| Main Street No. 2 over SR 598 Whitehead Highway | Hartford | 1832 | Fair | 12,900 |
| Route 128 over Housatonic River | Litchfield | 1841 | Fair | 1,100 |
| Bulls Bridge Road over Housatonic River | Litchfield | 1842 | Fair | 400 |
| SR 790 (south Stat over Rippowam River | Fairfield | 1847 | Fair | 5,700 |
| U.s. Route 1 over Five Mile River | Fairfield | 1850 | Fair | 21,900 |
| Peep Toad Road over Whetstone Brook | Windham | 1850 | Fair | 110 |
| Packerville Road over Mill Brook | Windham | 1850 | Good | 994 |
| Route 34 over Wepawaug River | New Haven | 1855 | Fair | 34,600 |
| Route 123 over Norwalk River | Fairfield | 1860 | Good | 13,800 |
| Skilton Road over Nonewaug River | Litchfield | 1860 | Good | 394 |
| Ballouville Road over Five Mile River | Windham | 1860 | Fair | 1,400 |
| Route 32 over Willimantic River | Windham | 1868 | Fair | 8,300 |
| Route 136 over Saugatuck River | Fairfield | 1870 | Poor | 12,400 |
| Route 31 over Mill Brook | Tolland | 1870 | Fair | 4,800 |
| Village Hill Road over Ten Mile River | Tolland | 1870 | Fair | 500 |
| Center Street over Middle River | Tolland | 1870 | Fair | 600 |
| US RTE 44 Main ST over Amtrak Railroad | Hartford | 1871 | Fair | 19,700 |
| Naubuc Avenue over Porter Brook | Hartford | 1871 | Fair | 3,600 |
| Center Street over Harbor Brook | New Haven | 1871 | Poor | 6,186 |
| Maple Street over Scantic River | Tolland | 1880 | Fair | 5,200 |
| Whitney Avenue over Farmington Canal Greenwa | New Haven | 1885 | Fair | 4,400 |
| Main Street over Tankerhoosen River | Tolland | 1885 | Good | 21 |
| Hosley Avenue over Amtrak Railroad | New Haven | 1887 | Fair | 350 |
| RTE 1 over Byram River | Fairfield | 1888 | Fair | 14,570 |
| Route 162 over Wepawaug River | New Haven | 1889 | Fair | 14,300 |
| SR 625 over Amtrak Railroad | Middlesex | 1890 | Fair | 3,500 |
| Wintergreen Avenue over Wintergreen Brook | New Haven | 1890 | Fair | 2,800 |
| Camels Back Road over Amtrak Railroad | Hartford | 1891 | Fair | 3,500 |
| Byram Road over Metro-north Railroad | Fairfield | 1892 | Fair | 9,700 |
| US Route 5 over Harbor Brook | New Haven | 1892 | Fair | 16,744 |
| Kirkham Street over Amtrak Railroad | New Haven | 1892 | Fair | 5,900 |
| Marsh Hill Road over Metro-north Railroad | New Haven | 1893 | Fair | 18,900 |
| School House Road over Metro North Railroad | New Haven | 1893 | Good | 11,803 |
| Field Point Road over Horseneck Brook | Fairfield | 1894 | Fair | 12,240 |
| Riverside Avenue over Metro-north Railroad | Fairfield | 1895 | Good | 7,900 |
| Town Bridge Road over Farmington River | Hartford | 1895 | Fair | 235 |
| Camp Street #1 over Harbor Brook | New Haven | 1895 | Fair | 2,870 |
| Crosby Street over Padanaram Brook | Fairfield | 1899 | Fair | 10,334 |
| Perry Avenue over Silvermine River | Fairfield | 1899 | Fair | 1,415 |
| Camp Street over Amtrak Railroad | New Haven | 1899 | Fair | 5,300 |
| Indian Field Road over Metro North Railroad | Fairfield | 1900 | Fair | 9,000 |
| Noroton Avenue over Metro-north Railroad | Fairfield | 1900 | Fair | 14,800 |
| Drinkwater Place over Metro North Railroad | Fairfield | 1900 | Fair | 1,853 |
| Hollow Tree Road over Metro-north Railroad | Fairfield | 1900 | Fair | 3,100 |
| Bridge Street over Metro-north Railroad | Fairfield | 1900 | Fair | 1,058 |
| North Street over Rippowam River | Fairfield | 1900 | Fair | 7,750 |
| Route 106 over Private Road | Fairfield | 1900 | Fair | 14,100 |
| Black Rock Tpke over Metro North Railroad | Fairfield | 1900 | Fair | 10,800 |
| Hills Point Road over Metro North Railroad | Fairfield | 1900 | Fair | 3,400 |
| Grasmere Avenue over Metro North Railroad | Fairfield | 1900 | Fair | 4,700 |
| Andrews Street over Pequabuck River | Hartford | 1900 | Good | 12,415 |
| East Street over Pequabuck River | Hartford | 1900 | Poor | 2,805 |
| South End Road over Misery Brook | Hartford | 1900 | Fair | 5,826 |
| Pheasant Hill DR over Rockledge Brook | Hartford | 1900 | Fair | 380 |
| West Road over Cherry Brook | Hartford | 1900 | Fair | 224 |
| Mill Road over Nonewaug River | Litchfield | 1900 | Fair | 318 |
| Middlefield Street over Coginchaug River | Middlesex | 1900 | Fair | 1,654 |
| US Route 1 over Metro North Railroad | New Haven | 1900 | Fair | 7,100 |
| SR 745 (first Ave) over Metro North Railroad | New Haven | 1900 | Fair | 9,300 |
| Route 100(main St) over Farm River | New Haven | 1900 | Fair | 5,500 |
| South Colony ST over Harbor Brook | New Haven | 1900 | Fair | 2,700 |
| Pond Hill Road over Wharton Brook | New Haven | 1900 | Fair | 4,525 |
| Temple Street over Farmington Canal Greenwa | New Haven | 1900 | Fair | 4,200 |
| Grand Avenue over Quinnipiac River | New Haven | 1900 | Fair | 2,400 |
| East Rock Road over Mill River | New Haven | 1900 | Fair | 1,365 |
| Twin Bridge Road over Iron Stream | New Haven | 1900 | Fair | 258 |
| Parks Road over Broad Brook | New London | 1900 | Fair | 148 |
| Route 275 over Willimantic River | Tolland | 1900 | Fair | 1,800 |
| Windsor Avenue over Hockanum River | Tolland | 1900 | Fair | 1,655 |
| Baker Hill Road over Ten Mile River | Tolland | 1900 | Good | 180 |
| South Street over Hop River | Tolland | 1900 | Good | 1,500 |
| Depot Road over Willimantic River | Tolland | 1900 | Fair | 527 |
| Woodchuck Hill RD over Little River | Windham | 1900 | Poor | 1,178 |
| England Road over Natchaug River | Windham | 1900 | Fair | 398 |
| Wolf Den Drive over Mashamoquet Brook | Windham | 1900 | Fair | 118 |
| Covell Road over Mashamoquet Brook | Windham | 1900 | Good | 132 |
| Taft Pond Road over Mashamoquet Brook | Windham | 1900 | Poor | 371 |
| Longbrook Avenue over Metro North Railroad | Fairfield | 1901 | Fair | 5,146 |
| North Main Street over West Branch Trout Brook | Hartford | 1901 | Fair | 15,660 |
| Route 341 over Housatonic Railroad | Litchfield | 1901 | Fair | 1,500 |
| Central Avenue over Metro North Railroad | Fairfield | 1903 | Good | 7,600 |
| Forbes Street over Hockanum River | Hartford | 1904 | Fair | 6,700 |
| Route 188 over Hop Brook | New Haven | 1904 | Fair | 2,600 |
| Shore Road #1 over Horseneck Brook | Fairfield | 1905 | Good | 1,890 |
| Spring Street over Birch Mountain Brook | Hartford | 1905 | Fair | 1,200 |
| Interstate-84 over Connecticut River | Hartford | 1906 | Fair | 135,200 |
| East Street over Amtrak Railroad | New Haven | 1906 | Fair | 3,600 |
| Cedar Street No. 1 over Metro North Railroad | New Haven | 1906 | Fair | 3,092 |
| Washington Ave. #3 over Mad River | New Haven | 1906 | Fair | 6,000 |
| Wallace Street over Amtrak Railroad | New Haven | 1906 | Fair | 2,287 |
| Palmer Hill Road over Mianus River | Fairfield | 1907 | Fair | 6,580 |
| Capitol Avenue over Rooster River Overflow | Fairfield | 1907 | Fair | 7,390 |
| Walnut Street over Amtrak & Central NE Rr | Hartford | 1907 | Fair | 9,200 |
| East Liberty ST over Mad River | New Haven | 1907 | Good | 3,500 |
| Court Street over Metro North Railroad | New Haven | 1907 | Fair | 408 |
| Lamberton Street over Metro North Railroad | New Haven | 1907 | Fair | 3,865 |
| Humphrey Street over Mill River | New Haven | 1908 | Poor | 4,100 |
| Sunnyside Street over Yantic River | New London | 1908 | Fair | 465 |
| Long Hill Drive over Conn. Southern Railroad | Hartford | 1909 | Fair | 4,730 |
| US Route 1 over Yellow Mill Channel | Fairfield | 1910 | Good | 20,200 |
| Ssr 454 over Indian Hole Brook | Fairfield | 1910 | Fair | 700 |
| Route 130 over Ash Creek | Fairfield | 1910 | Fair | 10,100 |
| Hales Road over Metro-north Railroad | Fairfield | 1910 | Good | 1,102 |
| West Cedar Street over Five Mile River | Fairfield | 1910 | Poor | 5,120 |
| Silvermine Road over Housatonic Rr | Fairfield | 1910 | Fair | 4,780 |
| Depot Road over Norwalk River | Fairfield | 1910 | Poor | 0 |
| Boston Neck Road over Stony Brook | Hartford | 1910 | Fair | 2,542 |
| Route 160 over Roaring Brook | Hartford | 1910 | Fair | 1,500 |
| Romford Road over Bantam River | Litchfield | 1910 | Fair | 380 |
| Belleview Avenue over Gulf Stream | Litchfield | 1910 | Fair | 520 |
| Pothier Road over Nickel Mine Brook | Litchfield | 1910 | Fair | 390 |
| Dennison Road over Conn Valley Railroad | Middlesex | 1910 | Fair | 1,274 |
| Edgewood Avenue over West River & Park Road | New Haven | 1910 | Fair | 3,100 |
| Hillhouse Avenue over Farmington Canal Greenwa | New Haven | 1910 | Good | 6,400 |
| Copse Road over Amtrak Railroad | New Haven | 1910 | Poor | 1,200 |
| Route 146 over West River | New Haven | 1910 | Poor | 5,500 |
| Cedar Street over Harbor Brook | New Haven | 1910 | Good | 807 |
| Fort Path Road over Amtrak Railroad | New Haven | 1910 | Poor | 545 |
| Flanders River RD over Hop River | Tolland | 1910 | Fair | 769 |
| Boston Hollow RD 2 over Bigelow Brook | Windham | 1910 | Poor | 55 |
| Route 37 over Boggs Pond Brook | Fairfield | 1911 | Fair | 13,740 |
| US Route 1 over Strickland Brook | Fairfield | 1911 | Fair | 18,700 |
| Button Shop Road over Housatonic Rr | Fairfield | 1911 | Good | 2,500 |
| Farrell Road over Housatonic Rr | Fairfield | 1912 | Fair | 343 |
| Glover AVE over Norwalk River | Fairfield | 1912 | Fair | 2,185 |
| Sigourney Street over Central New England Rr | Hartford | 1912 | Fair | 7,600 |
| Edwards Street over Central New England Rr | Hartford | 1912 | Good | 3,300 |
| Prospect Street over W Branch Naugatuck River | Litchfield | 1912 | Fair | 3,090 |
| Clifton ST over Amtrak Railroad | New Haven | 1912 | Fair | 1,970 |
| Ferry Street over Amtrak Railroad | New Haven | 1912 | Fair | 13,600 |
| Chapel Street over Prov & Worc Railroad | New Haven | 1912 | Fair | 8,452 |
| Maple Street over Naugatuck River | New Haven | 1912 | Fair | 12,900 |
| Spring Street over Middle River | Tolland | 1912 | Fair | 914 |
| U.s. Route 1 over Noroton River | Fairfield | 1913 | Good | 7,900 |
| Route 189 over Wash Brook | Hartford | 1913 | Fair | 17,800 |
| Route 82 over Connecticut River | Middlesex | 1913 | Poor | 9,100 |
| Route 196 over Pocotopaug Creek | Middlesex | 1913 | Fair | 3,100 |
| Naugatuck Avenue over Metro North Railroad | New Haven | 1913 | Fair | 3,300 |
| US Route 1 over Neck River | New Haven | 1914 | Fair | 7,500 |
| Route 73 over Steele Brook | New Haven | 1914 | Fair | 12,000 |
| Dewitt Street over Metro North Railroad | New Haven | 1914 | Fair | 552 |
| Flanders Road over Willimantic River | Tolland | 1914 | Poor | 800 |
| Stone Bridge Road over Little River | Windham | 1914 | Fair | 572 |
| White Street over Housatonic Rr | Fairfield | 1915 | Fair | 14,200 |
| Forest Street over Abandoned Dot Railroad | Litchfield | 1915 | Fair | 2,387 |
| Quinnipiac Street over Wallace Raceway | New Haven | 1915 | Poor | 12,500 |
| E. Washington AVE over Pequonnock River | Fairfield | 1916 | Fair | 3,343 |
| Route 189 over Wash Brook | Hartford | 1916 | Good | 8,100 |
| Fern Street over West Branch Trout Brook | Hartford | 1916 | Poor | 7,000 |
| Still Road over Tumble Brook | Hartford | 1916 | Fair | 3,500 |
| US Route 1 over Jordan Brook | New London | 1916 | Good | 8,100 |
| Bridge Street over Amtrak Railroad | New Haven | 1917 | Fair | 290 |
| SR 712 (bridge St) over Housatonic River | Fairfield | 1918 | Fair | 9,500 |
| Route 34 over Housatonic River | Fairfield | 1919 | Poor | 8,800 |
| Hanover Road over Housatonic Railroad | Fairfield | 1919 | Good | 1,900 |
| Selleck Street over Metro North Railroad | Fairfield | 1919 | Fair | 12,400 |
| Route 25 over Still River | Fairfield | 1920 | Fair | 8,600 |
| Sasco Creek Road over Metro-north Railroad | Fairfield | 1920 | Good | 857 |
| Poverty Hollow RD over Aspetuck River | Fairfield | 1920 | Fair | 885 |
| Silver Hill Road over Aspetuck River | Fairfield | 1920 | Poor | 300 |
| Jacobs Street over Pequabuck River | Hartford | 1920 | Fair | 3,631 |
| South Main Street over Blackledge River | Hartford | 1920 | Fair | 1,200 |
| Route 157 over Asmun Brook | Middlesex | 1920 | Fair | 4,100 |
| River Road #1 over Sumner Brook | Middlesex | 1920 | Poor | 2,892 |
| South Main Street over Beacon Falls Canal | New Haven | 1920 | Fair | 7,800 |
| Howard Avenue over Metro North Railroad | New Haven | 1920 | Fair | 7,100 |
| Tuttle Avenue over Mill River | New Haven | 1920 | Good | 974 |
| Bridge Street over Oxoboxo Brook | New London | 1920 | Fair | 1,056 |
| Forge Hill Road over Pachaug River | New London | 1920 | Poor | 482 |
| Juniper Lane over Mount Hope River | Tolland | 1920 | Fair | 129 |
| Route 12 over Mill Brook | Windham | 1920 | Good | 6,600 |
| River Street over Factory Tunnel | Windham | 1920 | Good | 259 |
| Memorial Blvd. over Pequabuck River | Hartford | 1921 | Good | 8,380 |
| Route 272 over Nickel Mine Brook | Litchfield | 1921 | Fair | 2,500 |
| US Route 1 over Housatonic River | New Haven | 1921 | Fair | 16,500 |
| Route 63 over West River | New Haven | 1921 | Fair | 23,100 |
| East Old Route 6 over Little River | Windham | 1921 | Fair | 500 |
| Wall Street over Norwalk River | Fairfield | 1922 | Fair | 7,180 |
| Route 191 over Broad Brook | Hartford | 1922 | Fair | 1,000 |
| SR 846 over Naugatuck River | New Haven | 1922 | Fair | 20,300 |
| US Route 1 over Mystic River | New London | 1922 | Fair | 11,000 |
| Route 85 over Latimers Brook | New London | 1922 | Fair | 15,200 |
| U.s. Route 202 over Nepaug River | Litchfield | 1923 | Fair | 10,800 |
| SR 616 over Gillett Brook | New London | 1923 | Good | 1,600 |
| Route 31 over Skungamaug River | Tolland | 1923 | Fair | 8,700 |
| North Pond Street over Pan Am Railroad | Hartford | 1924 | Good | 3,750 |
| U.s. Route 7 over Gunn Brook | Litchfield | 1924 | Fair | 2,100 |
| Route 128 over Mill Brook | Litchfield | 1924 | Fair | 1,100 |
| Route 34 over Eight Mile Brook | New Haven | 1924 | Good | 9,800 |
| Pearl Street over Bladens River | New Haven | 1924 | Fair | 2,333 |
| Willow Street over Willow Brook | New Haven | 1924 | Poor | 625 |
| Routes 53 & 107 over Saugatuck River | Fairfield | 1925 | Fair | 8,000 |
| Route 108 over Means Brook | Fairfield | 1925 | Fair | 16,400 |
| West Street over Still River | Fairfield | 1925 | Fair | 16,000 |
| Cliffdale Road over Byram River | Fairfield | 1925 | Good | 585 |
| Route 191 over Scantic River | Hartford | 1925 | Poor | 1,500 |
| US Route 1 over Patchogue River | Middlesex | 1925 | Fair | 7,400 |
| Route 17 over Reservoir Brk & Cattle P | Middlesex | 1925 | Fair | 7,200 |
| Route 82 over Eight Mile River | Middlesex | 1925 | Fair | 3,300 |
| Freight Street over Naugatuck River | New Haven | 1925 | Fair | 7,600 |