About this home

Welcome to Shadow 66, an established restaurant and venue on two acres along a prime stretch of Old Post Road between Hudson and Kinderhook. Rebuilt in 2023 and most recently a beloved French-inspired bistro, it is offered turnkey. Behind antique industrial windows, a zinc-topped bar opens onto a dining room in the former four-bay garage, with a vintage diner car toward the rear, and a lit patio leads past the gazebo to a creek. The building suits a bakery and cafe, a catering headquarters, or a wedding or private event venue as readily as a restaurant. Art Omi sits just up the road, and Hudson's Warren Street, with its galleries and Hudson Hall, is fifteen minutes away. With Amtrak bringing New York City weekenders to Hudson, the property is positioned to draw a loyal following among locals and visitors alike.

Facts and features

Schools

• Ichabod Crane Senior High School

  high · 9-12 · 8.2 mi

  6

• Ichabod Crane Middle School

  elementary · 4-8 · 8.2 mi

  8

• Faith Christian Academy

  elementary · K-12 · 2.5 mi

• Ichabod Crane Primary School

  elementary · K-3 · 8.5 mi

  6

• Columbia Christian Academy

  elementary · 1-12 · 4.6 mi

Price history

• Oct 26, 2026 · Listed$1,650,000
• Oct 26, 2026 · Listed$1,650,000
• Feb 26, 2019 · Sold$175,000
• Dec 2, 2014 · Sold$140,000
• May 2, 2001 · Sold$170,000

Tax history

• 2025$12,712 tax · $620,000 assessed
• 2024$11,785 tax · $620,000 assessed
• 2023$9,199 tax · $200,000 assessed
• 2022$4,422 tax · $220,000 assessed
• 2021$5,960 tax · $220,000 assessed
• 2020$5,890 tax · $220,000 assessed
• 2017$9,941 tax · $220,000 assessed
• 2016$5,679 tax · $220,000 assessed

Where it is