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Black Point |
| 1. Stratton Island |
| 2. Winslow Homer House |
| 3. Western Cove |
| 4. Garrison Cove |
| 5. Black Point Inn |
| 6. Ferry Rock |
| 7. First English Church |
| 8. Massacre Pond |
| 9. Scottow's Stockade Fort |
| 10. John Libby Stone |
| 11. Staddle Sticks |
| 12. Hunnewell House |
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Oak Hill & Route 1 |
| 13. King's Highway Milestone |
| 14. Old White School |
| 15. Bessey School |
| 16. Danish Village |
| 17. Old Portland Airport |
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Dunstan |
| 18. Dunstan Canal and Shipyard |
| 19. William and Rufus King Stone |
| 20. Soldier's Monument |
| 21. Southgate Mansion |
| 22. Dr. Bacon House |
| 23. Portland Railroad Company
Trolley Generator House |
| 24. Methodist Church |
| 25. King Burial Ground |