Glenwood Drive, formerly Glenwood Estates, runs in an irregular loop off of Kiwassa Road. The Adirondack Daily Enterprise of November 24, 1954, reported that the Village Board had changed the name from Wayotah Road to Glenwood Avenue, because "everyone in town knows the name Glenwood," but "half the people never heard of Wayotah road," according to Collier Baird, the resident who, with the consent of a majority of his neighbors on the road, requested the change in name. A 1928 map uses fanciful native American names for various pieces of the present road: Indian Pass Road, Abenaki Road, and Wayota Road.
| Old Address | Post-911 Address | Building Name | Cure Evidence/Notes |
| 4 Glenwood | 32 Glenwood Drive |
 4 Glenwood |
|
| 32 Glenwood | 72 Glenwood Drive |
Chuck Brumley's log cabin |
Built 1979 |
| 37 Glenwood Estate | 254 Kiwassa Road |
 37 Glenwood Estate |
1920 |
| 43 Glenwood | 65 Glenwood Drive |
 43 Glenwood |
|
| 44 Glenwood Estates | 84 Glenwood Drive |
 44 Glenwood Estates |
1930 |
| 45 Glenwood | 79 Glenwood Drive |
 45 Glenwood |
|
| Glenwood Estates | 92 Glenwood Drive |
 Stonaker Cottage |
Image |
| 67 Glenwood Estates | 111 Glenwood Drive |
 Baird Cottage |
|
| 68 Glenwood Estates | 124 Glenwood Drive |
 Jenks Cottage |
1898, |
| 71 Glenwood Estates | 117 Glenwood Drive | Worthen Cottage | Image |
| 75 Glenwood Estates | 147 Glenwood |
 75 Glenwood |
|
| 80 Glenwood Estates | 176 Glenwood | ||
| 85 Glenwood Estates | 12 Hayes Lane |
 85 Glenwood |
1930 |
| 92 Glenwood Estates | 181 Glenwood Drive |
 92 Glenwood Estates |
|
| 99 Glenwood Estates | 159 Glenwood Drive |
 Rumsey Cottage |
Cure Cottages, p. 22 |
