A well-known, quintessential Catskills town with a vibrant and engaged community. It continues to evolve and stay relevant.
Unless you’ve been living under a rock, you’ve probably heard of Woodstock. The town, one of the quintessential Catskills spots, is filled with eclectic shops, some crunch, some upscale, along with too many eateries to mention. One could easily spend a day wandering around without a hint of boredom. On weekends, the town is abuzz with locals and weekenders alike. And just outside town is the Slide Mountain Wilderness with some of the most popular hikes in the Catskills.
The types of homes for sale in Woodstock encompass the full range of Catskills real estate; farmhouses, stone houses, new modern builds, small cabins, tiny houses (the list goes on and on). If you want the option of walking to town, you may pay a bit of a premium and you’ll likely be on a smaller plot of land. As you get up into the hills and down in the valleys surrounding the town, you’ll start to have larger plots on offer. With 2,300+ local residents, it maintains a small-town vibe but with weekenders/tourists it always feels alive.
Note, in 2019 the town of Woodstock passed a law regulating short-term rentals. If you plan buy a second home in Woodstock and rent it out on AirBNB/VRBO, you may want to look into purchasing in alternative areas or, at the very least, inquire about whether any houses in which you may be interested are registered with the town.
The town is rich with culture and represents a convergence of creatives, tradespeople, entrepreneurs, city transplants, long-time locals and weekenders. It’s long been a mecca for artists of all stripes. The , established in 1903, is one of the nation’s oldest arts and crafts colonies and occasionally homes become available in this unique area. Music lovers may want to check out , (a Woodstock and Catskills institution) which is a former barn converted into a performance venue where you can catch local and nationally-known acts. The is a non-profit exhibition space where you check out free galleries. Many Sundays at around 4pm, musicians gather in the main circle, bongos and drums in hand, for a spontaneous drum circle. And, of course, the widely acclaimed , a haven for independent and groundbreaking film, takes place in early fall.
Restaurants (by no means an exhaustive list)
Should you have any questions about Woodstock real estate, please don’t hesitate to reach out. We regularly meet clients for coffee in either NYC or the Woodstock area to share our local knowledge of the areas and the market and to assist with searching for Catskills real estate.