The Oldest Houses in Lenox
545 resources stand on the state's historic inventory here: 499 of them buildings, with 18 recorded as demolished and excluded below. The assessors' rolls corroborate the age: about 21 parcels in town carry pre-1800 construction dates.
The Oldest on the Inventory
- 1759Steele, Thomas House · 91 Pittsfield Rd · Federal
- 1770Dewey, Israel House - Hubbard, Zadock Tavern · 7 Hubbard St · Colonial; Colonial Revival; Second EmpireNational Register + local district
- 1771Whitlock, John - Parsons, Lemuel House · 16 Church St · Altered beyond recognition; Colonial Revival; FederalNational Register + local district
- 1775Sedgwick, Asher and Temperance Demming House · 12 East St
- 1780Walker, William and Sarah Woodruff House · 510 Walker St · Georgian
- 1780Howland, James and Penelope - Belden, Dea. Caleb House · 42 Golden Hill Rd · Altered beyond recognition; Greek Revival
- 1783Paterson, Maj. Gen. John House · 7 Main St · FederalNational Register + local district
- 1789Osborne, Josiah and Hepzibah House · 200 East St
- 1790Cook, Henry - Tucker, Richard Sand House · 114 Main St · FederalNational Register + local district
- 1791Lenox First County Courthouse · 27 Housatonic St · FederalNational Register + local district
- 1792Root, Capt. Oliver House · 36 Pittsfield Rd · Federal
- 1795Hunt, Benson and Abigail Collins House · 185 Hubbard St · Federal
Dates are the surveyor's attribution, often approximate. Names are the inventory's own historic designations. These are private homes unless a museum says otherwise, admire from the road.
What Lenox Is Built In
- Colonial Revival70
- Victorian Eclectic47
- Queen Anne46
- English Revival23
- Greek Revival20
- Shingle Style18
- Federal16
- Classical Revival14
Inventoried buildings by recorded style, the survey's lens, not a census of every roof in town.
What Listing Actually Means Here
257 of the town's inventoried resources are on the National Register, an honour that, for a private owner, restricts almost nothing. 115 sit in a local historic district, where exterior changes need a commission's sign-off, the designation with teeth. 15 carry recorded preservation restrictions that run with the deed. 6 are National Historic Landmarks. The inventory maps 16 historic areas in town: Lenox Historic District; Church on the Hill; Ventfort Hall….
Old Houses Nearby
The nearest towns, and the age of their housing stock.
From the Desk
RE413 News: what to check before you buy an old house here. Built from the same public record as the figures on this page.
Sources
- Massachusetts Historical Commission inventory; assessors' parcel rolls for the age corroboration. Checked 2026-08-05.
"Figures through" is the period the publisher's data describes; "checked" is only when we last asked. The full sourcing: sources and method.