| Name of site | Date | Location | Historical significance |
| Conscience Point | June 12, 1640 | North Sea Road, Northsea | First English settlers in New York States, June 12, 1640. Colonists came from Lynn, Massachusetts. |
| Shinnecock Indian Reservation | 1600 | Route 27A, Shinnecock Hills. Ancestral lands of Shinnecock Indians | Burial grounds dates from 1600 |
| Village Green - site of first house built in the Village of Branch. | 1688 | Route 25 (Jericho Turnpike) and Main Street, Village of the Branch | Site of the 1688 Widow Blydenburg's House - first house built in Village of Branch. |
| First Presbyterian Church of Smithtown | 1675 | 175 East Main Street, SMithtown | Origianl church founded in 1675 near Moriches Road in Nissequogue. Present church from 1827. |
| Cemetery | 1680 | Moriches Road, Nissequogue. | Grave of Richard "Bull" Smith (Smyth). |
| Stonybrook Grist Mill | 1699 | Harbor Road and Main Street, Stonybrook. | Adam Smith built Stonybrook's first mill in 1699. |
| Mills Pond House | 1693 | Route 25A, Head of the Harbor. | Original house was partially destroyed by fire and rebuilt in 1838. |
| Suffolk County Historical Society Museum | 300 W. Main St., Riverhead | Museum portrays entire 300 years of Suffolk County History. | |
| Old First Presbyterian Church of Huntington | site of 1665 church built by Congregationalists. | 125 Main St., Huntington. | site of 1665 church built by Congregationalists. |
| Lion Gardiner grave | 1663 | ||
| Millford Farm | 1680 | 10 James Lane, East Hampton. | John Millford owned home. |
| Patriot's Rock | 1642 |
Main Street, Setauket. |
Rev. Nathaniel Brewster, ember of the fist graduating class of Harvard and Setauket's first ordained minister, preached his first sermon atop this rock. |
| Manor of St. George | 1693 | Smith Point | Col. William Smith was first patentee. |
| Sagtikos Manor | 1697 | Route 27A (Montauk Hwy), West Bay Shore. | Colonial home owned by Septhen Van Cortlandt. Sagtikos means "snake that hisses." |
| Southampton Historical Museum | 1645 | Meeting House Lane, Southmapton. | The Rodgers Family orgianllay ownecd this. |
| The Old House | 1649 | Cutchogue Historical Complex, Route 25 (Main St.), Cutchogue. | Constucted by John Budd at Southold and moved to Cutchogue. |
| Halsey Home | Southampton |
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