| Address | Property Name | Parcel ID |
| 16 Jennings Lane, Windham, CT | The Blake House | 6-7/242/80 |
| 39 Mullen Hill Road, Windham, CT | (Back Portion of) | 6-9/245/10 |
| 3 North Road, Windham, CT | The Guilford Smith House | 17-3/238/23 |
| 9 North Road, Windham, CT | The Justin Swift House | 17-3/238/22 |
| 10 North Road, Windham, CT | The C.A. Woodworth House and Drug Store | 17-3/244/16 |
| 11 North Road, Windham, CT | The Col. Jedidiah Elderkin House | 17-3/238/21 |
| 14 North Road, Windham, CT | n/a | 17-3/244/17 |
| 17 North Road, Windham, CT | The Col. Eliphalet Dyer House | 17-3/238/20 |
| 22 North Road, Windham, CT | The Josephine Bingham House | 17-3/244/18 |
| 23 North Road, Windham, CT | The E.C. Wyllys House | 17-3/238/19 |
| 27 North Road, Windham, CT | The Elisha White House | 17-3/238/18 |
| 28 North Road, Windham, CT | The Isaac Clark House | 17-3/244/19 |
| 35 North Road, Windham, CT | White's Lane | 6-9/238/16 |
| 41 North Road, Windham, CT | The windham Center School | 6-9/238/15 |
| 46 North Road, Windham, CT | n/a | 6-7/244/20 |
| 52 North Road, Windham, CT | The Syphers House | 6-7/244/21 |
| 59 North Road, Windham, CT | n/a | 6-9/238/13 |
| 62 North Road, Windham, CT | The Thomas Dyer House | 6-7/244/1 |
| 67 North Road, Windham, CT | n/a | 17-3/238/12 |
| 71 North Road, Windham, CT | The Harvey Store | 17-3/238/11 |
| 74 North Road, Windham, CT | n/a | 6-7/242/81 |
| 90 North Road, Windham, CT | n/a | 6-7/242/82 |
| 91 North Road, Windham, CT | The Balcomb House | 6-7/238/10 |
| 12 Patriot Road, Windham, CT | n/a | 6-9/245/35 |
| 11 Plains Road, Windham, CT | The W. Johnson House | 17-3/240/9 |
| 21 Plains Road, Windham, CT | The Avery House | 17-3/240/8 |
| 26 Plains Road, Windham, CT | The Bingham-Lathrop House | 17-3/238/24, 25 |
| 27 Plains Road, Windham, CT | St. Paul's Episcopal Church | 17-3/240/7, 7A |
| 29 Plains Road, Windham, CT | The Robert Wickware House | 17-3/240/6 |
| 30 Plains Road, Windham, CT | The George Lathrop House | 17-3/238/26 |
| 44 Plains Road, Windham, CT | The Ladd-Anderson House | 17-3/238/27 |
| 4 Scotland Road, Windham, CT | The Windham Inn | 17-3/244/15 |
| 6 Scotland Road, Windham, CT | The Windham Post Office | 17-3/244/14 |
| 10 Scotland Road, Windham, CT | The Zephaniah Swift House | 17-3/244/13 |
| 20 Scotland Road, Windham, CT | The Rood House | 17-3/244/12, 11G |
| 22 Scotland Road, Windham, CT | n/a | 17-3/244/- |
| 24 Scotland Road, Windham, CT | The R. Rood House | 17-3/244/11 |
| 26 Scotland Road, Windham, CT | The Alfred Avery House | 17-3/244/11A, 11E |
| 35 Scotland Road, Windham, CT | n/a | 17-3/245/3 |
| 36 Scotland Road, Windham, CT | The Ruppen House | 17-3/244/10, 11D, 11F |
| 42 Scotland Road, Windham, CT | The Tannery | 17-3/244/9 |
| 43 Scotland Road, Windham, CT | n/a | 17-3/245/4A |
| 46 Scotland Road, Windham, CT | The Osyf House | 17-3/244/8A |
| 49 Scotland Road, Windham, CT | n/a | 17-3/245/4 |
| 50 Scotland Road, Windham, CT | The Page House | 17-3/244/8 |
| 55 Scotland Road, Windham, CT | The Dr. E. Huntington House | 6-9/245/5 |
| 60 Scotland Road, Windham, CT | The G.W. Abbe House | 17-3/244/7 |
| 64 Scotland Road, Windham, CT | The J. Bliven House | 17-3/244/6 |
| 67 Scotland Road, Windham, CT | Orchard House | 6-9/245/6 |
| 23 Scotland Road, Windham, CT | The William Willard House | 17-3/245/2 |