This historic Red Hook landmark is a premier Hudson Valley investment - 23 E Market St. is a cornerstone property occupying a 1/4 acre in Red Hook Village's charming General Business District - a unique offering of nearly 10,000 sq ft of versatile space that combines historic character with proven commercial viability. Charlie-O's restaurant, currently operating as Red Hook's go-to for a burger or wings, can accommodate 200+ patrons. Always meticulously kept, Charlie O's now features a new enclosed dining area and outdoor patio seating. This long-established business provides immediate income. In the building's historic Theatre, the original location of the Lyceum, architectural details transport you to a bygone era with pressed-tin ceilings, original wood floors, an elegant balcony and ornate chandeliers. With Dutchess County's reputation as a cultural destination, this space is primed for revival as a theater, but its versatility invites countless other possibilities: think apparel boutique, furniture showroom, yoga studio, event space or restaurant. Build a niche business that fits in with Red Hook's elevated agrarian vibe! Descend to the lower level and discover an authentic Prohibition-era speakeasy. This space accommodates 80 guests beneath original tin ceilings - drinks are served from a vintage bar. Brimming with character and history, this space is poised to become the upstate destination for craft cocktail enthusiasts, intimate performances, or exclusive events. Located in the heart of Red Hook, the property sits amid a mix of restaurants, shops, and local businesses. Ample municipal and street parking just steps away from the building's entrances ensure easy access for customers. This location offers proximity to Rhinebeck, Bard College, and the Taconic State Parkway, placing it just 2 hours from Manhattan. This investment combines commercial and residential potential with historic significance in one of the Hudson Valley's most appealing communities. © 2025 OneKey™ MLS, LLC