100644
--- a/crates/uv-python/src/environment.rs
+++ b/crates/uv-python/src/environment.rs
@@ -4,6 +4,7 @@ use std::env;
 use std::fmt;
 use std::path::{Path, PathBuf};
 use std::sync::Arc;
+use tracing::debug;
 use uv_cache::Cache;
 use uv_cache_key::cache_digest;
 use uv_fs::{LockedFile, Simplified};
@@ -161,9 +162,13 @@ impl PythonEnvironment {
     ///
     /// N.B. This function also works for system Python environments and users depend on this.
     pub fn from_root(root: impl AsRef<Path>, cache: &Cache) -> Result<Self, Error> {
-        let venv = match fs_err::canonicalize(root.as_ref()) {
-            Ok(venv) => venv,
-            Err(err) if err.kind() == std::io::ErrorKind::NotFound => {
+        debug!(
+            "Checking for Python environment at `{}`",
+            root.as_ref().user_display()
+        );
+        match root.as_ref().try_exists() {
+            Ok(true) => {}
+            Ok(false) => {
                 return Err(Error::MissingEnvironment(EnvironmentNotFound {
                     preference: EnvironmentPreference::Any,
                     request: PythonRequest::Directory(root.as_ref().to_owned()),
@@ -172,30 +177,35 @@ impl PythonEnvironment {
             Err(err) => return Err(Error::Discovery(err.into())),
         };
 
-        if venv.is_file() {
+        if root.as_ref().is_file() {
             return Err(InvalidEnvironment {
-                path: venv,
+                path: root.as_ref().to_path_buf(),
                 kind: InvalidEnvironmentKind::NotDirectory,
             }
             .into());
         }
 
-        if venv.read_dir().is_ok_and(|mut dir| dir.next().is_none()) {
+        if root
+            .as_ref()
+            .read_dir()
+            .is_ok_and(|mut dir| dir.next().is_none())
+        {
             return Err(InvalidEnvironment {
-                path: venv,
+                path: root.as_ref().to_path_buf(),
                 kind: InvalidEnvironmentKind::Empty,
             }
             .into());
         }
 
-        let executable = virtualenv_python_executable(&venv);
+        // Note we do not canonicalize the root path or the executable path, this is important
+        // because the path the interpreter is invoked at can determine the value of
+        // `sys.executable`.
+        let executable = virtualenv_python_executable(&root);
 
-        // Check if the executable exists before querying so we can provide a more specific error
-        // Note we intentionally don't require a resolved link to exist here, we're just trying to
-        // tell if this _looks_ like a Python environment.
+        // If we can't find an executable, exit before querying to provide a better error.
         if !(executable.is_symlink() || executable.is_file()) {
             return Err(InvalidEnvironment {
-                path: venv,
+                path: root.as_ref().to_path_buf(),
                 kind: InvalidEnvironmentKind::MissingExecutable(executable.clone()),
             }
             .into());
diff --git a/crates/uv/tests/it/lock.rs b/crates/uv/tests/it/lock.rs
index d4577e8d4..dfa6f7226 100644
--- a/crates/uv/tests/it/lock.rs
+++ b/crates/uv/tests/it/lock.rs
@@ -14646,6 +14646,7 @@ fn lock_explicit_default_index() -> Result<()> {
     DEBUG Found workspace root: `[TEMP_DIR]/`
     DEBUG Adding current workspace member: `[TEMP_DIR]/`
     DEBUG Using Python request `>=3.12` from `requires-python` metadata
+    DEBUG Checking for Python environment at `.venv`
     DEBUG The virtual environment's Python version satisfies `>=3.12`
     DEBUG Using request timeout of [TIME]
     DEBUG Found static `pyproject.toml` for: project @ file://[TEMP_DIR]/
diff --git a/crates/uv/tests/it/run.rs b/crates/uv/tests/it/run.rs
index a8fa635eb..02a8d00b6 100644
--- a/crates/uv/tests/it/run.rs
+++ b/crates/uv/tests/it/run.rs
@@ -3349,6 +3349,88 @@ fn run_gui_script_explicit_unix() -> Result<()> {
     Ok(())
 }
 
+#[test]
+#[cfg(unix)]
+fn run_linked_environment_path() -> Result<()> {
+    use anyhow::Ok;
+
+    let context = TestContext::new("3.12")
+        .with_filtered_virtualenv_bin()
+        .with_filtered_python_names();
+
+    let pyproject_toml = context.temp_dir.child("pyproject.toml");
+    pyproject_toml.write_str(
+        r#"
+        [project]
+        name = "project"
+        version = "0.1.0"
+        requires-python = ">=3.12"
+        dependencies = ["black"]
+        "#,
+    )?;
+
+    // Create a link from `target` -> virtual environment
+    fs_err::os::unix::fs::symlink(&context.venv, context.temp_dir.child("target"))?;
+
+    // Running `uv sync` should use the environment at `target``
+    uv_snapshot!(context.filters(), context.sync()
+        .env(EnvVars::UV_PROJECT_ENVIRONMENT, "target"), @r###"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+
+    ----- stderr -----
+    Resolved 8 packages in [TIME]
+    Prepared 6 packages in [TIME]
+    Installed 6 packages in [TIME]
+     + black==24.3.0
+     + click==8.1.7
+     + mypy-extensions==1.0.0
+     + packaging==24.0
+     + pathspec==0.12.1
+     + platformdirs==4.2.0
+    "###);
+
+    // `sys.prefix` and `sys.executable` should be from the `target` directory
+    uv_snapshot!(context.filters(), context.run()
+        .env_remove("VIRTUAL_ENV")  // Ignore the test context's active virtual environment
+        .env(EnvVars::UV_PROJECT_ENVIRONMENT, "target")
+        .arg("python").arg("-c").arg("import sys; print(sys.prefix); print(sys.executable)"), @r###"
+    success: true
+    exit_code: 0
+    ----- stdout -----
+    [TEMP_DIR]/target
+    [TEMP_DIR]/target/[BIN]/python
+
+    ----- stderr -----
+    Resolved 8 packages in [TIME]
+    Audited 6 packages in [TIME]
+    "###);
+
+    // And, similarly, the entrypoint should use `target`
+    let black_entrypoint = context.read("target/bin/black");
+    insta::with_settings!({
+        filters => context.filters(),
+    }, {
+        assert_snapshot!(
+            black_entrypoint, @r###"
+        #![TEMP_DIR]/target/[BIN]/python
+        # -*- coding: utf-8 -*-
+        import sys
+        from black import patched_main
+        if __name__ == "__main__":
+            if sys.argv[0].endswith("-script.pyw"):
+                sys.argv[0] = sys.argv[0][:-11]
+            elif sys.argv[0].endswith(".exe"):
+                sys.argv[0] = sys.argv[0][:-4]
+            sys.exit(patched_main())
+        "###
+        );
+    });
+
+    Ok(())
+}
+
 #[test]
 #[cfg(not(windows))]
 fn run_gui_script_explicit_stdin_unix() -> Result<()> {