Big charm and even bigger potential, in a coveted location: Welcome to 190 Fair Street, a beautifully preserved multi-unit property in Uptown Kingston's Stockade District, featuring a large ground-floor professional office plus three spacious apartments. Built in the early 1900s by a local hardware-store owner, and lovingly maintained by the current sellers for almost 60 years, the stately residence exudes historic charm with original tear-drop shingles, French doors, leaded front-door transom lights, a beautifully carved newel post and spindles on the main staircase (one of four in the building), and other timeless features. The ground floor boasts a spacious 2,100-square-foot professional space with no less than nine rooms, a half-bath, fireplace and its own central air-conditioning system. Formerly a medical office, this space offers flexibility and potential for various business ventures or creative uses. On the second floor is a stunning apartment with a large sunny living room, kitchen, office nook, bay-windowed bedroom plus both full and half bathrooms; and on the third floor, a charming garret apartment, also with a living room, bedroom, kitchen, bathroom and charming raftered studio space. The basement-level apartment feels like beautifully crafted ship's quarters, with black-smithed strap hinges on custom-built doors and bookcases, a cozy brick fireplace, and a remarkably preserved kitchen with vintage cabinetry and a wonderful double-basin farm-style sink. All four units are separately metered for electrical service and each features multiple points of entrance and egress, including a permanent fire escape for the third-floor unit. Recent updates to the building include a state-of-the-art high-efficiency natural-gas IBC boiler and hot-water heater (installed December 2023), and numerous replacement windows. The building also features an oversized and private backyard, ample off-street parking, and a 2-car detached garage with adjoining garden shed, all within a four-block walk of the shops, galleries, restaurants and historic landmarks that have made Uptown Kingston one of the hottest neighborhoods in the Hudson Valley.