Joseph Waldren House
1 Weir Court · c. 1753
An eighteenth-century house with a notably off-center entrance, traditionally explained by construction around an older chimney stack.
WPI WalksWindham Preservation Inc.
Map 2 · 11 stops
Early homes, shops, and artist connections around the Upper Green, Weir Court, and Windham Center Road.

Interactive map unavailable? The numbered stop list and WPI map above still work offline.
Original WPI order
1 Weir Court · c. 1753
An eighteenth-century house with a notably off-center entrance, traditionally explained by construction around an older chimney stack.
Weir Court · c. 1770
A small gambrel-roofed shop-house that preserves evidence of eighteenth-century retail use. WPI’s detailed text says 3 Weir Court while the map labels 5 Weir Court.
9 Weir Court · c. 1810
A substantial house with a gambrel-roofed ell and an especially detailed Greek Revival doorway.
17 Weir Court Extension · c. 1710
A compact early house with a central chimney, lean-to addition, and eyebrow windows.
21 Windham Center Road · c. 1750–1790
Two building phases form an L-shaped house facing two roads; the later section includes traditional Windham-style flared window heads.
29 Windham Center Road · c. 1750–1860
An older farmhouse joined to an Italianate addition. American Impressionist J. Alden Weir spent part of his summers here with family.
49 Windham Center Road · c. 1790–1830
An early house with an 1830-era kitchen ell and later Victorian alterations, including bay windows.
49 Windham Center Road · c. 1860
A wood-frame Italianate with bracketed eaves, vertical-board façade, porch, arched upper window, and multiple chimneys.
43 Windham Center Road · c. 1691 onward
WPI identifies this as the oldest house in town. A 1691 date was found on a corner post during remodeling, though the building has many later additions.
34 Windham Center Road · c. 1730–1780
A Cape with a restored center chimney, eyebrow windows, and a wide doorway topped by a five-light transom.
20 Windham Center Road · c. 1732–1803
The gambrel-roofed ell is the oldest portion; a two-story front block was added in 1803. A small relocated industrial office stands in the rear yard.
Sources & further reading
Stop-specific descriptions are adapted from Windham Preservation Inc.’s published tour materials. Supplemental links add context where a reliable external source is available.