Olde Windsor Village

Olde Windsor Village sits in a peaceful part of Windsor, Vermont, just a short walk from downtown, and you'll find it's actually the oldest former state prison in the United States still in use, with thick walls that are about three feet, high ceilings, and old prison gates standing as reminders of its long history, since the building itself was first put up in federal-style back in the early 1800s and has had updates and expansions over the years, like in 1830, 1882, and 1928, and after being fixed up from a prison, it's now a senior living community offering apartments for those aged 62 or older, along with options for people with disabilities and sometimes for families, all managed by Stewart Property Management and Windham & Windsor Housing Trust. There are about 75 to 77 apartments-mostly one- and two-bedroom-and the place has laundry right on site, ample parking outside, and there's some rental help from the United States Department of Housing and Urban Development, so the rent stays affordable for folks with set incomes or those who like to have a fixed rent, as most rents get capped at about 30% of your gross monthly income if you qualify. All sorts of people live here-seniors, low-income folks, people with disabilities-and the site itself sits near two local hospitals for medical help, a pharmacy close by, several different restaurants, a nearby church if you want it, and big relaxing parks where you can get out and enjoy the fresh Vermont air. The apartments have utilities included in the rent for most units, which makes budgeting a little easier, and the staff keeps a friendly presence while helping everyone get along and join in activities, regular dining events, and clubs that keep boredom at bay, whether it's social, educational, or just for entertainment. The place feels safe and calm, and has some features aimed at better accessibility, though you won't get top-tier luxury, but more of a manageable, friendly place with old historical touches like the original prison walls. Residents can get taxis or rent cars if needed, which helps folks who don't drive any more or just like an easy trip to run errands or get to a doctor. Applications go through Stewart Property Management or the Windham & Windsor Housing Trust, and lots of people say the community helps them stay active, since there are parks for walking, shops close by, and welcoming spaces indoors to gather or join in with neighbors. There's memory care, assisted living, skilled nursing, and independent living, but while staff is around to help, you won't see specialized amenities detailed, and folks are protected under Vermont law no matter their background, including members of the LGBTQ community. The focus here is on offering safe, affordable homes for seniors or those in need, with a mix of old-time Vermont history and practical perks all in a spot where you can feel a bit more relaxed.