| Date | House Name | Date | House Name | Date | House Name |
|---|---|---|---|---|---|
| 1851c | Albin J. B. Sims House* | 1861 | Alva Ayres House | 1743 | Amos Pennoyer-Goodwillie House |
| 1860 | Andrew Bartow House | 1846c | Apple Orchard House | 1846 | Austin Carriage House |
| 1840 | Austin House | 1820c | Azor Tuttle House | 1873 | Baptist Church |
| 1833 | Beers House | 1764 | Benedict House | 1724 | Benedict-Eels-Thatcher House* |
| 1819 | Benedict-Ells House | 1635c | Benjamin Slawson House | 1751 | Betts House |
| 1906 | Binkerd House | 1906 | Binkerd House | 1865c | Bliss House* |
| 1797 | Bradwood Farm | 1898 | Brooks Sanitarium | 1804c | Brushwood Farm |
| No date | Burtis Homestead | 1750 | Burtis House | 1835c | Buttery Family House-1 |
| 1860 | Buttery Family House-2 | 1860c | Buttery Family House-3 | 1740 | Capt. Scofield's House |
| 1831c | Charles Carter House | 1838c | Charles Reed House* | 1831 | Charles Waterbury House |
| 1737c | Charles Weed House* | 1860c | Charles Whaley House I | 1885 | Charles Whaley House II |
| 1759 | Chichester House | 1900c | Child Estate Clock Tower* | No date | Church Meadow House |
| 1888 | Clarence Scoville House* | 1842c | Comstock House* | 1770c | Comstock-Burnham House* |
| 1834 | Congregational Church* | 1889c | Congregational Church, 2nd Parsonage* | 1898 | Country Club of New Canaan |
| 1886 | Crajah House | 1813c | Crissey or Talmadge House | 1800c | Crofoot House* |
| 1840c | Darius Davenport House* | 1763 | Davenport-Dr. N. W. Green House* | 1863 | David Waring Farm* |
| 1785c | David Webb, Jr. House* | 1780c | Deacon Wm. Crissey House | 1795c | Deforest House* |
| 1795c | Deforest House | 1746 | Delevan House | 1754c | Ebenezer Benedict House* |
| 1760c | Ebenezer Crissey House | 1802c | Elijah Weed House | 1798c | Eliphalet Seely House |
| 1795c | Elisha Seeley House* | 1874 | Ellen McBride House | 1792c | Enos Kellogg House* |
| 1908 | Ernest Greene, Sr. Carriage House* | 1730c | Finch-Pearl House | 1830 | Fitch-Drummond House |
| 1836 | Fitch-Perkins House* | 1737 | Fitch-St. John-Ruscoe House | No date | Frank Booth House |
| 1904 | Frederick C.Raymond House | 1841c | Geddes-Parketon House* | 1889 | George E. Raymond House |
| 1890 | George Kellogg House | 1747 | George T. Bye House | 1823 | Gilbert House |
| 1899 | Grace House-in-the-Fields | No date | Gray Brothers Bottling Co. | 1822 | Grosvenor House* |
| 1760 | Grupe House | 1885c | Guthrie House | 1870 | Hanford Avery House* |
| 1793 | Hanford House | 1832 | Hanford House | 1764 | Hanford-Silliman House* |
| 1848 | Harvey Bouton House* | 1830 | Harvey Lockwood House | 1776 | Harwinton House |
| 1830 | Haynes House | 1795 | Hays House | 1859 | Henry Rogers House* |
| 1846c | Herman & George Selleck House | 1852 | Hezekiah Hull House | 1795 | Hickock-Osborn-Valentine House |
| 1772 | Hickok House* | 1763 | Hickok House | 1801 | Hiram Crissey House |
| 1827 | Hiram Davis Homestead | 1830 | Hiram St. John House* | 1732 | Timothy Hait House |
| 1764 | Hoyt House | 1735 | Hoyt-Burwell-Morse House | 1764 | Husted-Avery Peck House |
| 1834c | Hyatt Gregory House | 1739 | Hyatt Gregory House & Store* | 1764 | Isaac WaringHouse |
| 1763 | Isaac Waring House | No date | Isaac Weed House | 1910 | J. Hyde Barnum House |
| 1827 | Jacob Arnold House | 1826c | Jacob Weed House | 1840c | James H. Chichester House |
| 1728 | James Hait House* | 1852c | James Jones House* | 1879c | James R. Marshall House* |
| 1850c | Jared Burtis House | 1813c | Jared Crissey House | 1818c | Jared Crissy House |
| 1709 | Jason Kellogg House | 1890 | John F. Bliss House* | 1737c | John Fitch House* |
| 1792c | John Hayes House* | 1840c | John Hoyt House | 1758 | John Keeney House |
| No date | John Stone House | No date | Jones Farm Barn | 1796c | Joseph Campbell house |
| 1796c | Joseph Crawford House | No date | Joseph Hanford House | 1840c | Joseph Lambert House |
| 1839 | Joseph Scofield House* | 1749 | Josiah Weed House | 1745c | Josiah Weed House* |
| 1858c | Keeler House* | 1735c | Levi Boutton House | 1810c | Lockwood House* |
| 1750 | Lockwood-Macrae House | 1831c | Lone Tree Farm | 1890c | Lounsbury-Davenport Barn* |
| No date | Lucy Weed Cottage* | 1898 | M. E. Sherwood House | 1904 | Madame Papasiantz House |
| 1833 | Mead Block | 1854 | Methodist Church | 1830 | Methodist Parsonage |
| 1798 | Nash House | 1850c | Nathan Seeley House? | 1802 | Nathan Selleck Comstock House |
| 1850c | New Canaan Nursery Tenant House* | 1751 | Obadiah Seely Jr. House* | 1840 | Old Morgue-Thrift Shop |
| 1828 | Olmsted House | 1900c | Orline St. John Alexander House | 1894 | Payson Merrill House* |
| 1831 | Pennoyer House* | 1790c | Peter St. John House* | 1807 | Peter Weed House |
| 1811 | Platt House | 1832c | Platt-Hamilton House* | 1820c | Puddleduck Farm |
| 1822c | Raymond House | 1800c | Redington Fisk House | 1898 | Rev. J. C. Wyckoff House |
| 1762 | Richards House | 1799 | Rock School* | 1745 | Roger Sherman Inn |
| 1877 | Rogers Studio* | 1865c | Roswell Reed House | 1760c | Sagamore Knollth> |
| 1830c | Samuel A. Weed House | 1845 | Samuel A. Weed Tenant House* | 1736c | Samuel Benedict House |
| 1765c | Samuel Cooke Silliman House | 1845 | Samuel Judson House* | 1804 | Samuel Lockwood, Jnr. House |
| 1830c | Samuel or Elijah Scofield | 1840c | Samuel P. Tuttle House* | 1865 | Samuel Pennoyer House* |
| 1821c | Samuel Stevens House* | 1860 | Samuel Whaley House | 1820 | Sanford Curtis House* |
| 1870 | School House, District # 3 | 1750 | School House, District # 4 [1st] | 1848 | School House, District # 4 [2nd]* |
| 1902 | School House, District # 4 [3rd] | No date | School House, District # 8 | No date | School House, District #11 |
| 1852 | Selleck's Corners Church & Cemetery | 1869c | Selleck-Houghton House* | 1720 | Seth Weed-Chapman-Martin House |
| 1737 | Seymour-Comstock House* | 1782c | Seymour-St. John House* | 1840c | Sherman Smith House |
| 1839 | Shoe Factory | 1860c | Silvermine Market | 1748 | Smith-Wilcox House |
| 1798c | Squire Raymond House* | 1850 | St. John Farm | 1750 | St. John House |
| 1742 | St. John-Ashwell House* | 1834 | St. Mark's Episcopal Church, 2nd Manse* | 1833 | St. Mark's Episcopal, Church* |
| 1881 | St. Mark's Rectory* | 1800c | Stephen Bouton House | 1796 | Stephen Chichester House* |
| 1798 | Stephen Chichester House | 1825c | Stephen Hoyt Jr. House | 1760c | Stevens House* |
| 1722 | Stevens-Verleger-Deerson-Saxon House | 1845 | Sun House* | 1879c | Sylvanius & Francis Keeler House |
| 1722 | Talmadge House | 1790 | Talmadge House | 1790c | The Goody Stone Place |
| 1881 | Thomas A. Borden House* | 1832 | Thomas Carter House | 1861c | Thomas J. Mead House* |
| 1841-45 | Thomas Raymond House | 1760 | Thomas Seymour, Jr. House | 1748c | Timothy Delevan House |
| 1825 | Town House* | 1859c | Vine Cottage | 1880c | W.W. Austin Blacksmith Shop* |
| 1896 | Wardwell House* | 1743 | Waring's Farm* | 1823 | Warren House |
| 1838c | Watts Comstock House I* | 1872 | Watts Comstock House II* | 1912 | Waveny |
| 1830c | Weed Rental Property 1858-1941 | 1799 | Weed-Humason Houseth> | 1760c | Weed-Vanderhoef-Adams House |
| No date | White Bird Farm | 1893 | Whitney Homestead | 1855 | William Bolt House* |
| 1850c | William C. Bennett House | 1870c | William H. Searles House* | 1750 | William Reid, Sr. House |
| 1824c | William Seely House | 1857c | William Seymour House* | 1905 | Winfield B. Elwood House* |
| 1850c | Wyx Seely House | No date | Zopher Lot A | No date | Zopher Lot B |
