I posted a while back asking if it was worth it or not and after BP community responses, research and friends that live in the surrounding area we finally did it.

What might help you for the next attempt is to read (BP's book written by yours truly--The Hands Off Investor), and network (join a community where investors discuss deals, trade advice and observations--coming soon will be Passive Pockets, an offshoot of BiggerPockets which recently acquired the popular passive investing group Left Field Investors).

Hi BiggerPockets Community!

VTSTRA has a (slightly outdated) list of town ordinances: https://vtstra.org/regs but that does not even get into some of the crazy proposals being tossed around at the state level, like an additional 10% STR tax (atop the 9% M&R + 1% local options tax already in place in many communities). https://legislature.vermont.gov/Documents/2024/WorkGroups/House%20Ways%20and%20Means/Short-term%20Rentals/W~Kirby%20Keeton~Short-term%20rentals%20draft%20language~3-13-2024.pdf

Hey BP Community!

For some context I'm hoping to invest immediately when I begin working (1 year from now), and am alright with moving whenever there is a better opportunity for my job/RE investing.Can always count on the BP community to give great advice, so I'm looking forward to everyone's perspectives on a slightly large life decision of mine!

Welcome, it is a great community!

My name is Tremaine Kwasikpui, and I am excited to join this vibrant community of real estate enthusiasts and professionals.

Buy a townhouse in this development near where I live called Sea Colony:Details: $860k for a comfortable townhouse.Pros:Comfortable place to live for the next few years, and I’d still have liquidity to invest elsewhere.It is still in my current community where all of my friends live, so I would still be where I want to be location-wise.Will get appreciation.Cons:High HOA fees ($660/month) and potential 10k special assessment in the next few years.Likely won’t cash flow after we move, so unsure whether it would make sense to hold.3.

As I embark on this journey, I’m eager to learn more about the local market, connect with fellow investors, and engage with the vibrant community that makes this city so special.