140 Main Street

A rare oasis in the very heart of Uptown Kingston: This 4-bedroom, 1.5-bath Victorian, minutes by foot from the center of the action in the hot Stockade District, comes with major charm and something even more rare - an oversized, tree-shaded, fully fenced yard, perfect for entertaining, gardening, or simply relaxing in total privacy. From first approach to the garden-like setting, a welcoming front porch sets the tone, while inside, front and back parlors, replete with bay windows featuring original stained-glass upper sashes, fill the interior with light and period charm. The back parlor features a wood-burning stove and a side door to the backyard and patio, and the adjacent eat-in kitchen includes a half bath and a charming split staircase that shares a lower landing with its more formal half in the roomy paneled entry hall. Upstairs are 4 spacious and sunny bedrooms with ample windows, a full bathroom, and a cozy vintage sleeping porch now enclosed and finished to provide a treehouse-like reading nook. Above all that, a staircased attic offers enormous storage capacity, and the large 2-car garage with staircased loft adds even more, plus the potential for creating a studio, workshop or accessory dwelling unit. And while the vibe might be vintage, the house boasts a number of major improvements, including a brand new roof, soffits and gutters (summer 2026), plus ducted central air-conditioning, a natural-gas furnace and woodstove that are all only 10 years old. It's a unique blend of charm, space and leafy privacy just steps from the shops, restaurants and performance venues that have made the Stockade District, only 2 hours from Manhattan, one of the most sought-after neighborhoods in the Hudson Valley