16 Hudson Street, Kinderhook

Introducing The Kinderhook Guild, a beautifully restored circa 1787 mixed-use commercial landmark in the heart of Kinderhook's thriving village center. One of the oldest buildings in the village, this early American Federal building has a rich past, having housed notable makers, including a hattery, watchmaker, silversmith, and jeweler. Today, it has been reimagined for modern mixed-use functionality while honoring its historic character. The building comprises 10 flexible suites across two floors, including an established wine bar/tapas restaurant with a lease in place, and vacant spaces with wide-ranging potential. Its prime commercial downtown location-next to the Kinderhook Library and steps from top village destinations like Morningbird Café, The Aviary, Jack Shainman Gallery: The School, and the Kinderhook Farmer's Market-ensures high visibility in one of the Hudson Valley's most sought-after communities.

The property includes the original 1787 structure, featuring a beaded clapboard exterior, wavy glass windows, a steeply pitched roof, and historic details such as original wide-plank floors, hand-hewn beams, and Rumford fireplaces. There is a contemporary rear addition, offering a footprint adaptable to many uses. The versatile structure is currently configured with two ground floor units-a fully built-out wine bar/restaurant with a leased tenant, and vacant ground floor retail, gallery, or mixed-use space. The eight upstairs units are suitable for private offices, creative studios, wellness practices, co-working, retail concepts, short-term hospitality, or professional services. The building holds a Historic Preservation Certificate from the Village of Kinderhook.

The ground floor of the original structure is anchored by tenant Isola Wine & Tapas, a beloved wine bar praised by Chronogram Magazine as ''Delicious, European-inspired food in a space that feels both timeless and fresh.'' Designed by acclaimed designer Anthony D'Argenzio of Zio and Sons and founder of This Old Hudson-whose work has been featured in Architectural Digest and The New York Times-the space showcases historic details paired with sophisticated updates, including custom millwork, clé tile, lighting from the Zio and Sons x Mitzi collection, a custom marble bar, and historically accurate Farrow & Ball colors. Upgrades include a ADA-compliant restroom and a fully-equipped restaurant-grade kitchen with commercial-grade appliances and a skylight, built out in 2025. The space also includes an additional private dining or events space and two wood-burning fireplaces. The front of the building is set back from the road and has been approved and permitted by the village for outdoor drinking and dining.

A separate, street-facing first-floor entrance opens to a vacant, turnkey retail space featuring four rooms and a bathroom connected by a hall. It's ideal for a wide range of commercial uses, including retail, gallery, showroom, office, studio, and more. Upstairs, eight private suites and two bathrooms offer flexibility to be combined or used independently for retail concepts, professional offices, creative workspaces, wellness studios, short term-rentals or boutique lodging. The building supports a multitude of uses, with private and public entrances, two separate 200-amp panels, two stairwells, handicap accessibility, and a layout that adapts to many configurations.

The building features a 50-year rubber roof, municipal sewer and water, a 2,096 sq ft basement, AC systems, thoughtful low-maintenance landscaping, and a newly restored exterior in rich, historically accurate Farrow & Ball paint. A private lot with room for 17 cars adds rare and valuable convenience to this central village location that's just 20 minutes to Hudson and 25 minutes to Albany. With its versatile footprint and beautifully executed renovations, The Kinderhook Guild is an exciting, ready-to-lease opportunity to be part of the village's cultural and commercial renaissance.