A Landmark 1873 Home Is Restored in Woodstock, Vermont

August 17, 2026

In Woodstock, Vermont, a long-neglected historic landmark is restored to its former glory.

Text by Gail Ravgiala    Photography by Tamara Flanagan    Styled by Sean William Donovan

Restoring a Historic Second Empire Home in Woodstock

If first impressions were the measure of possibility, this project might not have happened.

“The house was very run down,” says the now proud homeowner. “When my husband first showed it to me, I thought it was a joke.”

Interior designer Kelli Caldwell recalls that when she first visited the 1873 Second Empire-style manse in the center of Woodstock, Vermont, “my foot went through the floorboards.”

For Jacob Lilley, the Wellesley, Massachusetts, architect who orchestrated the renaissance of the landmark structure, the proverbial red flag was an open window on the upper floor. “The rain had poured in. It was a precursor to what elseI would see. The place was in terrible shape,” he says.

Yet, his clients forged ahead. “I love old homes,” says the owner, noting that she and her husband and five children, ages two through twelve, reside in a historic house, a former inn, in Concord, Massachusetts.

“This was a huge, complicated project. Nothing was easy,” says Lilley, who worked closely with builders Colby & Tobiason, the team responsible for the construction.“There were times when the house pushed back. But these clients embraced having a quirky old house. They appreciated it as a kind of whimsy.”

The owner, a ski enthusiast with family ties to the area, had always dreamed of having a house here. “They wanted a generational home,” says Caldwell, “with lots of bedrooms and a guest suite on the first floor for parents and other visitors.”

Preserving the Character of a Landmark Vermont Home

Despite its poor condition, the house is a historic landmark smack in the center of town. “Everybody knows this house,” says Lilley. “It has a presence. Everybody coming into town drives or walks by it.”

“The exterior was so resplendent, the design for the outside was easy,” he says. But while the front maintained its original form, the rear was a hodgepodge of add-ons with a yard that was barely eight feet deep. Because the house faces a busy street, the reconfigured floor plan has the kitchen and living room facing the backyard where landscape architect Jack Rossi created a private oasis thirty feet deep.

Layered Interiors with Historic Charm

Inside, Caldwell, owner and principal designer at Louis & Vail Interiors, worked with the owner to create an interior that feels
fresh while respecting the home’s provenance. “She likes vintage and pattern play, and personal touches were really important,” says Caldwell, who delivered on all counts.

“This house is a big jewel box with something to look at in every corner,” says the owner. “Kelli took my vision to reality. She was a great partner.”

The first floor is designed for family interaction. There are no TVs, and the hands-down favorite gathering spot is around the huge stone fireplace that opens to both the living room and kitchen. “The hearth is meant as a place to spend time together,” says the owner. “It’s where everyone wants to be.”

“This house feels like a hug,” she continues. “It is so cozy. The fireplace is always going. The lights are always on.”

Project Team
Architecture: Jacob Lilley Architects
Interior design: Louis & Vail Interiors
Builder: Colby & Tobiason
Landscape design: Jack Rossi Landscape Architecture

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