Ok, you asked...
1) TB: Most knowledgeable buyers are mentally adding the cost of an immediate timing belt service to your asking price. Now, for some, this is just the parts, tools, and a day in driveway, but for everyone else it's an additional $600, $800, $1000, etc. Personally, I'd be anxious just driving it home. Further, TB service intervals are mileage or age, so even if you use 6 years instead of five, it's ready for it's third timing belt.
2) Trans: It's an automatic. Yes, it can be converted, but the difference in initial asking price and value is tremendous. Potential buyers who want a stick are mentally adding the cost to your asking price. I'm not sure if the conversion counts as economical, but it generally isn't cheap.
3) Pictures: The front and rear are good starters, but after that we don't get enough photos (and the ones you have aren't especially helping). The rear shows a missing VW badge, missing TDI letters, and is otherwise too dark to see dents or rust. Pictures of the cluster are better when the car is running, so that viewers can see what CEL/MIL lights are on, and best taken when the area between the cluster and steering wheel is clean. The interior photos are grainy or sun-spotted, and appear to show us how dusty the dash is, and that perhaps two of the four door cards have wear. At least your CL ad has more photos, but those may not be attracting buyers. Before people travel to see a car, they want to look at good pictures for rust on the hatch, at the front fenders, or underneath. Instead I'm noticing a replaced pax SVM (was the original smashed?), a missing cover on the pax seatbelt receiver, and the crack in the pax rear tail (not mentioned in the CL ad). The silver TDI wagon that sold north of you near UVM a few months back was an auto, had more miles, but had extensive pictures and details. Make sure the info in your ads match, with the exception of the TDIClub discount you are offering, of course.
4) Location: Your title lists location as NY. You and I both know that to 75% of lookers, this means NYC. The rest know that "NY" could be Buffalo, Binghamton, Plattsburgh, or Yonkers, which doesn't help potential buyers. Clarity is helpful, especially in relation to an airport for those flying in ("Two hours north of the Albany airport via I-87"). In addition, your member location for Fred's lists either California, New England, or Nebraska, while your CL ad puts the car northeast of E-Town, close to my favorite lake monster. For some people this just says "scam" and they walk away.
5) Details: The turbo was replaced? At 162k miles? Was the fuel filter replaced on time, per the maint schedule, every 20k miles, or maybe not? Were air filters changed on time, per the maint schedule, every 40k miles, or early, not per the main schedule? 4 new budget tires that the next owner might ditch, or 4 new Nokian/Michelin/Continentals? Were the shocks replaced when the struts were done? Some people want to know the starter was new, and is Bosch, the alternator was new, and is Valeo, and that the clear headlight covers are original, or still OEM Hella, or aftermarket from Chinese ebay that fail to illuminate the Essex County roads in winter.
6) COVID-19. Once stay-at-home restrictions change, and people feel more comfortable about jumping in someone else's car, I'm sure it will sell quickly.
HTH