As a fellow MA driver - the one thing I regret that I don't have in the used S I bought (2014) is the cold climate package. That package makes it very possible to drive in cold temps without the cabin heater on, and thus get the most range in cold temps.
That cold weather pkg is a no brainer for me, I am in IA. 2017 Model S75D, February build w/ FSD, Unlimited Premium Connectivity, Panoramic Sunroof, Smart Air, Cold Weather Pkg, & the Premium Upgrade Package that included the ventilated seats... I lucked out big time when I found mine used out of TX in 08/2021 with the upgrades it has, but the value unfortunately has dropped a lot since then. Mine was still on MCU1 & AP2.0 when I got it, but that has now been upgraded to MCU2 & HW3.0. When I got my 75D, I was flipping back and forth between this one, and another 75D with EAP, but had MCU2 upgraded already. That one didn't have the Cold Weather package, PUP, Panoramic Sunroof, or Smart Air.
I got kinda screwed on timing with my purchase though with the damn near full pandemic used inflation. In late 2020 I was itching to pull the trigger on a MYLR, and planned to do so the second week of January 2021. Well...on January 2nd, the engine on my previous vehicle, a Hyundai Sonata Hybrid, seized up. I was needing the trade-in value from that car as part of the down payment and I couldn't just proceed without it. The Hyundai should have been covered under the 10yr/100k warranty but the stealership lied when I bought it used by telling me it was a CPO (which qualified it for the full warranty) but it wasn't, so the warranty would have dropped to 5yr/60k, which would have expired. I found a recall (
20V746000) was submitted to NHTSA in December 2020 for the exact cause of the engine failure. I then had to fight with the stealership to get them to even contact Hyundai for the recall, which took almost a month to have approved. I tried to have them buy the vehicle from me at the current used value, which they refused, so I had to wait for the new engine to be installed. Fast forward 7 months after the engine had seized, I finally get my car back. At this point the Model Y was more than 10K higher than it was at the beginning of the year, and out of my price range. Before I could find a used Model Y that was in budget, a deer ran out in front of my Sonata Hybrid, which was then totaled by my insurance company. Silver lining on that though was that I ended up getting almost 50% more than the cars value in January, as used prices had increased so much.