Beds: 4 Baths: 4.5 Land: 1.48 ha / 3.67 acres

Amenities: Pool, jacuzzi, poolhouse, lean-to greenhouse, historic fireplaces (including beehive oven), wide-plank floors, hand-hewn beams, updated systems, mahogany deck, two barns (one convertible to guest house or studio), landscaped grounds, privacy

Dating to 1685, this home in Woodbury, Connecticut is listed as one of the oldest continuously inhabited properties in the county. Now on the market for $1,995,000 with William Raveis Real Estate, the four-bedroom, 4.5-bath residence spans 3.67 acres (1.48 hectares) and reflects early colonial New England architecture, adapted over time to function as a fully modern home.

Inside, original elements remain central to the space. Hand-hewn beams, shaped and finished by hand before modern machinery, run throughout, alongside wide-plank floors made from old-growth timber. and, in what is now the living room, a large cooking fireplace with a built-in beehive oven, a dome-shaped masonry oven used for baking, a reminder that this space was once the home’s kitchen

The layout has been updated without altering its underlying structure. Living spaces flow more openly, while the kitchen introduces contemporary use through a large center island, breakfast bar, and views across the surrounding grounds. Mechanical systems have also been modernized, including a new HVAC setup with humidification.

Beyond the main house, the property extends into a broader footprint. Two barns sit near the entrance, one currently used for garage space and the other positioned for potential conversion into a guest house, studio, or additional living area. A mahogany deck leads out to landscaped grounds with a pool, cabana, and a small bridge crossing the property.

Located within Litchfield County, an area long associated with historic homes and rural estates, Woodbury offers a quieter alternative to some of the region’s more established second-home markets.

What distinguishes the property is not a documented lineage, but the continuity of its structure. More than three centuries after its construction, the original framework remains intact and in daily use, offering a rare example of early American architecture carried forward into the present.

All photographs belong to the listing agency. See more on W. Raveis Lifestyles Realty.