Five historic buildings clustered around Uptown Kingston's Four Corners intersection have been bundled into a single real estate listing with an asking price of $14.85 million. The package includes the building that houses Rough Draft Bar & Books, putting a historically significant stretch of John and Crown streets up for grabs all at once.
The five properties were listed for sale on October 26, according to Hudson Valley One, which reports the parcels have been placed on the market as a single real estate portfolio. Hudson Valley One notes the $14.85 million asking price applies to the entire collection rather than to each property individually.
A Landmark Corner Changes Hands as a Package
At the center of the portfolio sits the building that houses Rough Draft Bar & Books, located at the historic Four Corners intersection of John and Crown streets — a crossing lined with pre-Revolutionary War stone buildings on all four corners, per the same report. The building includes retail space.
Gerald Celente heads the Trends Research Institute.
Crown Street's Historic Building and Buildable Lot
On Crown Street, the portfolio pairs a historic building at 43–45 Crown Street with an adjoining buildable lot at 47–49 Crown Street, offered together as part of the same sale. Hudson Valley One frames the overall listing as presenting a potential change in ownership for buildings and land at a historically significant Kingston intersection, though no buyer, sale price breakdown, or closing date has been reported.
Rough Draft's Planned Move Adds Context
The listing comes as Rough Draft Bar & Books prepares for its own transition. The bookstore and bar announced earlier in 2026 that it plans to relocate around the corner to Senate Garage on North Front Street in 2027, citing longstanding building problems — including a burst pipe that flooded the bookstore in January — as factors behind the decision, according to the same Hudson Valley One report.
Accounts of how long Rough Draft has operated in the neighborhood vary: the Times Union describes it as a fixture of Kingston's Uptown neighborhood since opening in 2017, while Chronogram reports it has anchored the Stockade District since 2018. The Times Union adds that the owners had explored purchasing their current building to secure their future there, but those efforts were unsuccessful, and that the bookstore expects about three times as much space once it settles into Senate Garage.
Rough Draft itself has said its move stems partly from serious issues with the building that date back several years, according to a statement posted on the business's own website. The same statement notes that the timeline for the 2027 move is not yet set.
Similar listings have surfaced elsewhere in the neighborhood in recent months. A separate property at 57 North Front Street was marketed by Stone House Properties as sitting in the vibrant core of Uptown Kingston's historic Stockade District, while 323 Wall Street was listed by Berardi Realty as a roughly 19,549-square-foot space with historic architectural character. Neither listing is connected to the Stockade District Portfolio, but both point to continued real estate turnover in Kingston's historic core.
