Remote Docker Host on Windows broken due to "dial-stdio"

[MrBuddyCasino]

Description

Using a remote Docker host using ssh://user@machine.local on Windows from From a Mac isn't working:

$ docker ps
error during connect: Get "http://docker.example.com/v1.24/containers/json": command [ssh -l michael -- michael-t1.local docker system dial-stdio] has exited with exit status 1, please make sure the URL is valid, and Docker 18.09 or later is installed on the remote host: stderr=the raw stream connection does not implement halfCloser

This occurs with the remote Windows shell set to cmd.exe or bash.exe from git-bash.
Running docker system dial-stdio directly on Windows produces the same the raw stream connection does not implement halfCloser error message.

Docker version on Windows (server): Docker version 24.0.7, build afdd53b
Docker version on Mac (client): Docker version 24.0.2, build cb74dfc

I found related issues that claim to fix this, such as #1376, #4708 or #1718, but they don't help.

Note that it does work with the following prerequisites:

• The Computer\HKEY_LOCAL_MACHINE\SOFTWARE\OpenSSH\DefaultShell key is set to C:\Windows\System32\bash.exe
• besides Docker Desktop (or Rancher Desktop), there is another default WSL distribution installed, eg Ubuntu
• the Docker cli tools are installed in that distribution (but not the engine)

Reproduce

Run docker system dial-stdio on Windows, or setup a remote Docker profile using the Windows OpenSSH server with key-based auth and perform any Docker cli action.

Expected behavior

Remote Docker hosts on Windows should work.

docker version

Client:
 Cloud integration: v1.0.35+desktop.5
 Version: 24.0.7
 API version: 1.42 (downgraded from 1.43)
 Go version: go1.20.10
 Git commit: afdd53b
 Built: Thu Oct 26 09:08:44 2023
 OS/Arch: windows/amd64
 Context: default

Server:
 Engine:
 Version: 23.0.6
 API version: 1.42 (minimum version 1.12)
 Go version: go1.20.10
 Git commit: 9dbdbd4b6d7681bd18c897a6ba0376073c2a72ff
 Built: Thu Oct 12 14:14:03 2023
 OS/Arch: linux/amd64
 Experimental: false
 containerd:
 Version: v1.7.2
 GitCommit: 0cae528dd6cb557f7201036e9f43420650207b58
 runc:
 Version: 1.1.7
 GitCommit: 860f061b76bb4fc671f0f9e900f7d80ff93d4eb7
 docker-init:
 Version: 0.19.0
 GitCommit:

docker info

Client:
 Version: 24.0.7
 Context: default
 Debug Mode: false
 Plugins:
 buildx: Docker Buildx (Docker Inc.)
 Version: v0.11.2
 Path: C:\Users\michael\.docker\cli-plugins\docker-buildx.exe
 compose: Docker Compose (Docker Inc.)
 Version: v2.22.0
 Path: C:\Users\michael\.docker\cli-plugins\docker-compose.exe
 dev: Docker Dev Environments (Docker Inc.)
 Version: v0.1.0
 Path: C:\Program Files\Docker\cli-plugins\docker-dev.exe
 extension: Manages Docker extensions (Docker Inc.)
 Version: v0.2.21
 Path: C:\Program Files\Docker\cli-plugins\docker-extension.exe
 feedback: Provide feedback, right in your terminal! (Docker Inc.)
 Version: 0.1
 Path: C:\Program Files\Docker\cli-plugins\docker-feedback.exe
 init: Creates Docker-related starter files for your project (Docker Inc.)
 Version: v0.1.0-beta.10
 Path: C:\Program Files\Docker\cli-plugins\docker-init.exe
 sbom: View the packaged-based Software Bill Of Materials (SBOM) for an image (Anchore Inc.)
 Version: 0.6.0
 Path: C:\Program Files\Docker\cli-plugins\docker-sbom.exe
 scan: Docker Scan (Docker Inc.)
 Version: v0.26.0
 Path: C:\Program Files\Docker\cli-plugins\docker-scan.exe
 scout: Docker Scout (Docker Inc.)
 Version: v1.2.0
 Path: C:\Program Files\Docker\cli-plugins\docker-scout.exe

Server:
 Containers: 45
 Running: 32
 Paused: 0
 Stopped: 13
 Images: 22
 Server Version: 23.0.6
 Storage Driver: overlay2
 Backing Filesystem: extfs
 Supports d_type: true
 Using metacopy: false
 Native Overlay Diff: true
 userxattr: false
 Logging Driver: json-file
 Cgroup Driver: cgroupfs
 Cgroup Version: 1
 Plugins:
 Volume: local
 Network: bridge host ipvlan macvlan null overlay
 Log: awslogs fluentd gcplogs gelf journald json-file local logentries splunk syslog
 Swarm: inactive
 Runtimes: io.containerd.runc.v2 runc
 Default Runtime: runc
 Init Binary: docker-init
 containerd version: 0cae528dd6cb557f7201036e9f43420650207b58
 runc version: 860f061b76bb4fc671f0f9e900f7d80ff93d4eb7
 init version:
 Security Options:
 seccomp
 Profile: builtin
 Kernel Version: 5.15.133.1-microsoft-standard-WSL2
 Operating System: Rancher Desktop WSL Distribution
 OSType: linux
 Architecture: x86_64
 CPUs: 16
 Total Memory: 15.2GiB
 Name: michael-t1
 ID: ba90687d-ef22-4fc5-96d1-e901d8762aa1
 Docker Root Dir: /var/lib/docker
 Debug Mode: false
 Experimental: false
 Insecure Registries:
 private-docker-registry.local:5000
 127.0.0.0/8
 Live Restore Enabled: false

WARNING: No blkio throttle.read_bps_device support
WARNING: No blkio throttle.write_bps_device support
WARNING: No blkio throttle.read_iops_device support
WARNING: No blkio throttle.write_iops_device support

Additional Info

No response