TimeoutError: [WinError 10060] in Windows Server while using smtplib

Question

I am trying to send mail using smtplib module. I was able to successfully send email using my Windows-7 PC, but while I was trying the same code in Windows Server 2008 R2 Enterprise 64-bit(6.1, Build 7601) I am getting TimeoutError: [WinError 10060].

Code attached below.

def send_email(from_addr, to_addr_list,
              subject, html_body,plain_text_body,
              login,
              password,
              smtpserver='smtp.gmail.com:587',
              cc_addr_list=None,
              attachment=None,
              from_name=None):

    message=MIMEMultipart()

    plain=MIMEText(plain_text_body,'plain')
    #html=MIMEText(html_body,'html') 

    message.add_header('from',from_name)
    message.add_header('to',','.join(to_addr_list))
    message.add_header('subject',subject)

    if attachment!=None:
        attach_file=MIMEApplication(open(attachment,"rb").read())
        attach_file.add_header('Content-Disposition','attachment; filename="%s"' % attachment)
        message.attach(attach_file)


    message.attach(plain)
    #message.attach(html)

    server = smtplib.SMTP(smtpserver) #TimeoutError raised on this line 
    server.starttls()
    server.login(login,password)
    server.sendmail(from_addr, to_addr_list, message.as_string())
    server.quit()
    print("MailSent")

I am getting error in below line

server = smtplib.SMTP(smtpserver)

Error message attached below

"C:\Users\Administrator\AppData\Local\Programs\Python\Python37\lib\smtplib.py", line 251, in __init__
    (code, msg) = self.connect(host, port)
  File "C:\Users\Administrator\AppData\Local\Programs\Python\Python37\lib\smtplib.py", line 336, in connect
    self.sock = self._get_socket(host, port, self.timeout)
  File "C:\Users\Administrator\AppData\Local\Programs\Python\Python37\lib\smtplib.py", line 307, in _get_socket
    self.source_address)
  File "C:\Users\Administrator\AppData\Local\Programs\Python\Python37\lib\socket.py", line 728, in create_connection
    raise err
  File "C:\Users\Administrator\AppData\Local\Programs\Python\Python37\lib\socket.py", line 716, in create_connection
    sock.connect(sa)
TimeoutError: [WinError 10060] A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond

I have tried all the below options, I am getting the same TimeoutError: [WinError 10060];

1. I have enabled "Allow Less Secure Apps" option in Gmail account.
2. Server = smtplib.SMTP_SSL("smtp.gmail.com", 465)
3. Server = smtplib.SMTP ("smtp.gmail.com", 587)
4. Server = smtplib.SMTP ("smtp.gmail.com", 587, timeout=120)
5. Server = smtplib.SMTP ("smtp.gmail.com:587”)
6. I have allowed port 587 and 465 in firewall Inbound and Outbound rules.
7. I have also tried yagmail module (I am getting same error)

Am I missing something? or any alternative solution much appreciated.