Christmas In Salem – Boughs And Blossoms – 8 Chestnut St (Built by Daniel Gregg)

Date Of Visit: December 6, 2025

Location: 8 Chestnut St, Salem, MA (about 30 minutes northeast of Boston, MA)

Universally Accessible: No

Cost: $40 per ticket ($50 if you purchase day of tour tickets)

Parking: There are several parking garages in Salem, as well as metered on street parking.

Summary: The historic home at 8 Chestnut St had a decorative and historic feel to it!

Constructed in 1805 by Daniel Gregg, the home on 8 Chestnut was originally built as a one-story store and residence. It is one of the oldest surviving homes on Chestnut St. In its early years, Captain Somers operated a grocery store at the building while David Ashby, sexton of the nearby South Church, resided there. Around 1828, Deacon John Stone purchased the property (one of several he would own on that street) and he added the upper stories. Stone would later convert it into a full residence. By 1830, it was advertised as a rental property before eventually housing the Stone family there.

The house is considered a fine example of the early 19th-century brick Federal architecture. Its elliptical entryway with sidelights and decorative wood panels exemplifies this style.

I was able to arrive just as they were putting on the finishing touches of the decorations.

The home has a side entrance rather than an entrance on the street. One theory for this states it was done to avoid or pay less in taxes since the area facing the street was the area that was taxed. Google and other sources dispute this though claiming it was done more for functionality and aesthetic purposes. In any event, our efficient tax officials have rectified this loophole!

This home has so many little details and history. Even the bricks on the home are unique and interesting. The brick pattern layout on the outside of the house is Flemish bond brick pattern. A common feature in Georgian style homes, the Flemish bond pattern features bricks laid lengthwise (stretchers) alternating with bricks laid with their shorter ends exposed (headers) within the same courses. 

You may have to zoom in to see the details.

The house had a very festive decor.

The fireplace and wainscotting are restored from the original construction.

And, of course, lighting fixtures.

This house in only one of a group of homes on Chestnut St. Stay tuned for more historic homes on this street!