| Name | Location | Status | Design | Year Built | Year Lost | Span Length (ft.) | Total Length (ft.) |
|---|---|---|---|---|---|---|---|
| Amtrak - East Haven Tunnels | Amtrak Northeast Corridor under Russell Street, Grand Ave, and Clifton Street | Open to traffic | Tunnel | -- | -- | -- | -- |
| Amtrak - Hammonasset River Bridge | Amtrak Northeast Corridor over Hammonasset River & River Road | Open to traffic | Deck plate girder | -- | -- | -- | -- |
| Amtrak - Humphrey Street Overpass | Amtrak Northeast Corridor over Humphrey Street | Open to traffic | Concrete stringer | -- | -- | -- | -- |
| Amtrak - James Street Overpass | Amtrak Northeast Corridor over James Street | Open to traffic | Pony/through plate girder | -- | -- | -- | -- |
| Amtrak - Leetes Island Arch | Amtrak Northeast Corridor over Great Harbor Marsh | Open to traffic | Stone arch | -- | -- | -- | -- |
| Amtrak - Leetes Island Road Bridge | Amtrak RR over Leetes Island Rd | Steel stringer | 1900 | -- | 28.9 | 32.2 | |
| Amtrak - Mill River Bridge | Amtrak Northeast Corridor over Mill River | Open to traffic | Concrete rigid frame | -- | -- | -- | -- |
| Amtrak - Montowese Street Bridge | Amtrak RR over Montowese Street | Open to traffic | Steel stringer | 1900 | -- | -- | 55.1 |
| Amtrak - Quinnipiac Avenue Overpass | Amtrak Northeast Corridor over Quinnipiac Avenue | Open to traffic | Deck plate girder | -- | -- | -- | -- |
| Amtrak - Yalesville Underpass | Amtrak Sprgfld over CT 71 | Open to traffic | Stone arch | 1838 | -- | 20.0 | 20.0 |
| Andrasko Road Bridge | Andrasko Road over Beacon Hill Brook | Open to traffic | Deck arch | 1950 | -- | 40.0 | 40.0 |
| Baldwin Avenue - Wilbur Cross Parkway Overpass | Baldwin Avenue over CT 15/Wilbur Cross Parkway | Open to traffic | Concrete rigid frame | 1946 | -- | 37.1 | 95.1 |
| Bank Street Bridge | CT67 over Naugatuck River | Open to traffic | Steel stringer | 1936 | -- | 100.1 | 268.1 |
| Bank Street Covered Bridge 07-05-13x | Bank Street over Naugatuck River | Replaced by a new bridge | Howe through truss | 1856 | 1936 | -- | -- |
| Beacon Falls Canal Bridge | CT 852 over Beacon Falls Canal | Open to traffic | Deck arch | 1920 | -- | 33.1 | 33.1 |
| Bishop Street - Wilbur Cross Parkway Bridge | CT 22/Bishop Street over CT 15/Wilbur Cross Parkway | Open to traffic | Concrete rigid frame | 1947 | -- | 48.9 | 108.9 |
| Blatchley Avenue Overpass | Blatchley Avenue over Amtrak | Replaced by a new bridge | Through truss | -- | 1989 | -- | -- |
| Bradley Avenue Bridge | Bradley Avenue over Harbor Brook | Replaced by a new bridge | Deck arch | 1925 | 2005 | 29.9 | 29.9 |
| Branford Trolley Trail - Stony Creek Bridge | Branford Trolley Trail over Stony Creek | Open to pedestrians only | Pratt through truss | 1907 | -- | -- | -- |
| Brooklyn Bridge | Bank Street over Naugatuck River | Replaced by a new bridge | Lenticular through truss | ca. 1885 | 1915; 1924 | -- | 175.0 |
| BSRR - US 1 Overpass | Branford Steam Railroad over US 1 | Open to traffic | Pony/through plate girder | 1913 | -- | 43.0 | 46.9 |
| Campbell Avenue Railroad Bridge | New Haven Railroad over Campbell Avenue | Removed but not replaced | Closed-spandrel arch | 1909 | 1953 | 61.0 | -- |
| Cedar Street Bridge | Cedar Street over Harbor Brook | Open to traffic | Deck arch | 1910 | -- | 29.9 | 29.9 |
| Center Street Bridge | Center Street over Harbor Brook | Open to traffic | Stone arch | 1871 | -- | 25.9 | 25.9 |
| Chapel Street Bridge | Chapel Street over Mill River | Open to traffic | Other | 1992 | -- | 109.9 | 230.0 |
| Chapel Street Swing Bridge (Old) | Chapel Street over Mill River | Replaced by a new bridge | Through truss | 1899 | -- | -- | -- |
| Chapel Street West River Bridge | Chapel Street over West River | Open to traffic | Closed-spandrel arch | 1910 | -- | -- | -- |
| Chase Brass Bridge | Bridge over Naugatuck River | Intact but closed to all traffic | Pratt through truss | -- | -- | -- | -- |
| Church Street Wilbur Cross Parkway Bridge | Wilbur Cros Pkwy over Church Street | Open to traffic-Posted for load | Concrete rigid frame | 1946 | -- | 33.1 | 33.1 |
| Clifton Street Bridge | Clifton Street over Amtrak Railroad | Open to traffic | Stone arch | ca. 1885 | -- | 29.9 | 29.9 |
| Clinton Street Bridge | Clinton Street over Amtrak Railroad | Open to traffic | Stone arch | 1912 | -- | 29.9 | 29.9 |
| Commodore Isaac Hull Memorial Bridge | CT 8 over Housatonic River | Open to traffic | Warren deck truss | 1951 | -- | 253.9 | 1578.2 |
| Connecticut Company - Cheshire Arch Bridge | Waterbury-Cheshire Trolley Line over Unnamed Creek | Derelict/abandoned | Closed-spandrel arch | -- | -- | -- | -- |
| Connecticut Company - Mountain Brook Arch | Connecticut Company over Mountain Brook | Abandoned | Stone arch | -- | -- | -- | -- |
| Connecticut Company - Notch Road Overpass | Connecticut Company Waterbury-Cheshire Line over Notch Road | Derelict/abandoned | Closed-spandrel arch | -- | -- | -- | -- |
| Connecticut Company - Tenmile River Arch | Waterbury-Cheshire Trolley Line over Tenmile River | Derelict/abandoned | Stone arch | -- | -- | -- | -- |
| Connecticut Company/Canal Line Overpass | Connecticut Company Waterbury-Cheshire Line over NYNH&H Canal Line (Farmington Canal Heritage Trail) | Removed but not replaced | Deck plate girder | -- | -- | -- | -- |
| Conrail - Railroad Hill Street Bridge | Conrail Dublin Street Industrial Track over MNCR Waterbury Branch and Railroad Hill Street | Derelict/abandoned | Deck plate girder | -- | -- | -- | -- |
| Cook Avenue Bridge | CT 71 (Cook Avenue) over Harbor Brook | Replaced by a new bridge | Stone arch | 1901 | 2012 | 24.0 | 24.0 |
| Cooper Street Bridge | Cooper Street over Harbor Brook | Open to traffic | Stone arch | 1892 | -- | 25.9 | 25.9 |
| Cotton Hollow Road Bridge | Cotton Hollow Road over Beacon Hill Brook | Open to traffic | Steel arch | 1933 | -- | 13.1 | 30.8 |
| CT 34 - Wilbur Cross Parkway Bridge | CT 34 over CT 15 | Open to traffic | Deck arch | 1941 | -- | 45.9 | 101.1 |
| CT 67 - Bladens River Bridge | CT 67 over Bladens River | Open to traffic | Deck arch | 1936 | -- | 32.2 | 32.2 |
| Depot Street Bridge (1892) | Depot Street over Naugatuck River | Replaced by a new bridge | Lenticular through truss | 1892 | 1935 | -- | -- |
| Depot Street Bridge (1935) | Depot Street over Naugatuck River | Open to traffic | Parker through truss | 1935 | -- | 207.0 | 212.0 |
| Derby-Shelton Bridge | CT 712 (Bridge Street) over Housatonic River | Open to traffic | Closed-spandrel arch | 1918 | -- | 94.2 | 465.9 |
| Dublin Street Branch Naugatuck River Bridge | NH Dublin Street Branch/former MW&CR mainline over Naugatuck River | Derelict/abandoned | Deck plate girder | -- | -- | -- | -- |
| East Liberty Street Bridge | East Liberty Street over Mad River | Open to traffic | Deck arch | 1907 | -- | 49.9 | 55.1 |
| East Rock Road Bridge | East Rock Road over Mill River | Open to traffic | Steel arch | 1900 | -- | 84.0 | 84.0 |
| Edgewood Avenue Bridge | Edgewood Avenue over West River | Open to traffic | Closed-spandrel arch | 1910 | -- | 54.1 | 130.9 |
| Eight Mile Brook Bridge | CT 34 over Eight Mile Brook | Open to traffic | Deck arch | 1924 | -- | 27.9 | 27.9 |
| Fair Street - NH Overpass | Fair Street over New Haven Railroad | Replaced by a new bridge | Deck arch | -- | -- | -- | -- |
| Farm River Bridge | CT 100 (Main Street) over Farm River | Open to traffic | Stone arch | 1876 | -- | 29.9 | 29.9 |
| Farmington Canal Eaton Brook Culvert | NYNH&H Canal Line over Eaton Brook | Washed out; western arch still standing | Stone arch | 1825 | 1982 | -- | -- |
| Farmington Canal Heritage Trail - Connolly Parkway Overpass | Farmington Canal Heritage Trail over Connolly Parkway | Open to pedestrians only | Deck plate girder | -- | -- | -- | -- |
| Farmington Canal Heritage Trail - Dixwell Avenue Overpass | Farmington Canal Heritage Trail over Dixwell Avenue | Open to pedestrians only | Pony/through plate girder | 1928 | -- | 90.0 | 105.0 |
| Farmington Canal Heritage Trail - Hamden Stone Arch | Bridge on Farmington Canal Heritage Trail | Open to pedestrians only; partially filled in | Stone arch | -- | -- | -- | -- |
| Farmington Canal Heritage Trail - Lock 12 Bridge | Farmington Canal Heritage Trail over Farmington Canal | Open to pedestrians only | Stone arch | 1846 | -- | -- | 30.0 |
| Farmington Canal Heritage Trail - Mill River Tributary Arch | Farmington Canal Heritage Trail over Tributary of the Mill River | Open to pedestrians only | Stone arch | -- | -- | -- | -- |
| Farmington Canal Heritage Trail - Shepard Brook Arch (South) | Farmington Canal Heritage Trail over Shepard Brook | Open to pedestrians only | Stone arch | -- | -- | -- | -- |
| Farmington Canal Heritage Trail - Shepard Brook Bridge (Middle) | Farmington Canal Heritage Trail over Shepard Brook | Open to pedestrians only | Stone arch | -- | -- | -- | 13.0 |
| Farmington Canal Heritage Trail - Shepard Brook Bridge (North) | Farmington Canal Heritage Trail over Shepard Brook | Open to pedestrians only | Stone arch | -- | -- | -- | 9.0 |
| Farmington Canal Heritage Trail - Shepard Brook Tributary Arch | Farmington Canal Heritage Trail over Tributary of Shepard Brook | Open to pedestrians only | Stone arch | -- | -- | -- | -- |
| Ferry Street Bridge | Ferry Street over Quinnipiac River | Open to traffic | Other | 1940 | -- | -- | 431.1 |
| Ferry Street Bridge | Ferry Street over Amtrak Railroad | Open to traffic | Double-intersection Warren through truss | 1912 | -- | 113.9 | 118.1 |
| Freight Street Bridge | Freight Street over Naugatuck River | Open to traffic | Closed-spandrel arch | 1926 | -- | 80.1 | 178.2 |
| Glen Road Bridge | CT 816 (Glen Road) over Housatonic River | Open to traffic | Parker through truss | 1936 | -- | 299.9 | 308.1 |
| Grand Avenue Bridge | Grand Avenue over Quinnipiac River | Under construction | Pratt through truss | 1898 | -- | 205.0 | 315.0 |
| Grassy Hill Road - Wilbur Cross Parkway Bridge | CT 121/Grassy Hill Road over CT 15/Wilbur Cross Parkway | Open to traffic | Concrete tee beam | 1941 | -- | 73.2 | 162.1 |
| Guntown Road Bridge | Guntown Road over Longmeadow Brook | Open to traffic | Steel arch | 1960 | -- | 24.0 | 24.0 |
| Hammonasset River Bridge | CT 80 over Hammonasset River | Open to traffic | Open-spandrel arch | 1934 | -- | 100.1 | 203.1 |
| Hancock Brook Bridge | Sheffield Street over Hancock Brook | Derelict/abandoned. | Lenticular pony truss | 1884 | -- | 53.2 | 56.1 |
| Harbor Brook Bridge | US 5 over Harbor Brook | Open to traffic | Stone arch | 1892 | -- | 27.9 | 42.0 |
| High Street Bridge | Pedestrian walkway over High Street | Open to pedestrians only | Stone arch | 1926 | -- | -- | -- |
| Hogs Back Road Bridge | Hogs Back Road over Little River | Open to traffic | Steel arch | 1954 | -- | 22.0 | 22.0 |
| Hop Brook Bridge | CT 188 over Hop Brook | Open to traffic | Deck arch | 1904 | -- | 40.0 | 43.0 |
| Hop Brook Railroad Culvert | NYNH&H Towantic Hill Route over Hop Brook | Embankment cut down; dam service road runs over culvert | Stone arch | 1869 | -- | -- | -- |
| Housatonic River Bridge | Route 15 over Housatonic River & PCRR | Replaced by a new bridge | Deck plate girder | 1940 | 2004 | 224.1 | 1829.2 |
| HRRC - Housatonic River Bridge | Housatonic Railroad over Housatonic River | Double-intersection Warren through truss | 1905 | -- | -- | -- | |
| Huntingdon Avenue Bridge | Huntingdon Avenue over Steele Brook | Open to traffic | Closed-spandrel arch | 1935 | -- | 26.9 | 61.0 |
| Huntington Bridge | Bridge Street over Housatonic River | Replaced by a new bridge | Steel arch | 1891 | 1918 | -- | -- |
| Iron Trail Bridge | Footpath over Mill River | Open to pedestrians only | Pony truss | -- | -- | -- | -- |
| Jefferson Bridge | River Street over Wepawaug River | Open to traffic | Deck arch | 1934 | -- | 22.0 | 64.0 |
| Johnson Road - Wilbur Cross Parkway Bridge | Johnson Road over CT 15 | Open to traffic | Deck arch | 1949 | -- | 44.9 | 98.1 |
| Memorial Bridge | CT 162 (New Haven Avenue) over Wepawaug River | Open to traffic | Stone arch | 1889 | -- | 24.0 | 24.0 |
| Milford Parkway - Meadow Street Overpass | Milford Parkway (CT 796) over Meadow Street | Open to traffic | Concrete rigid frame | 1940 | -- | 33.1 | 33.1 |
| Milford Parkway - US 1 Bridge | Milford Parkway (CT 796) over Boston Post Road (US 1) | Open to traffic | Steel rigid frame | 1941 | -- | 82.0 | 97.1 |
| MNCW - Bank Street Overpass | Metro-North Waterbury Branch over Bank St | Open to traffic | Pony/through plate girder | 1910 | -- | 77.0 | 82.0 |
| MNCW - Bridge Street Overpass | Metro-North Waterbury Branch over Bridge St | Open to traffic | Pony/through plate girder | 1906 | -- | 41.0 | 58.0 |
| MNCW - Bristol Street Overpass | Metro-North Waterbury Branch over Bristol St | Open to traffic | Pony/through plate girder | 1904 | -- | 45.0 | 50.0 |
| MNCW - Devon Bridge | Metro-North Commuter Railroad over Housatonic River | Open to traffic | Warren through truss | 1905 | -- | 223.0 | 1069.0 |
| MNCW - Jackson Street Overpass | Metro-North Waterbury Branch over Jackson Street | Open to traffic | Pony/through plate girder | 1910 | -- | 53.0 | 78.0 |
| MNCW - Main Street Overpass | Metro-North Waterbury Branch over Main Street (CT-115) | Open to traffic | Pony/through plate girder | 1906 | -- | 48.9 | 64.0 |
| MNCW - Maple Street Overpass | MNCW RR over Maple St | Open to traffic | Pony/through plate girder | 1913 | -- | 64.0 | 69.0 |
| MNCW - Naugatuck River Bridge (Ansonia) | MNCR Waterbury Branch over Naugatuck River | Open to traffic | Double-intersection Warren through truss | 1903 | -- | 155.0 | 317.0 |
| MNCW - Naugatuck River Bridge (Derby) | MNCR Waterbury Branch over Naugatuck River | Open to traffic | Double-intersection Warren through truss | 1903 | -- | 107.0 | 330.0 |
| MNCW - Naugatuck River Bridge (Seymour) | MNCR Waterbury Branch over Naugatuck River | Open to traffic | Deck plate girder | 1903 | -- | 71.0 | 307.0 |
| MNCW - Naugatuck River Bridge (Waterbury) | Metro-North Waterbury Branch over Naugatuck River | Open to traffic | Deck plate girder | 1907 | -- | 114.0 | 229.0 |
| MNCW - Power Canal Bridge | Metro-North Waterbury Branch over Naugatuck River Power Canal | Open to traffic | Deck girder | 1904 | -- | 43.0 | 95.0 |
| MNCW - Washington Avenue Overpass | Metro-North Waterbury Branch over Washington Ave | Open to traffic | Pony/through plate girder | 1906 | -- | 61.0 | 67.0 |
| MNCW - Wepawaug River Bridge (Old) | Metro-North New Haven Line over Wepawaug River and Prospect Street | Replaced by a new bridge | Double-intersection Warren deck truss | 1894 | 1999 | 94.0 | 127.0 |
| Moses Wheeler Bridge | Interstate 95 over Housatonic River | Replaced by a new bridge | Deck plate girder | 1958 | 2016 | 180.1 | 3196.0 |
| NAUG - Chase Bridge | Naugatuck Railroad over Naugatuck River | Open to traffic | Deck plate girder | 1907 | -- | 56.0 | 238.0 |
| Naugatuck River Bridge | West Main Street/CT 846 over Naugatuck River | Open to traffic | Closed-spandrel arch | 1922 | -- | 64.0 | 193.9 |
| Neck River Bridge | Us Route 1 over Neck River | Open to traffic | Stone arch | 1914 | -- | 20.0 | 20.0 |
| NH - Devon Bridge (1871) | New York, New Haven & Hartford Railroad over Housatonic River | Replaced by a new bridge | Whipple through truss | 1871 | 1884 | -- | -- |
| NH - Devon Bridge (3rd) | New Haven Railroad over Housatonic River | Replaced by a new bridge | Pratt through truss | 1884 | 1905 | 206.0 | 1091.0 |
| NH - Gracey Avenue Overpass | New Haven Railroad over Gracey Avenue | Derelict/abandoned | Steel stringer | -- | -- | -- | -- |
| NH - Harbor Brook Trestle | NH Meriden Branch over Harbor Brook | Derelict/abandoned; burned and collapsing | Timber stringer | -- | -- | -- | -- |
| NH - Housatonic River Bridge | New Haven Railroad over Housatonic River | Removed but not replaced | Double-intersection Warren deck truss | 1906 | 1948 | -- | -- |
| NH - Mill River Bridge | New Haven Railroad over Mill River | Replaced by a new bridge | Stone arch | -- | -- | -- | -- |
| NH - Pomperaug River Bridge | New Haven Railroad over Pomperaug River | Removed but not replaced | Double-intersection Warren deck truss | -- | 1948 | -- | -- |
| NH - Seymour Covered Bridge | New York, New Haven & Hartford Railroad over Naugatuck River | Replaced by a new bridge | Howe through truss | 1849 | 1896 | -- | -- |
| NH - Shepaug Division Housatonic River Bridge | NYNH&H Shepaug Division over Housatonic River | Removed but not replaced | Double-intersection Warren deck truss | 1883 | 1949 | -- | -- |
| NH - Springfield Line Overpass | New Haven Railroad over Amtrak Springfield Line | Derelict/abandoned | Pony/through plate girder | 1888 | -- | -- | -- |
| NH - West River Bridge | NYNH&H West River Branch over West River | Removed but not replaced | Deck plate girder | 1892 | 2001 | -- | -- |
| NY&NH - Devon Bridge (1st) | New York & New Haven Railroad over Housatonic River | Replaced by a new bridge | Howe through truss | 1848 | 1872 | 150.0 | 1293.0 |
| Olive Street Railroad Bridge | Olive Street over Amtrak Railroad | Replaced by a new bridge | Double-intersection Warren through truss | 1906 | 1998 | 133.9 | 137.1 |
| Orange Street Bridge | Orange Street over Mill River | Open to traffic | Deck arch | 1950 | -- | 43.0 | 118.1 |
| Pearl Harbor Memorial Bridge (NB) | I 95 NB over Quinnipiac River | Open to traffic | Other | 2012 | -- | 515.1 | 4735.0 |
| Pearl Harbor Memorial Bridge (SB) | I 95 SB over Quinnipiac River | Under construction | Other | 2015 | -- | -- | -- |
| Perkins Street Bridge | Perkins Street over Harbor Brook | Open to traffic | Stone arch | 1900 | -- | 29.9 | 29.9 |
| Porter Avenue Bridge | Porter Avenue over Hop Brook | Open to traffic | Deck arch | 1940 | -- | 55.1 | 55.1 |
| Pulaski Way Bridge | Pedestrian Path over Naugatuck River | Deck girder | -- | -- | -- | -- | |
| PW - Muddy River Arch | Providence & Worcester Railroad over Muddy River | Open to traffic | Stone arch | -- | -- | -- | -- |
| PW - Tamarac Swamp Road Overpass | Providence & Worcester Railroad over Tamarac Swamp Road | Open to traffic | Steel stringer | -- | -- | -- | -- |
| Quinnipiac River Quinnipiac Street Bridge | Quinnipiac St over Quinnipiac River | Open to traffic | Concrete stringer | 1938 | -- | 60.0 | 126.0 |
| Race Brook Bridge | Derby Turnpike (CT 34) over Race Brook | Open to traffic | Closed-spandrel arch | 1942 | -- | -- | -- |
| Racebrook Road - Wilbur Cross Parkway Bridge | CT-114/Racebrook Rd over CT-15/Wilbur Cross Parkway | Open to traffic | Concrete rigid frame | 1949 | -- | 37.1 | 86.9 |
| Red Bridge | Quinnipiac River Gorge Trail (Former Oregon Road) over Quinnipiac River | Open to pedestrians | Lenticular pony truss | 1891 | -- | -- | 82.0 |
| Red Bridge (older) | Oregon Road over Quinnipiac River | Replaced by a new bridge | Other pony truss | -- | 1891 | -- | -- |
| Shore Drive-Farm River Bridge (Old) | Rt 142 over Farm River | Destroyed by collision | Unknown | -- | -- | -- | -- |
| Shore Drive-Farm River Bridge (Replacement) | Route 142 over Farm River | Open to traffic | Beam | 1942 | -- | 78.1 | 82.0 |
| SLERy - East Haven Bridge | Bridge on Shore Line Electric Railway | Derelict/abandoned | Concrete stringer | -- | -- | -- | -- |
| SLERy - Farm River Bridge | Shore Line Electric Railway over Farm River | Derelict/abandoned | Concrete deck girder | -- | -- | 20.0 | 140.0 |
| SLERy - Mulberry Viaduct | Shore Line Electric Railway over Water Street & Amtrak Shore Line | Derelict/abandoned | Concrete stringer | 1911 | 2016 | -- | -- |
| South Street Bridge | South Street over I-84 | Open to traffic | Steel arch | 1964 | -- | 192.9 | 380.9 |
| ST - 5th Street Overpass | Pan Am Railways over 5th St | Derelict/abandoned | Pony/through plate girder | -- | -- | -- | -- |
| ST - Boyden Street Overpass | Pan Am Waterbury Branch over Boyden Street | Open to traffic | Deck plate girder | -- | -- | -- | -- |
| ST - Freight Street Overpass | Pan Am Railways Waterbury Branch over Freight Street | Open to traffic | Steel stringer | 1907 | -- | 36.0 | 95.0 |
| ST - Naugatuck River Bridge | Pan Am Railways Watertown Industrial Track over Naugatuck River | Open to traffic | Pony/through plate girder | -- | -- | -- | -- |
| ST - Porter Street Overpass | Pan Am Railways over Porter St | Derelict/abandoned | Pony/through plate girder | -- | -- | -- | -- |
| ST - Washington Avenue Overpass | Pan Am Railways over Washington Ave | Derelict/abandoned | Steel stringer | ca 1910 | -- | -- | -- |
| ST - West Main Street Overpass | Pan Am Railways Waterbury Branch over West Main Street | Open to traffic | Pony/through plate girder | 1906 | -- | 68.0 | 106.0 |
| State Street Bridge | State Street over Mill River | Replaced by a new bridge | Steel stringer | 1900 | -- | 41.0 | 89.9 |
| The Iron Bridge | Broad Street over Naugatuck River | Destroyed by flooding | Lenticular through truss | 1883 | 195 | -- | -- |
| Toelles Road Bridge | Toelles Road over Quinnipiac River | Replaced by a new bridge | Double-intersection Warren through truss | 1898 | 1982 | 110.0 | 110.0 |
| Tomlinson Bridge | Route 1 Forbes Street over Quinnipiac River | Replaced by a new bridge | Deck plate girder | -- | -- | -- | -- |
| Tomlinson Lift Bridge | US 1 over Quinnipiac River | Open to traffic | Modern through truss | 2002 | -- | 270.0 | 936.1 |
| US 1 Overpass | US 1 over Metro North Railroad | Open to traffic | Parker through truss | 1992 | -- | 163.1 | 170.9 |
| US 1 Overpass (Old) | US 1 (Water Street) over Railroad | Replaced by a new bridge | Through truss | -- | 1992 | -- | -- |
| Vineyard Point Road Bridge | Vineyard Point Road over Abandoned Trolley Line | Replaced by a new bridge | Deck arch | 1900 | 2016 | 36.1 | 36.1 |
| Washington Avenue Bridge | Washington Avenue over Mad River | Open to traffic | Lenticular pony truss | c. 1880 | -- | 64.0 | 69.9 |
| Washington Bridge (1921) | US 1 over Housatonic River | Open to traffic | Pratt deck truss | 1921 | -- | 183.0 | 877.0 |
| Wepawaug River Bridge | CT 34 (Derby Avenue) over Wepawaug River | Open to traffic | Stone arch | 1855 | -- | 24.0 | 24.0 |
| West Main Street Bridge | West Main Street over Wepawaug River | Open to traffic | Slab | 1928 | -- | 44.9 | 48.9 |
| West River Bridge | Kimberly Avenue over West River | Replaced by a new bridge | Deck girder | 1907 | -- | -- | -- |
| West Rock Ridge Tunnel | West Rock Ridge under CT 15 | Open to traffic | Tunnel | 1949 | -- | -- | 1200.0 |
| Whitney Avenue Bridge | Whitney Avenue over Canal Line Railroad (Abandoned) | Open to traffic | Stone arch | 1885 | -- | 22.0 | 22.0 |
| Whittemore Memorial Bridge | Maple Street over Naugatuck River | Open to traffic | Deck arch | 1912 | -- | 65.9 | 180.1 |
| Wilber Cross Parkway Derby Milford Road Bridge | Derby Milford Road over Wilber Cross Prky | Open to traffic | Steel rigid frame | 1941 | -- | 64.0 | 141.1 |
| Wilbur Cross Parkway - Miller Avenue Overpass | CT 15/Wilbur Cross Parkway over Miller Avenue | Open to traffic | Concrete rigid frame | 1946 | -- | 43.0 | 48.9 |
| Wilbur Cross Parkway - Westfield Road Overpass | CT 15/Wilbur Cross Parkway over Westfield Road | Open to traffic | Concrete rigid frame | 1946 | -- | 40.0 | 41.0 |
| Wilbur Cross Parkway over Fountain Street Bridge | Wilbur Cross Parkway (CT 15) over Fountain Street (CT 243) | Open to traffic | Deck arch | 1948 | -- | 60.0 | 60.0 |
| Wintergreen Avenue Bridge | Wintergreen Avenue over Town Farm Brook | Open to traffic | Stone arch | 1890 | -- | 24.0 | 24.0 |
| Wintergreen Avenue Wilber Cross Parkway Bridge (NB) | Wilber Cross Prky over Wintergreen Ave | Open to traffic | Concrete rigid frame | 1949 | -- | 62.0 | 62.0 |
| Wintergreen Avenue Wilber Cross Parkway Bridge (SB) | Wilber Cross Prky over Wintergreen Ave | Open to traffic | Concrete rigid frame | 1949 | -- | 69.9 | 69.9 |
| Yale Avenue - Wilbur Cross Parkway Overpass | Yale Avenue over Wilbur Cross Parkway/CT 15 | Open to traffic | Concrete tee beam | 1947 | -- | 67.9 | 145.0 |
| Zoar Bridge | Route 34 over Housatonic River | Replaced by Stevenson Dam, 1919. | Wire suspension | 1876 | 1918 | -- | -- |