| Route 133 over US Route 7 & Still River | 1976 | 7,500 | Fair |
| Cold Spring Road over Rippowam River | 1935 | 7,470 | Fair |
| Lafayette Square over Route 8 | 1968 | 7,400 | Fair |
| Route 25 SB Tr 802 over Route 25 | 1980 | 7,400 | Fair |
| Route 25 SB Tr 802 over Route 25 NB Tr 801 | 1980 | 7,400 | Fair |
| Route 25 Tr 802 over Pequonnock River | 1980 | 7,400 | Fair |
| Capitol Avenue over Rooster River Overflow | 1907 | 7,390 | Fair |
| Davis Avenue #2 over Indian Harbor | 2022 | 7,215 | Good |
| Route 15 Tr 807 over Pequonnock River | 1980 | 7,200 | Fair |
| Wall Street over Norwalk River | 1922 | 7,180 | Fair |
| West Avenue over Noroton River | 1957 | 7,110 | Fair |
| I-95 N on Ramp 316 over Drainage | 1955 | 7,100 | Poor |
| Route 302 over Deep Brook | 2008 | 7,100 | Fair |
| Route 39 over Ball Pond Brook | 1990 | 7,100 | Fair |
| US Route 6 over Dnby Term/housatonic RR | 1950 | 7,100 | Fair |
| Route 104 over E Branch of Mianus River | 2019 | 6,900 | Good |
| Route 15 Tr 805 over Reservoir Avenue | 1980 | 6,900 | Fair |
| Middlesex Road over Stony Brook | 1950 | 6,870 | Fair |
| Route 8 NB Ramp 12 over Route 8 NB Ramp 127 | 1968 | 6,800 | Fair |
| Round Hill Road over Converse Pond Brook | 2018 | 6,760 | Good |
| Route 15 Tr 807 over Route 25 Ramp 003 | 1981 | 6,700 | Good |
| Route 25 NB Tr 802 over Route 25 SB Tr 801 | 1980 | 6,700 | Fair |
| Route 25 SB Tr 802 over Route 15 | 1981 | 6,700 | Fair |
| Silvermine Road over US Route 7 & Still River | 1976 | 6,700 | Fair |
| Plumtrees Road over East Swamp Brook | 2016 | 6,600 | Good |
| Route 106 over Five Mile River | 1989 | 6,600 | Good |
| Palmer Hill Road over Mianus River | 1907 | 6,580 | Fair |
| Congress Street #2 over Mill River | 1935 | 6,505 | Poor |
| I-95 NB Ramp 092 over Route 130 & Kossuth St | 2000 | 6,500 | Fair |
| Kennedy Avenue over Still River | 1964 | 6,500 | Poor |
| Chestnut St & Mnrr over Still River | 1974 | 6,430 | Good |
| I-95 Ramp 093 over Kossuth Street | 2006 | 6,300 | Fair |
| I-95 Ramp 093 over Nichols Street | 1959 | 6,300 | Fair |
| River Road #2 over Strickland Brook | 1977 | 6,300 | Poor |
| Laurel Avenue over Rooster River Conduit | 1984 | 6,212 | Fair |
| Newfield Avenue over Route 15 | 1937 | 6,200 | Fair |
| Route 57 over West Branch Saugatuck Ri | 2015 | 6,200 | Fair |
| Meadowbrook Road over Interstate 95 | 1958 | 6,148 | Fair |
| Route 116 over Titicus River | 1957 | 6,100 | Fair |
| I-95 Ramp 097 over Rt 130&YELLOW Mill Pond | 1999 | 6,000 | Fair |
| Taylor Avenue over Interstate-95 | 2014 | 6,000 | Good |
| Route 15 Ramp #060 over Cricker Brook | 1938 | 5,900 | Fair |
| Route 58 over Aspetuck River | 1947 | 5,900 | Good |
| Rt 106/WOLFPIT Rd over Metro-north Railroad | 1980 | 5,900 | Fair |
| Rte 106 (wolfpit R over Norwalk River | 1996 | 5,900 | Good |
| Unquowa Road over Metro North Railroad | 1989 | 5,900 | Fair |
| Old Kings Hwy Nort over Goodwives River | 1956 | 5,855 | Fair |
| Shelter Rock Road over East Swamp Brook | 1989 | 5,845 | Good |
| SR 790 (south Stat over Rippowam River | 1847 | 5,700 | Fair |
| Miry Brook Road over Miry Brook | 1955 | 5,580 | Fair |
| Broad Street over Norwalk River | 1956 | 5,510 | Good |
| Prospect Avenue over Route 8 | 1950 | 5,463 | Fair |
| US Rte 7 SB Tr 811 over Perry Avenue | 1990 | 5,400 | Fair |
| Route 102 over Cooper Pond Brook | 1958 | 5,200 | Fair |
| Longbrook Avenue over Metro North Railroad | 1901 | 5,146 | Fair |
| West Cedar Street over Five Mile River | 1910 | 5,120 | Poor |
| I-95 Ramp 355 over Rte 130 WB (ct Ave) | 1998 | 5,100 | Good |
| I-95 SB Ramp 355 over Route 130 EB | 1999 | 5,100 | Good |
| Route 133 over Housatonic River | 1954 | 5,100 | Fair |
| Route 25 over Housatonic Railroad | 1989 | 5,100 | Fair |
| Cornell Road over Rooster River | 1933 | 5,070 | Fair |
| Coram Avenue over Route 8 | 1950 | 5,000 | Fair |
| I-84 Ramp 031 over Interstate 84 WB | 1973 | 5,000 | Fair |
| Route 8 SB Ramp 00 over Main Street No. 3 | 1970 | 5,000 | Fair |
| Stony Hill Road over Housatonic RR | 1936 | 5,000 | Fair |
| West Rocks Road over Route 15 | 1938 | 5,000 | Fair |
| Burnell Blvd over Metro-north & Norwalk Rv | 1965 | 4,909 | Fair |
| Route 8 Ramp 010 over Route 8 | 1971 | 4,900 | Fair |
| Route 8 Ramp 142 over Route 15 SB Tr 810 | 1983 | 4,800 | Fair |
| Route 8 Ramp 143 over Route 8 NB Tr 801 | 1983 | 4,800 | Fair |
| Woodway Road over Noroton River | 1948 | 4,795 | Fair |
| Silvermine Road over Housatonic RR | 1910 | 4,780 | Fair |
| Old Kings Hwy No. over Five Mile River | 1995 | 4,747 | Good |
| Grasmere Avenue over Metro North Railroad | 1900 | 4,700 | Fair |
| I-84 Ramp 031 over I-84 EB & I-84 Ramp 028 | 1973 | 4,700 | Fair |
| Madison Avenue over Route 15 | 1939 | 4,700 | Fair |
| Mill Hill Road over Interstate 95 | 1958 | 4,700 | Fair |
| Mill Hill Road over Metro North Railroad | 1982 | 4,700 | Fair |
| Triangle Street over Metro-north Railroad | 1967 | 4,629 | Fair |
| Lockwood Lane over Interstate 95 | 1958 | 4,620 | Fair |
| Highland Ave No 1 over Metro North Railroad | 1982 | 4,600 | Fair |
| Lake Avenue over Horseneck Brook | 1987 | 4,500 | Fair |
| Geo.washington Hwy over Miry Brook | 1986 | 4,490 | Poor |
| E Franklin Street over Padanaram Brook | 1930 | 4,418 | Fair |
| June Road over Mianus River | 1935 | 4,390 | Fair |
| South Park Avenue over Mill River | 1946 | 4,386 | Fair |
| Ash Creek Blvd over Mnrr & Const Comment Way | 2010 | 4,373 | Good |
| Wire Mill Road over Route 15 | 1938 | 4,362 | Fair |
| Nyala Farm Road over Muddy Brook | 1978 | 4,360 | Fair |
| Brewster Street over Ash Creek | 1929 | 4,340 | Fair |
| Lakeside Drive over North Stamford Reservoir | 1936 | 4,220 | Poor |
| Long Hill Cross Rd over Route 8 | 1975 | 4,200 | Fair |
| Sturges Road over Mill River | 1935 | 4,140 | Fair |
| Lyons Plain Road over Aspetuck River | 1929 | 4,120 | Fair |
| Route 124 over Rippowam River | 1957 | 4,100 | Fair |
| River Bank Road over Route 15 | 1937 | 4,057 | Fair |
| Laurel Avenue over Rooster River Overflow | 1981 | 4,040 | Fair |
| Perry Ave over Norwalk River | 1956 | 4,027 | Good |
| Route 37 over Sawmill Brook | 2001 | 4,000 | Fair |
| Route 53 over W Branch Saugatuck River | 1957 | 4,000 | Fair |
| Riversville Road over East Branch Byram River | 2014 | 3,940 | Good |
| Sherwood Avenue over Byram River | 2010 | 3,935 | Good |
| Currituck Road over Pond Brook | 2000 | 3,915 | Good |
| Cross Street over Still River | 1993 | 3,900 | Fair |
| Route 53 over Saugatuck River | 2016 | 3,900 | Good |
| Old Norwalk Road over Five Mile River | 1956 | 3,825 | Good |
| Old Kings Highway over Stony Brook | 1935 | 3,820 | Poor |
| Rose Street over Still River | 1966 | 3,807 | Fair |
| Currituck Road over Interstate 84 | 1962 | 3,800 | Fair |
| Round Hill Road over Route 15 | 1935 | 3,800 | Fair |
| SR 816 (glen Rd) over Housatonic River | 1936 | 3,800 | Fair |
| Beachside Avenue over Interstate-95 | 2021 | 3,790 | Good |
| Portland Avenue over Norwalk River | 1928 | 3,790 | Fair |
| Rampart Road over Interstate 95 | 1958 | 3,773 | Good |
| Whitney Avenue #2 over Pequonnock River | 1985 | 3,756 | Fair |
| Waverly Road over Farmill River | 1936 | 3,722 | Good |
| Morningside Drive over Muddy Brook | 1999 | 3,714 | Fair |
| Fairfield Avenue 1 over Interstate-95 | 1958 | 3,700 | Fair |
| Route 53 over Saugatuck River | 1928 | 3,600 | Fair |
| US Rte 7 Ramp 005 over US Route 1 | 1970 | 3,600 | Fair |
| Riverside Drive over Turney Creek | 1947 | 3,560 | Fair |
| Greens Farms Road over Sasco Brook | 1973 | 3,540 | Poor |
| Cedar Street over Interstate-95 | 2014 | 3,500 | Good |
| Park Avenue over Route 15 | 1940 | 3,500 | Fair |
| Stuart Avenue over Interstate-95 | 1958 | 3,500 | Fair |
| South Park Avenue over Mill River | 2021 | 3,470 | Good |
| Hills Point Road over Interstate-95 | 1958 | 3,400 | Fair |
| Hills Point Road over Metro North Railroad | 1900 | 3,400 | Fair |
| Interlaken Road over N Stamford Res Outlet | 1941 | 3,400 | Fair |
| Cedar Heights Road over Rippowam River | 1933 | 3,390 | Poor |
| E. Washington Ave over Pequonnock River | 1916 | 3,343 | Fair |
| High Bridge Road over Housatonic Railroad | 1989 | 3,300 | Good |
| Route 108 over Farmill River | 1932 | 3,250 | Fair |
| Crosby St Connecto over Still River | 1963 | 3,226 | Good |
| Newtown Turnpike over Route 15 | 1939 | 3,200 | Fair |
| Route 25 SB Ramp 4 over Route 25 SB Tr 802 | 1981 | 3,200 | Fair |
| Thorpe Street Ext over Boggs Pond Brook | 2003 | 3,140 | Good |
| Beachside Avenue over Sasco Brook | 1989 | 3,100 | Fair |
| Hollow Tree Rdg Rd over Interstate 95 | 1958 | 3,100 | Fair |
| Hollow Tree Road over Metro-north Railroad | 1900 | 3,100 | Fair |
| Hulls Farm Road over Sasco Brook | 1935 | 3,090 | Fair |
| Kent Road over Norwalk River | 1956 | 3,050 | Fair |
| Grumman Avenue over Route 15 | 1938 | 3,000 | Fair |
| Spring Hill Road over Pequonnock River | 1965 | 3,000 | Fair |
| Center Road over Aspetuck Reservoir | 1958 | 2,923 | Good |
| Route 106 over Silvermine River | 1990 | 2,900 | Fair |
| Route 37 over Quaker Brook | 1957 | 2,900 | Fair |
| Route 53 over Saugatuck Reservoir Brk | 1939 | 2,900 | Fair |
| US Rte 7 SB Tr 801 over Perry Avenue | 1990 | 2,900 | Good |
| White Oak Shade Rd over Route 15 | 1938 | 2,900 | Fair |
| James Farm Road over Route 15 | 1940 | 2,870 | Fair |
| Newtown Avenue over Stony Brook | 1983 | 2,840 | Fair |
| East Rocks Road over Route 15 | 1938 | 2,800 | Good |
| I-95 SB Ramp 305 over North Frontage Road | 1959 | 2,800 | Fair |
| Westville Ave Ext over Interstate 84 | 1962 | 2,800 | Fair |
| Arctic Street over Pembroke Lakes | 2017 | 2,700 | Good |
| Route 8 Ramp 25 over Hull Ave & Private Drive | 1990 | 2,700 | Fair |
| Philo Curtis Road over I-84 EB & I-84 Ramp 630 | 1973 | 2,695 | Fair |
| Philo Curtis Rd #1 over I-84 WB & I-84 Ramp 031 | 1973 | 2,656 | Fair |
| Rings End Road over Gorhams Pond | 1929 | 2,600 | Poor |
| Route 53 over Saugatuck Reservoir | 1939 | 2,600 | Poor |
| Beachside Avenue over Metro North Railroad | 1982 | 2,577 | Good |
| Cartbridge Road over Saugatuck River | 2008 | 2,570 | Good |
| Vail Road over Interstate 84 | 1962 | 2,557 | Fair |
| Sawmill Road #1 over Ball Pond Brook | 2019 | 2,532 | Good |
| Sylvan Road South over Stony Brook | 1960 | 2,530 | Fair |
| Westmere Avenue over Farm Creek | 1939 | 2,520 | Good |
| Button Shop Road over Housatonic RR | 1911 | 2,500 | Good |
| Ponus Ridge Road over Route 15 | 1937 | 2,500 | Fair |
| Comly Avenue over Byram River | 1959 | 2,483 | Good |
| Wilson Street over Interstate-95 | 1958 | 2,423 | Fair |
| Maher Road over Interstate 95 | 1958 | 2,393 | Fair |
| Highland Avenue over Route 8 | 1968 | 2,344 | Fair |
| River Road over Saugatuck River | 1957 | 2,272 | Fair |
| Duck Farm Road over Mill River | 2023 | 2,270 | Good |
| South Park Avenue over Mill River | 2020 | 2,240 | Good |
| Frenchtown Road over Route 15 | 1942 | 2,224 | Fair |
| High School Lane over Stony Brook | 1958 | 2,217 | Fair |
| Redding Road over Route 15 | 1939 | 2,200 | Fair |
| Glover Ave over Norwalk River | 1912 | 2,185 | Fair |
| Buckingham Drive over Rippowam River | 2005 | 2,090 | Fair |
| Church Hill Road # over Aspetuck River | 1957 | 2,070 | Fair |
| Old Road #2 over Sasco Brook | 1965 | 2,030 | Poor |
| Topstone Road over Norwalk River | 1955 | 2,010 | Fair |
| Edmond Road over Unnamed Tributary | 2020 | 2,000 | Good |
| Old Redding Road over Aspetuck River | 1941 | 1,970 | Fair |
| Jelliff Mill Road over Noroton River | 2018 | 1,940 | Good |
| Cutspring Road over Pumpkin Ground Brook | 1987 | 1,930 | Good |
| Morehouse Hwy #1 over Mill River | 1970 | 1,930 | Poor |
| Valley Road over Mianus River | 1929 | 1,920 | Fair |
| Wire Mill Road over Haviland Brook | 1957 | 1,920 | Poor |
| James Street over Interstate-95 | 1958 | 1,914 | Fair |
| Hanover Road over Housatonic Railroad | 1919 | 1,900 | Good |
| James Street over Route 8 | 1969 | 1,900 | Fair |
| Shore Road #1 over Horseneck Brook | 1905 | 1,890 | Good |
| Clinton Avenue over Route 15 | 1940 | 1,865 | Fair |
| Drinkwater Place over Metro North Railroad | 1900 | 1,853 | Fair |
| Fillow Street over Five Mile River | 1987 | 1,822 | Good |
| Lapham Road over Route 15 | 1937 | 1,817 | Fair |
| Cannon Road over Norwalk River | 1956 | 1,810 | Fair |
| Lake Avenue over Route 15 | 1940 | 1,800 | Good |
| Simpaug Turnpike over Metro-north Railroad | 2012 | 1,800 | Good |
| Garella Road over Interstate 84 | 1962 | 1,784 | Fair |
| Farmill Street over Farmill River | 1996 | 1,769 | Fair |
| Blachley Road over Interstate 95 | 1958 | 1,755 | Fair |
| John Street over East Branch Byram River | 2013 | 1,725 | Fair |
| Poverty Hollow Rd. over Aspetuck River | 1984 | 1,710 | Fair |
| Burr Street over Route 15 | 1939 | 1,700 | Fair |
| Hanover Road over Pond Brook | 1975 | 1,700 | Fair |
| Hughes Avenue over Rooster River Overflow | 1998 | 1,650 | Fair |
| Poverty Hollow Roa over Aspetuck River | 2014 | 1,605 | Good |
| Harbor Road over Mill River | 1927 | 1,600 | Good |
| Harbor Road over Mill River | 1927 | 1,600 | Good |
| Hillandale Road #1 over Ssr 476 | 1959 | 1,600 | Fair |
| I-84 Ramp 243 over SR 824 (woodland Rd.) | 1984 | 1,600 | Fair |
| Madison Avenue over Interstate 84 | 1962 | 1,583 | Fair |
| Lowe Street over Metro North Railroad | 1938 | 1,522 | Fair |
| Comstock Hill Aven over Route 15 | 1938 | 1,500 | Fair |
| River Bank Road over East Branch Mianus River | 1957 | 1,500 | Good |
| Route 39 over Morrissey Brook | 2006 | 1,500 | Good |
| Stanwich Road over Route 15 | 1936 | 1,500 | Fair |
| Guinea Road over Route 15 | 1937 | 1,479 | Fair |
| Ponus Ridge Road over Collins Pond | 1957 | 1,460 | Good |
| Perry Avenue over Silvermine River | 1899 | 1,415 | Fair |
| Ssr 476 over Mill Creek | 1958 | 1,400 | Fair |
| Casper Street over Still River | 1974 | 1,320 | Fair |
| the Boulevard over Housatonic Railroad | 1989 | 1,301 | Good |
| Patch Street over Padanaram Brook | 1987 | 1,280 | Good |
| Riverview Drive over SR 840 & Housatonic RR | 1995 | 1,270 | Fair |
| Buddington Road over Farmill River | 1981 | 1,265 | Fair |
| Valley Road over Horse Tavern Brook | 2019 | 1,250 | Good |
| Lakeview Avenue over Five Mile River | 1957 | 1,225 | Good |
| Hales Road over Interstate-95 | 1958 | 1,221 | Fair |
| Soundview Avenue over Cummings Brook | 1933 | 1,220 | Fair |
| Old Ridgebury Road over I-84 & Exit Ramps | 1983 | 1,200 | Fair |
| Old Ridgebury Road over Interstate 84 Ramp 242 | 1984 | 1,200 | Good |
| East Lake Street over East Lake Brook | 1984 | 1,196 | Fair |
| Farmill Crossing over Farmill River | 1982 | 1,185 | Fair |
| Trinity Pass Road over Rippowam River | 1990 | 1,165 | Good |
| North Wilton Road over Silvermine River | 1956 | 1,130 | Fair |
| School House Hill over Interstate 84 | 1962 | 1,113 | Fair |
| Hales Road over Metro-north Railroad | 1910 | 1,102 | Good |
| Route 39 over Wimisink Brook | 1934 | 1,100 | Fair |
| Andrews Drive over Goodwives River | 1962 | 1,090 | Fair |
| Elm Drive over Deep Brook | 2008 | 1,070 | Good |
| Merwins Lane over Route 15 | 1940 | 1,061 | Fair |
| Westway Road over Sasco Brook | 1955 | 1,060 | Fair |
| Bridge Street over Metro-north Railroad | 1900 | 1,058 | Fair |
| Sasco Creek Road over Interstate 95 | 1958 | 1,015 | Fair |
| Rockwell Road over Limekiln Brook | 1995 | 1,010 | Fair |
| Brock Street over Pequonnock River | 1979 | 1,009 | Good |
| Marvin Ridge Road over Route 15 | 1989 | 1,000 | Fair |
| W Starrs Plain Rd over Saugatuck River | 2007 | 985 | Good |
| Huntingtown Road over Stream | 2003 | 981 | Good |
| School House Hill over Housatonic Railroad | 1991 | 968 | Fair |
| Old Dike Road over Booth Hill Brook | 1988 | 956 | Fair |
| Newtown Turnpike over West Branch Saugatuck | 1969 | 950 | Fair |
| Ssr 476 over Metro-north Railroad | 1958 | 950 | Fair |
| Bear Mountain Road over Ball Pond Brook | 1956 | 948 | Fair |
| Turkey Hill Road over Housatonic Railroad | 1983 | 948 | Poor |
| Seeley Road over Norwalk River | 1955 | 947 | Fair |
| Old Rock Lane over Five Mile River | 1987 | 938 | Fair |
| Rock House Road #1 over Aspetuck River | 1975 | 909 | Fair |
| Valley Road over Silvermine River | 1951 | 905 | Good |
| Whippoorwill La #1 over Pumpkin Ground Brook | 2014 | 905 | Good |
| Tunnel Road over Interstate 84 | 1962 | 899 | Fair |
| Diamond Hill Road over Saugatuck River | 2001 | 895 | Good |
| Simpaug Turnpike over Saugatuck River | 1956 | 895 | Fair |
| Poverty Hollow Rd over Aspetuck River | 1920 | 885 | Fair |
| Sasco Creek Road over Metro-north Railroad | 1920 | 857 | Good |
| Secor Road over Interstate 84 | 1962 | 832 | Fair |
| Ruscoe Road over E Br Silvermine River | 1991 | 822 | Good |
| Mariomi Road over Silvermine River | 2013 | 800 | Good |
| Porchuck Road over East Branch Byram River | 2009 | 790 | Good |
| Chamberlain Drive over Means Brook | 1978 | 773 | Fair |
| Parmalee Hill Road over Interstate 84 | 1962 | 768 | Fair |
| Meadow Brook Road over Pootatuck River | 2023 | 750 | Good |
| Plattsville Road over Route 15 | 1939 | 750 | Fair |
| Middlebrook Farm R over Comstock Brook | 1944 | 745 | Fair |
| Old Shelton Road over Brook | 1982 | 729 | Fair |
| Cavalry Road over W Branch Saugatuck Rv | 2022 | 715 | Good |
| Farms Road over Mianus River | 2008 | 705 | Fair |
| Ssr 454 over Indian Hole Brook | 1910 | 700 | Fair |
| Woodcrest Avenue over Route 8 & Merritt Blvd | 1975 | 695 | Fair |
| Bayberry Lane #2 over Aspetuck River | 2022 | 676 | Good |
| Bailiwick Road over Byram River | 1955 | 675 | Good |
| Morehouse Dr over Route 15 | 1939 | 674 | Fair |
| Wild Horse Court over Sammis Brook | 1990 | 673 | Good |
| Dans Highway over Mill River | 1957 | 664 | Fair |
| Old Hawleyville Rd over Interstate 84 | 1962 | 661 | Fair |
| Congress Street #1 over Route 15 | 1938 | 650 | Fair |
| Old Mine Road over Pequonnock River | 1979 | 650 | Good |
| Sawmill Road over Sawmill Brook | 1936 | 644 | Fair |
| Davis Hill Road over Saugatuck River | 1980 | 632 | Fair |
| Stepney Road over Aspetuck River | 2016 | 625 | Good |
| Valley Forge Road over Saugatuck River | 2011 | 622 | Good |
| Brookview Avenue over Rooster River | 1953 | 615 | Fair |
| Nursery Road over Five Mile River | 1960 | 612 | Fair |
| West Glen Drive over Mianus River | 1964 | 610 | Fair |
| Ethan Allen Road over Hrr & Private Road | 1975 | 600 | Fair |
| Broad Street over Ferry Creek | 1981 | 590 | Fair |
| Cliffdale Road over Byram River | 1925 | 585 | Good |
| Old Hawleyville Rd over Pond Brook | 2005 | 540 | Good |
| North Avenue #2 over Aspetuck River | 1957 | 535 | Good |
| Smoke Hill Drive over East Lake Brook | 2010 | 530 | Good |
| Saw Mill Road over Pond Brook | 2008 | 520 | Good |
| Turkey Hill Road over Pootatuck River | 1975 | 520 | Fair |
| Borglum Road over Silvermine River | 1988 | 500 | Fair |
| Beaver Dam Road over Pumpkin Ground Brook | 1965 | 470 | Fair |
| Valley Road over Aspetuck River | 1955 | 450 | Poor |
| Mountain Road over Wataba Lake | 1955 | 444 | Poor |
| Lovers Lane over Comstock Brook | 2024 | 420 | Good |
| Reservoir Lane over Rippowam River | 1990 | 410 | Fair |
| Bancroft Road over I-84 & Bancroft Brook | 1979 | 398 | Fair |
| Longmeadows Road over E. Branch Silvermine Rvr | 1980 | 395 | Fair |
| Old Ridgefield Rd over Norwalk River | 1955 | 392 | Fair |
| Bagburn Hill Road over Halfway River | 2002 | 388 | Good |
| Judd Road 2 over Mill River | 1950 | 388 | Fair |
| Merritt Street over Horse Tavern Brook | 2013 | 386 | Good |
| Honey Hill Road over Norwalk River | 1957 | 380 | Fair |
| Evans Hill Road over Wimisink Brook | 2002 | 375 | Good |
| Farrell Road over Housatonic RR | 1912 | 343 | Fair |
| Hickock Road over Silvermine River | 2012 | 333 | Good |
| Bridge Street over Horseneck Brook | 1980 | 320 | Fair |
| Parmalee Hill Road over Housatonic RR | 1989 | 312 | Fair |
| Astoria Avenue over Rooster River Overflow | 2000 | 310 | Good |
| Judges Hollow Rd over Aspetuck River | 1957 | 310 | Poor |
| Silver Hill Road over Aspetuck River | 1920 | 300 | Poor |
| Maple Drive over W.branch of Pequonnock R | 1995 | 286 | Good |
| Godfrey Road West over W Branch Saugatuck River | 2015 | 275 | Good |
| Cold Spring Road over Cogers Pond | 2010 | 268 | Good |
| Partrick Road over Stony Brook | 1985 | 260 | Fair |
| Stony Brook Road over Stony Brook | 1985 | 250 | Fair |
| River Gate Drive over W Branch Saugatuck Rv | 1980 | 230 | Fair |
| N Porchuck Road over E Branch of Byram River | 2006 | 228 | Fair |
| Oneida Drive over Smith Cove | 2021 | 220 | Good |
| Michaels Way over W Branch Saugatuck River | 1995 | 215 | Poor |
| Pond Brook Road over Pond Brook | 1994 | 210 | Fair |
| Walnut Tree Hillrd over Pootatuck River | 1938 | 184 | Good |
| Old Mill Road over Norwalk River | 1930 | 155 | Fair |
| Snowberry Lane over E. Branch Silvermine Rvr | 1980 | 150 | Good |
| Georges Hill Road over Pond Brook | 1975 | 133 | Good |
| Bald Hill Road over E Br Silvermine River | 1966 | 130 | Fair |
| Lane Street over Means Brook | 1940 | 124 | Good |
| Corn Hill Road over Farmill River | 1983 | 113 | Fair |
| Equestrian Ridge over Aspetuck River | 2000 | 107 | Good |
| Meridian Ridge Dr over Stream | 2008 | 107 | Good |
| Beaver Brook Road over Stream | 2000 | 105 | Good |
| Crosby Court over Stream | 1999 | 105 | Fair |
| Circle Drive over Pumpkin Ground Brook | 1976 | 103 | Fair |
| North Main Street over Norwalk River | 1953 | 103 | Fair |
| Commerce Road over Tom Brook | 1985 | 100 | Fair |
| Honeysuckle Hill L over Ballwall Brook | 1978 | 94 | Fair |
| Louis Allan Drive over Stream | 2004 | 83 | Good |
| Musket Ridge Road over Ball Pond Brook | 2010 | 80 | Good |
| Arrowhead Road over Norwalk River | 2024 | 70 | Good |
| Studio Road over Rippowam River | 2005 | 62 | Fair |
| Little Brook Road over Tokeneke Brook | 1966 | 58 | Fair |
| Old Greenwoods Rd over Greenwoods Brook | 2010 | 54 | Good |
| Covered Bridge Rd over Pond Brook | 2001 | 50 | Fair |
| Briarwood Drive over Morrissey Brook | 1987 | 21 | Fair |
| Depot Road over Norwalk River | 1910 | – | Poor |