# List of the oldest buildings in Maryland

This article attempts to list some of the oldest extant buildings surviving in the state of Maryland in the United States of America. Some dates are approximate and based upon dendrochronology, architectural studies, and historical records. Sites on the list are generally from the First Period of American architecture or earlier. To be listed here a site must:
* date from prior to 1776; or
* be the oldest building in a county, large city, or oldest of its type (church, government building, etc.).

## Oldest overall

| Building | Location | Dated | Use | Notes |
| Brooke Place Manor | St. Leonard, Maryland | 1652 | Residence | This is primarily an 1840 structure; that year a "completely new interior" was installed; "all that remains of the first (1652) house are the (lower part of the) exterior walls." The original house was a Flemish bond brick structure of 1-1/2 stories with a very steep A-roof. The current 1840 building is a 2-1/2 story Greek revival structure with a gently sloping A-roof on 100 remaining acres of the original 2,100 acres granted to Robert Brooke, Sr in 1649. |
| Old Trinity Church (Church Creek) | Church Creek, Maryland | 1675 | Religious | Church building in continuous use; as such, oldest in the US. |
| Third Haven Meeting House | Talbot County, Maryland | 1682 | Religious | Oldest Quaker meeting house in the United States |
| Spring House, Ft. Lincoln Cemetery | Fort Lincoln Cemetery, Prince George's County, Maryland | 1683 | Springhouse | Small springhouse structure. In Maryland by 300 ft. |
| Fort Garrison | Stevenson, Maryland | c. 1695 | Fort | |
| Holly Hill | Friendship, Maryland | 1698 (fall or winter); 1713; c. 1730 | Residence | Primitive, two-room, 1+1⁄2-story frame house at its incarnation. Two subsequent additions/upgrades performed, including a full structural brick encasement in c. 1730. |
| Morgan Hill Farm | Lusby, Maryland | c. 1700 | Residence | Oldest part built between 1670 and 1700. |
| Sands House | Annapolis, Maryland | c. 1700s | Residence | Unconfirmed date of construction. Dendrochronology points to a date as early as 1681, but other sources point toward 1739. Historical marker inscribed with a c. 1700s date. |
| Sotterley Plantation | Hollywood, Maryland | 1702 | Museum | Popular public historic interpretation and living history exhibits |
| Cedar Park | Galesville, Maryland | 1702 | Residence | Date was ascertained through dendrochronology. |
| Cloverfields | Wye Mills, Maryland | 1705 | Residential | Dendrochronological analysis has been able to date a number of the key construction phases. |
| Rehoboth Presbyterian Church | Rehobeth, Maryland | 1706; 1888; 1954–1955 | Religious | Oldest Presbyterian Church in continuous use in the United States |
| Old Queen Anne's County Courthouse | Queenstown, Maryland | 1708 | Government | |
| Carvill Hall | Chestertown, Maryland | 1694–1709 | Residence | |
| All Hallows Church | Edgewater, Maryland | 1710 | Religious | |
| St. Paul's Episcopal Church | Fairlee, Maryland | 1713 | Religious | Associated vestry house, erected in 1766, is one of two that survive in the state (the other being at St. George's Church at Perryman). |
| Melwood Park | Prince George's County, Maryland | 1714 (dendrochronology) | Residence | Originally thought to date to 1720s, but dendrochronology moved it back over a decade. |
| Shiplap House | Annapolis, Maryland | c. 1715 | Tavern/store | One of the oldest buildings in Annapolis' colonial district. |
| Sarum | Newport, Maryland | 1717 | Residence | Constructed spring–summer 1717. Previously believed to be of 17th century origin. A shed on the site was built in 1736. |
| Richland Farm | Clarksville, Maryland | 1719; 1920 | Residence | Large addition to the rear added in 1920. |
| Ocean Hall | Bushwood, Maryland | 1719 | Residence | Date was ascertained through dendrochronology. |
| Bellefields | Croom, Maryland | c. 1720 | Residence | |
| Presbury Meetinghouse | Aberdeen Proving Ground, Maryland | 1720 | Religious | |
| Sudley | Deale, Maryland | 1720–1730 | Residence | |
| Burch House | Port Tobacco, Maryland | 1720–1730 | Residence | |
| Rich Hill | Bel Alton, Maryland | 1720–1740 | Residence | |
| Charles Carroll House | Annapolis, Maryland | 1721 | Residence | One of 15 surviving birthplaces of the signers of the Declaration of Independence. |
| White House Farm | Chestertown, Maryland | 1721; 1831 | Residence | Original section built in 1721. |
| Anne Arundel County Free School | Davidsonville, Maryland | 1724 | School | Only surviving school built in response to the Maryland Free School Act of 1723. |
| East Nottingham Friends Meetinghouse | Rising Sun, Maryland | 1724; 1752 | Meetinghouse | Brick portion burned in 1749; rebuilt and enlarged in 1752, with the original brick walls remaining |
| Preston-on-the-Patuxent | Johnstown, Maryland | 1725 | Residence | Originally thought to date to 1651 |
| Marshall Hall | Bryans Road, Maryland | 1725 | Residence | Earliest portioned built in 1725, with several additions later on. Severely damaged by fire sometime after 1980. A small brick building near it built around 1760. |
| Salisbury Plantation | Westover, Maryland | 1725 | Residence | |
| Great House | St. Augustine, Maryland | 1725–1750 | Residence | Built during second quarter of 18th century. |
| Rockburn | Ellicott City, Maryland | 1727 | Residence | |
| Doughoregan Manor | Ellicott City, Maryland | 1727; 1832 | Residence | Earliest portioned built in 1727, enlarged and remodeled in 1832. |
| St. Luke's Church | Church Hill, Maryland | c. 1729-1732 | Religious | |
| Yarmouth | Cambridge, Maryland | c. 1730s | Residence | |
| Larkin's Hundred | Harwood, Maryland | c. 1730 | Residence | Traditionally said to be built in 1704, more likely built second half of 18th century. |
| Bishopton | Church Hill, Maryland | c. 1730 | Residence | |
| Hopkins-Matthews House | Darlington, Maryland | c. 1730 | Residence | |
| Kingston | Upper Marlboro, Maryland | c. 1730 | Residence | |
| Readbourne | Centerville, Maryland | c. 1730; 1791; 1948 | Residence | Center block from 1730, south wing build in 1791. North wing was built in 1948. |
| Hopewell | Providence, Cecil County | 1730–1750 | Residence | |
| Christ Church | Nanjemoy, Maryland | 1732 | Religious | One of the oldest Episcopal church buildings in Maryland. |
| Rigbie House | Berkley, Maryland | c. 1732–1750 | Residence | |
| Bowlingly | Queenstown, Maryland | 1733; 1817; 1954 | Residence | Severely damaged in the War of 1812 by British forces. Enlarged in 1954. |
| Williams' Conquest | Marion Station, Maryland | 1733; 1825; 1850; 1968 | Residence | |
| St. Paul's Parish Church | Brandywine, Maryland | c. 1733–1735; 1769; 1793; 1921 | Religious | |
| St. Bartholomew's Episcopal Church | Quantico, Maryland | 1733 | Religious | |
| Old Treasury Building | Annapolis, Maryland | 1735 | Government | Oldest government building in Annapolis |
| Bennett's Adventure | Allen, Maryland | c. 1735 | Residence | |
| Belvoir | Crownsville, Maryland | c. 1736 | Residence | Earliest portion could date to 17th century. |
| Reynold's Tavern | Annapolis, Maryland | 1737 | Tavern | |
| Valley Cottage | Georgetown, Maryland | 1737–1776 | Residence | Situated on original plot from 1737, unknown when it was actually built. |
| Jonas Green House | Annapolis, Maryland | 1738 | Residence | |
| Belmont Estate | Elkridge, Maryland | 1738 | Residence | |
| Ogle Hall | Annapolis, Maryland | 1739 | Residence | |
| Reward-Tilden's Farm | Chestertown, Maryland | c. 1740–1749 | Residence | Built in the 1740s |
| Hager House | Hagerstown, Maryland | 1740 | Residence | Built by Jonathan Hager, the founder of Hagerstown, and the oldest building in Washington County |
| Friendship | Stevensville, Maryland | 1740 | Residence | |
| Robinson House | Severna Park, Maryland | 1740 | Residence | |
| Worthington House | Darlington, Maryland | c. 1740 | Residence | |
| Best Endeavor | Churchville, Maryland | 1740; 1785 | Residence | East portion of house added on in 1785. |
| Bull-Barrow House | Bel Air, Maryland | c. 1740 | Residence | |
| Deer Park House | Dublin, Maryland | c. 1740–1741 | Residence | |
| Belair Mansion | Bowie, Maryland | c. 1740–1745 | Residence | |
| Waddy House | Princess Anne, Maryland | c. 1740–1760 | Residence | |
| Patrick Creagh House | Annapolis, Maryland | 1741 | Residence | |
| St. Thomas Manor | Port Tobacco, Maryland | 1741 | Residence | Connected chapel built in 1798 |
| Pemberton Hall | Salisbury, Maryland | 1741 | Residence | |
| South River Club | South River, Maryland | 1742 | Clubhouse | |
| St. John's College (McDowell Hall) | Annapolis, Maryland | 1742 | School | |
| Buckland | East New Market, Maryland | c. 1742 | Residence | |
| Clifton | Ednor, Maryland | c. 1742 | Residence | |
| Darnall's Chance | Upper Marlboro, Maryland | c. 1742 | Residence | |
| St. Thomas' Church | Upper Marlboro, Maryland | c. 1742–1745; 1859; 1888; 1905 | Religious | |
| William Hilleary House | Bladensburg, Maryland | c. 1742–1746 | Residence | |
| St. Thomas Church | Owings Mills, Maryland | 1743 | Religious | |
| Priest Neal's Mass House and Mill Site | Bel Air, Maryland | c. 1743 | Religious | One of the oldest extant buildings associated with the Catholic Church in America. |
| Obligation | Harwood, Maryland | 1743; 1827 | Residence | |
| William Barroll House | Chestertown, Maryland | c. 1743 | Residence | |
| Bohemia Farm | Earleville, Maryland | c. 1743–1745 | Residence | |
| Woodview | Bel Air, Maryland | 1744; 1820 | Residence | |
| Middleham Chapel | Lusby, Maryland | 1744 | Religious | Built in 1748, replacing an earlier building erected around 1684 |
| John Churchman House | Calvert, Maryland | 1745; 1785 | Residence | |
| Araby | Mason's Springs, Maryland | 1746 | Residence | "Dendrochronological analysis has shown that one of the timbers used to construct the original building was felled in the spring of 1746." |
| Mercer Brown House | Rising Sun, Maryland | 1746 | Residence | |
| Derr House | Frederick, Maryland | 1790 - 1795 | Residence | |
| Custom House | Chestertown, Maryland | 1746 | Residence | |
| Bostwick | Bladensburg, Maryland | 1746 | Residence | |
| Broom's Bloom | Bel Air, Maryland | 1747 | Residence | |
| Christ Church | Accokeek, Maryland | 1747 | Religious | Begun in 1747, replacing an earlier frame building. |
| Beatty-Cramer House | Frederick, Maryland | 1748; 1855 | Residence | Addition constructed in 1855. Dendrochronological research to date the structure is ongoing. Oldest standing home in Frederick County, MD. |
| All Hallows Episcopal Church | Snow Hill, Maryland | 1748 | Religious | |
| London Town Publik House | Woodland Beach, Maryland | c. 1745–1750 | Tavern | |
| Wilton | Wye Mills, Maryland | c. 1749–1770; 1800 | Residence | |
| Perry Point Mansion House | Perryville, Maryland | c. 1750 | Residence | |
| Stump Family Grist Mill | Perryville, Maryland | c. 1750 | Mill | |
| Buckingham House | Buckeystown, Maryland | c. 1750 | Residence | School is a later addition to the attached house. |
| Howard Lodge | Sykesville, Maryland | c. 1750 | Residence | |
| Indian Queen Tavern and Black's Store | Charlestown, Maryland | 1750 | Hotel/Retail | |
| Judge John Brice House | Annapolis, Maryland | 1750 | Residence | Could've been built even earlier, possibly in 1739. |
| Rosehill | Gambrills, Maryland | 1750 | Residence | |
| The Homestead | Baldwin, Maryland | 1750 | Residence | |
| Rodgers Tavern | Perryville, Maryland | 1750 | Hotel | |
| Chimney House | Port Tobacco, Maryland | 1750 | Residence | |
| Poplar Hill | Aberdeen, Maryland | 1750 | Residence | |
| Mount Pleasant | Upper Marlboro, Maryland | c. 1750 | Residence | |
| Piscataway House | Fort Washington, Maryland | c. 1750; 1932 | Residence | Relocated from its original location in Piscataway, Maryland in the 1930s. Disassembled and rebuilt on present location. |
| Potter Hall | Williston, Maryland | 1750; 1808; 1930 | Residence | Central section built in 1750, 2 1⁄2-story Flemish bond brick structure built about 1808. Single story kitchen wing built in 1930. |
| Joshua's Meadows | Bel Air, Maryland | 1750; 1937 | Residence | |
| White Swan Tavern | Chestertown, Maryland | c. 1750 | Tavern | |
| Piscataway Tavern | Piscataway, Maryland | c. 1750; 1810 | Tavern | Larger Federal addition from 1810, replacing original structure. |
| Wyoming | Clinton, Maryland | c. 1750; 1800; 1850 | Residence | Connecting two-bay section built in 1850. |
| Waterloo | Princess Anne, Maryland | c. 1750–1760 | Residence | |
| Ellerslie | Port Tobacco, Maryland | c. 1750–1765 | Residence | |
| Rose Hill | Chestertown, Maryland | c. 1750–1775 | Residence | |
| Elk Landing | Elkton, Maryland | c. 1750–1775 | Residence | |
| Maidstone | Owings, Maryland | 1751 | Residence | Previously believed to date to the 17th century, a dendrochronology survey determined time period of fall-winter 1751. |
| Blunt Farm and Granite Quarries | Granite, Maryland | 1751 | Farm | |
| Kitterman–Buckey Farm | Johnsville, Maryland | 1752 | Farm | Springhouse and Cabin on property also date from 1752 |
| Rising Sun Inn | Crownsville, Maryland | 1753 | Residence | |
| Larkin's Hill Farm | Harwood, Maryland | 1753 | Residence | |
| Rich Hill | Sassafras, Maryland | c. 1753 | Residence | |
| Knocks Folly | Kennedyville, Maryland | c. 1753 | Residence | |
| Wye Mill | Wye Mills, Maryland | 1753-1754 | Mill | Dendrochronological analysis has shown that the frame building was constructed from timbers felled in the spring of 1751 and the winter of 1753/4, suggesting that the building was constructed in the winter of 1753/4 or shortly thereafter. |
| Portland Manor | Lothian, Maryland | 1755 | Residence | Date was ascertained through dendrochronology |
| St. James Church | Monkton, Maryland | 1755 | Religious | Bell tower added in 1884. |
| The Ridge | Derwood, Maryland | 1755 | Residence | |
| Tulip Hill | Galesville, Maryland | 1755–1756 | Residence | |
| George Washington House | Bladensburg, Maryland | c. 1755–1765 | Tavern | |
| Jeremiah Brown House and Mill Site | Rising Sun, Maryland | 1757 | Residence | |
| Schifferstadt | Frederick, Maryland | 1758 | Residence | Oldest surviving building in Frederick city. Open for tours on weekend afternoons from April through November. |
| Maynadier House | Cambridge, Maryland | c. 1759 | Residence | Right wing of house built in 1759. |
| Legg's Dependence | Stevensville, Maryland | 1760 | Residence | Built in several stages beginning around 1760–80. Enlarged to present form during the second quarter of the 19th century. |
| Mattapax | Stevensville, Maryland | 1760; 1949 | Residence | Restored in 1949, a wing was replaced by a newly constructed brick wing. |
| Howard's Inheritance | Annapolis, Maryland | 1760 | Residence | |
| Swansbury | Aberdeen, Maryland | c. 1760; 1775 | Residence | West section dates back to c. 1760. Main structure built in 1780. |
| Daffin House | Hillsboro, Maryland | c. 1760; 1780 | Residence | Brick wing built c. 1760. Main structure built in 1780. |
| Primrose Hill | Annapolis, Maryland | ca. 1760 | Residence | |
| LaGrange | Cambridge, Maryland | c. 1760 | Residence | |
| Cox-Davis-Barnes House | Churchville, Maryland | c. 1760 | Residence | |
| Lexon | Centerville, Maryland | c. 1760 | Residence | |
| Lansdowne | Centerville, Maryland | c. 1760; 1823 | Residence | Smaller building is from 1760. Larger building built in 1823. |
| Harmony Hall | Fort Washington, Maryland | c. 1760–1769 | Residence | Local tradition has it being built in 1723. |
| Rock United Presbyterian Church | Elkton, Maryland | 1761 | Religious | Remodeled to its current Victorian Gothic influenced appearance in 1872, and 1900. Also on the property is a stone Session House originally constructed in 1762. |
| Pleasant Hill | Pomfret, Maryland | 1761 | Residence | Earliest portion dates back to 1761. Added onto until about 1848. |
| Hopeful Unity | Worton, Maryland | 1761 | Residence | May encapsulate an even older structure. |
| Bush Tavern | Abingdon, Maryland | 1761-1762 | Tavern | "Dendrochronological analysis has shown that the original structure was built from timbers felled in the winter of 1761/2." |
| Upton Scott House | Annapolis, Maryland | 1762 | Residence | |
| Ratcliffe Manor | Easton, Maryland | 1762 | Residence | One of the best examples of early Georgian style plantation houses on Maryland's Eastern Shore. |
| Acton Hall | Annapolis, Maryland | 1762 | Residence | |
| La Grange | La Plata, Maryland | c. 1763 | Residence | |
| Hockley | Elkridge, Maryland | c. 1763 | Residence | |
| St. James Episcopal Church | Lothian, Maryland | 1763 | Religious | Replaced an earlier structure dating to 1695. Oldest documented gravestone in Maryland (dated 1665) is found in the churchyard. |
| Paca House and Garden | Annapolis, Maryland | 1763 | Residence | |
| Michael Cresap House | Oldtown, Maryland | 1764 | Residence | |
| Peggy Stewart House | Annapolis, Maryland | 1764 | Residence | |
| Mitchell House | Fair Hill, Maryland | 1764 | Residence | |
| Long Island Farm | Parkville, Maryland | 1764 | Farm | |
| Galloway Mansion | Queenstown, Maryland | 1764 | Residence | Moved from its original location at Easton, Maryland in 2019. |
| John Ridout House | Annapolis, Maryland | 1764–1765 | Residence | |
| Cross Manor | St. Inigoes, Maryland | "Prior to 1765" | Residence | |
| Whitehall | Annapolis, Maryland | c. 1765 | Residence | |
| Sycamore Cottage | Cambridge, Maryland | c. 1765 | Residence | |
| Market Master's House | Bladensburg, Maryland | c. 1765 | Residence | |
| Robert Long House | Baltimore, Maryland | 1765 | Residence | Oldest surviving residential structure in Baltimore City |
| Manokin Presbyterian Church | Princess Anne, Maryland | 1765 | Religious | Georgian nave constructed in 1765, vestry and tower added in 1872, and 1888, respectively |
| Fugate House | Monkton, Maryland | 1765-1766 | Residence | |
| Branton Manor | Sykesville, Maryland | c. 1766 | Residence | Oldest sections date to 1766. Middle portion was a later addition. |
| St. George's Parish Vestry House | Perryman, Maryland | 1766 | Religious | |
| Stagg Hall | Port Tobacco, Maryland | 1766-1767 | Residence | "A dendrochronological study was undertaken on the building in October 2015. Two of the timbers that were sampled were successfully dated, with one timber containing complete sapwood that provided a felling date of the winter of 1766/7." |
| Brice House | Annapolis, Maryland | 1766–1773 | Residence | |
| Cooke's Range at Pope Farm | Derwood, Maryland | 1767 | Residence | "Dendrochronological analysis has shown that the original three-bay structure was built in the winter of 1766/7 or shortly thereafter." |
| Mount Clare | Baltimore, Maryland | 1767 | Residence | Oldest Colonial-era structure in Baltimore, Maryland. |
| Spye Park | White Plains, Maryland | 1767 | Residence | |
| Ringgold-Pearce House | Chestertown, Maryland | 1767 | Residence | |
| St. John's Episcopal Church | Fort Washington, Maryland | 1767 | Religious | Located in the Broad Creek Historic District. The building is the 4th iteration of the church since the original was erected in 1695. |
| Tubman Chapel, St. Mary's Star of the Sea Roman Catholic Church | Church Creek, Maryland | 1767–1770 | Religious | Also used as a school house after later Victorian Era church was built across the road. |
| Shepherd's Delight | Still Pond, Maryland | 1767–1783; 1810 | Residence | Built between 1767 and 1783. |
| Maxwell Hall | Patuxent, Maryland | c. 1767 | Residence | |
| Long Hill | Wetipquin, Maryland | 1767 | Residence | |
| Sophia's Dairy | Aberdeen, Maryland | 1768 | Residence | |
| Emmanuel Episcopal Church | Chestertown, Maryland | 1768 | Religious | |
| Drury-Austin House | Boyds, Maryland | 1768 | Residence | |
| Harmony Hall | Fort Washington, Maryland | 1769 | Residence | Located in the Broad Creek Historic District. It was originally known as Battersea, and overlooked the colonial port of Aire. |
| Joseph Fiery House | Clear Spring, Maryland | 1769 | Residence | Dendrochronological analysis has shown that the original structure was built from timbers felled in the winter of 1767/8 and the winter of 1768/9. |
| Widehall | Chestertown, Maryland | 1769 | Residence | |
| Chase–Lloyd House | Annapolis, Maryland | 1769–1774 | Residence | |
| Mitchell House | Elkton, Maryland | c. 1769–1781 | Residence | |
| Artisan's House | Annapolis, Maryland | c. 1700s | Residence | Date of construction unknown, used as barracks during the American Revolutionary War. |
| Hazelwood | Upper Marlboro, Maryland | c. 1770s; 1800; 1860 | Residence | |
| Greenfields | Cecilton, Maryland | 1770 | Residence | Possibly built earlier, 1740–1760. |
| Truman's Place | Hughesville, Maryland | 1770 | Residence | |
| Colonel Joseph Wood House | Woodsboro, Maryland | 1770 | Residence | |
| Retreat | Port Tobacco, Maryland | c. 1770 | Residence | |
| Handsell | Vienna, Maryland | c. 1770 | Residence | |
| Mill Green Miller's House | Street, Maryland | c. 1770 | Residence | |
| Hebron | Still Pond, Maryland | c. 1770 | Residence | |
| London Coffee House | Baltimore, Maryland | c. 1770–1772 | Public | |
| Haberdeventure | Port Tobacco, Maryland | 1771 | Residence | |
| Mary's Mount | Harwood, Maryland | 1771 | Residence | Earliest portion built in 1771. Enlarged in early 19th century. |
| Maryland Inn | Annapolis, Maryland | c. 1772 | Hotel | |
| Pipe Creek Friends Meetinghouse | Union Bridge, Maryland | 1772 | Meeting House | Interior destroyed by fire in 1934. |
| Maryland State House | Annapolis, Maryland | 1772–1797 | Government | Oldest state house in continuous use in the United States. |
| Perry Hall Mansion | Perry Hall, Maryland | 1773; 1826 | Residence | Originally constructed in 1773, badly damaged in fire in 1826. Only half of main section and west wing were saved. |
| The Robert Johnson House | Annapolis, Maryland | 1773 | Hotel | |
| Preacher House | Darlington, Maryland | 1773 | Residence | |
| Round About Hills | Glenwood, Maryland | 1773 | Residence | |
| Gunpowder Meetinghouse | Aberdeen Proving Ground, Maryland | c. 1773 | Religious | Unknown if it is actually from 1773, but no evidence against it, as well. |
| Chesterville Brick House | Chesterville, Maryland | c. 1773 | Commercial | Moved from its original location in 1973. |
| Ridout Row | Annapolis, Maryland | 1773–1774 | Residence | |
| Hammond–Harwood House | Annapolis, Maryland | 1774 | Residential | Only existing work of colonial academic architecture that was principally designed from a plate in Andrea Palladio's I quattro libri dell'architettura (The Four Books of Architecture). |
| Catoctin Furnace | Frederick County, Maryland | 1774 | Iron Forge | Provided ammunition for American Revolutionary War |
| Hinchingham | Rock Hall, Maryland | 1774 | Residence | |
| Sexton's House | Worton, Maryland | c. 1774–1793 | Residence | Sexton's house is the only structure that dates back to 1700s. |
| Reed's Creek Farm | Centreville, Maryland | 1775 | Residence | |
| Fat Oxen | Urbana, Maryland | c. 1775 | Residence | |
| Little Elk Farm | Providence, Cecil County | c. 1775–1800 | Residence | |
| Governor Calvert House | Annapolis, Maryland | 1776 | Hotel | Original house burned in 1764, what was remaining of that was built into the current building. Original building dating back to early 18th century. |
| Mount Friendship | Darlington, Maryland | 1776; 1821 | Residence | |
| Bayly House | Cambridge, Maryland | c. 1784 | Residence | Oldest home in Cambridge. Dated with dendrochronology |

## Oldest by county

| County | Building | Location | Dated | Use | Notes |
| Calvert County | Brooke Place Manor | St. Leonard, Maryland | 1652 | Residence | |
| Dorchester County | Old Trinity Church, Maryland | Church Creek, Dorchester County, Maryland | 1675 | Religious | Church building in continuous use; as such, oldest in the US. |
| Talbot County | Third Haven Meeting House | Talbot County, Maryland | 1682 | Religious | Oldest Quaker meeting house in the United States. |
| Prince George's County County | Spring House, Ft. Lincoln Cemetery | Fort Lincoln Cemetery, Prince George's County, Maryland | 1683 | Springhouse | Small springhouse structure. In Maryland by 300 ft. |
| Baltimore County | Fort Garrison | Stevenson, Baltimore County, Maryland | c. 1695 | Fort | |
| Anne Arundel County | Holly Hill | Friendship, Anne Arundel County, Maryland | 1698 (fall or winter); 1713; c. 1730 | Residence | Primitive, two-room, 1+1⁄2-story frame house at its incarnation. Two subsequent additions/upgrades performed, including a full structural brick encasement in c. 1730. |
| St. Mary's County | Sotterley Plantation | Hollywood, Maryland | 1702 | Museum | Popular public historic interpretation and living history exhibits |
| Somerset County | Rehoboth Presbyterian Church | Rehobeth, Maryland | 1706; 1888; 1954–1955 | Religious | Oldest Presbyterian Church in continuous use in the United States |
| Queen Anne's County | Old Queen Anne's County Courthouse | Queenstown, Maryland | 1708 | Governmental | |
| Kent County | Carvill Hall | Chestertown, Maryland | 1694–1709 | Residence | |
| Charles County | Sarum | Newport, Maryland | 1717 | Residence | Constructed spring–summer 1717. Previously believed to be of 17th century origin. |
| Howard County | Richland Farm | Clarksville, Maryland | 1719; 1920 | Residence | Large addition to the rear added in 1920. |
| Harford County | Presbury Meetinghouse | Aberdeen Proving Ground, Maryland | 1720 | Religious | |
| Cecil County | East Nottingham Friends Meetinghouse | Rising Sun, Maryland | 1724; 1752 | Meetinghouse | Brick portion burned in 1749; rebuilt and enlarged in 1752, with the original brick walls remaining |
| Wicomico County | St. Bartholomew's Episcopal Church | Quantico, Maryland | 1733 | Religious | |
| Washington County | Hager House | Hagerstown, Maryland | 1740 | Residence | Built by Jonathan Hager, the founder of Hagerstown |
| Montgomery County | Clifton | Ednor, Maryland | c. 1742 | Residence | |
| Frederick County | Derr House | Frederick, Maryland | 1746 | Residence | |
| Worcester County | All Hallows Episcopal Church | Snow Hill, Maryland | 1748 | Religious | |
| Caroline County | Daffin House | Hillsboro, Maryland | c. 1760; 1780 | Residence | Brick wing built c. 1760. Main structure built in 1780. |
| Allegany County | Michael Cresap House | Oldtown, Maryland | 1764 | Residence | |
| Baltimore City | Robert Long House | Baltimore, Maryland | 1765 | Residence | |
| Carroll County | Branton Manor | Sykesville, Maryland | c. 1766 | Residence | Oldest sections date to 1766. Middle portion was a later addition. |
| Garrett County | Stanton's Mill | Grantsville, Maryland | 1797; 1890 | Grist mill | |

## Oldest by type

| Type | Building | Location | Dated | Notes |
| Residence | Brooke Place Manor | St. Leonard, Maryland | 1652 | This is primarily an 1840 structure; that year a "completely new interior" was installed; "all that remains of the first (1652) house are the (lower part of the) exterior walls." The original house was a Flemish bond brick structure of 1-1/2 stories with a very steep A-roof. The current 1840 building is a 2-1/2 story Greek revival structure with a gently sloping A-roof on 100 remaining acres of the original 2,100 acres granted to Robert Brooke, Sr in 1649. |
| Residence | Holly Hill | Friendship, Maryland | 1698 (fall or winter); 1713; c. 1730 | Primitive, two-room, 1+1⁄2-story frame house at its incarnation. Two subsequent additions/upgrades performed, including a full structural brick encasement in c. 1730. |
| Church | Old Trinity Church (Church Creek) | Church Creek, Maryland | 1675 | Church building in continuous use; as such, oldest in the US. |
| Quaker meeting house | Third Haven Meeting House | Talbot County, Maryland | 1682 | Oldest Quaker meetinghouse in the United States |
| Government building | Old Queen Anne's County Courthouse | Queenstown, Maryland | 1708 | |
| Barn | Evergreen (barn) | Mount Savage, Maryland | 1834 | Dendrochronological analysis has shown that the barn was built from timbers felled in the winter of 1833/4. |
| Lighthouse | Pooles Island Light | Pooles Island off Aberdeen Proving Ground | 1825 | Oldest surviving lighthouse in Maryland |
| Shot tower | Phoenix Shot Tower | Baltimore, Maryland | 1828 | Only surviving shot tower in Maryland, third oldest in the U.S. |
| Train station | Ellicott City station | Ellicott City, Maryland | 1830 | Oldest surviving passenger train station in the U.S. |
| Synagogue | Lloyd Street Synagogue | Baltimore, Maryland | 1840 | Oldest surviving synagogue building in Maryland, third oldest in the U.S. |
| Mosque | Islamic Society of Baltimore | Catonsville, Maryland | 1982 | Oldest purpose-built mosque in Maryland; others have existed for decades |