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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 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.
The Upstate Lifestyle at 23 East Market Street, Red Hook, NY
Beyond the impressive commercial potential of this landmark property lies an enviable Hudson Valley lifestyle waiting to be embraced. Just steps from your door, the beloved Holy Cow Ice Cream Shop offers artisanal treats, perfect for warm summer evenings. Nature enthusiasts will appreciate proximity to Tivoli Bays Wildlife Management Area and Poet's Walk Park, where hiking trails and breathtaking Hudson River vistas provide year-round recreation. The cultural landscape extends beyond Bard College to include Montgomery Place Historic Estate with its architectural splendor and manicured gardens. Aviation buffs can regularly enjoy the Old Rhinebeck Aerodrome's vintage aircraft performances, a truly unique regional attraction. This property doesn't just represent a business opportunity--it offers immersion in the authentic Hudson Valley experience, where historic charm meets natural beauty and cultural richness in perfect balance.
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Listing information last updated on June 18th, 2025 at 1:35am EDT.