Chesterfield · The Old House Atlas
The Oldest Houses in Chesterfield
317 resources stand on the state's historic inventory here: 174 of them buildings, with 9 recorded as demolished and excluded below. The assessors' rolls corroborate the age: about 19 parcels in town carry pre-1800 construction dates.
The Oldest on the Inventory
- 1768Anderson, Jonathan House · 19 Bagg Rd · FederalNational Register
- 1768Rhodes, Capt. Samuel House · 26 Windy Ln · Colonial
- 1772Wilcutt, Jesse House · 245 Wilcutt Rd · Greek Revival
- 1775King, Eleazer House · 61 South St · FederalNational Register
- 1775Luce, Jonathan House · 257 Sugar Hill Rd · Colonial
- 1780Reed, Samuel House · 41 Hendrick Rd
- 1782Edwards, Luther House · 71 Sugar Hill Rd · Federal
- 1785Damon, Lewis House · 108 East St · Federal
- 1789Pearl, James Cranston House · 3 Stage Rd · Colonial
- 1790Shaw House · 317 South St
- 1792Rhodes, Lt. Joseph House · 128 Old Chesterfield Rd · Federal
- 1794Chadwick, John White - Eastman, Mary House · 15 South St · GeorgianNational Register
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 Chesterfield Is Built In
- Greek Revival23
- Federal14
- Not researched; Ranch8
- Colonial6
- Victorian Eclectic5
- Cape; Not researched4
- Colonial Revival3
- Georgian3
Inventoried buildings by recorded style, the survey's lens, not a census of every roof in town.
What Listing Actually Means Here
146 of the town's inventoried resources are on the National Register, an honour that, for a private owner, restricts almost nothing. No local historic district binds owners here. 61 carry recorded preservation restrictions that run with the deed. The inventory maps 5 historic areas in town: Chesterfield Center Historic District; West Chesterfield Historic District; South Worthington Historic District….
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.