All Words: Gilbert, mailbox, chilblain, sailboat, bilbo, chilblains, filbert, trailblazer, astilbe, bilby, Hilbert, bilberry, gilbertine, diethylstilbestrol, trailbreaker, mailboat, oilbird, jailbreak, nailbrush, stilbestrol, trilby, Gilbertian, mailbag, jailbird, diethylstilboestrol, stilboestrol, diethylstilbesterol, chilblained, tailback, tailband, railbird, tailboard, and stilbesterol
| Word | Length | Vowels | Syllables | |||
|---|---|---|---|---|---|---|
| Gilbert | 7 | 5 | 2 | 2 | Old French | |
| Mailbox | 7 | 4 | 3 | 2 | ||
| Chilblain | 9 | 6 | 3 | 2 | ||
| Sailboat | 8 | 4 | 4 | 2 | ||
| Bilbo | 5 | 3 | 2 | 2 | ||
| Chilblains | 10 | 7 | 3 | 2 | ||
| Filbert | 7 | 5 | 2 | 2 | Anglo Norman | |
| Trailblazer | 11 | 7 | 4 | 3 | ||
| Astilbe | 7 | 4 | 3 | 3 | ||
| Bilby | 5 | 4 | 1 | 2 | Dharug | |
| Hilbert | 7 | 5 | 2 | 2 | Middle English | |
| Bilberry | 8 | 6 | 2 | 3 | ||
| Gilbertine | 10 | 6 | 4 | 3 | ||
| Diethylstilbestrol | 18 | 13 | 5 | 6 | ||
| Trailbreaker | 12 | 7 | 5 | 3 | ||
| Mailboat | 8 | 4 | 4 | 2 | ||
| Oilbird | 7 | 4 | 3 | 2 | ||
| Jailbreak | 9 | 5 | 4 | 2 | ||
| Nailbrush | 9 | 6 | 3 | 2 | ||
| Stilbestrol | 11 | 8 | 3 | 3 | ||
| Trilby | 6 | 5 | 1 | 2 | ||
| Gilbertian | 10 | 6 | 4 | 3 | ||
| Mailbag | 7 | 4 | 3 | 2 | ||
| Jailbird | 8 | 5 | 3 | 2 | ||
| Diethylstilboestrol | 19 | 13 | 6 | 6 | ||
| Stilboestrol | 12 | 8 | 4 | 3 | ||
| Diethylstilbesterol | 19 | 13 | 6 | 7 | ||
| Chilblained | 11 | 7 | 4 | 2 | ||
| Tailback | 8 | 5 | 3 | 2 | ||
| Tailband | 8 | 5 | 3 | 2 | ||
| Railbird | 8 | 5 | 3 | 2 | ||
| Tailboard | 9 | 5 | 4 | 2 | ||
| Stilbesterol | 12 | 8 | 4 | 4 |
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