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1900s (20th Century) Maps of Winchester, Connecticut

Explore 16 historic maps of Winchester from the 1900s (20th Century). These maps offer a rare glimpse into what life looked like during the 1900s — showing old roads, neighborhoods, homes, and landmarks that have changed or disappeared over time.

Whether you're researching your family's past, planning a metal detecting trip, or studying how Winchester's landscape evolved across the 1900s, these high-resolution maps are a powerful tool for exploring the history of this region.

  • Focus on a specific era: All maps on this page are from the 1900s, giving you a focused view of this time period.
  • See what’s changed: Compare century-old streets, trails, and buildings to today's modern landscape using overlays and satellite layers.
  • Research with precision: Use these maps for genealogy, historical research, land use analysis, or educational projects.
  • View, download, or print: Maps are fully viewable online in high resolution, and can be downloaded or printed for your own records.

Start exploring Winchester's history through authentic maps from the 1900s. This is your window into the past.

Winchester, CT maps

(16)
  1. 1904 Map of Litchfield
    1904 Map of Litchfield
    1904 Litchfield
    1904 Print · USGS
    The Litchfield Hills at the turn of the century are shown here as a landscape of iron heritage and river-powered industry. Genealogists and historians can locate old industrial sites like Kent Furnace, ancestral homes near Sharon Valley, and early rail stops at Limerock Sta..
    3 unique versions available
  4. 1947 Map of Hartford, 1955 Print
    1947 Map of Hartford, 1955 Print
    1947 Hartford
    1955 Print · USGS
    Southern New England and the Hudson Valley are shown in detail during the post-war expansion era. Genealogists and researchers can trace local landmarks from the State Capitol and Yale University to the Stratford Lighthouse and Woodlawn Cem.
    2 unique versions available
  7. 1948 Map of Hartford
    1948 Map of Hartford
    1948 Hartford
    1948 Print · USGS
    Southern New England is captured here in the late 1940s, showcasing a landscape of thriving industrial cities and developing parkways. Genealogists and historians can trace the rail networks of the New York New Haven and Hartford RR or locate coastal defense sites like Fort Terry and Camp Shanks.
    2 unique versions available
  10. 1948 Map of Winsted, 1956 Print
    1948 Map of Winsted, 1956 Print
    1948 Winsted
    1956 Print · USGS
    Mid-century Winsted and the surrounding hill towns are captured here at a peak of rail and river-based industry. Genealogists can locate family sites at St Joseph Cem, trace the grounds of The Little Red Schoolhouse, or explore the many summer camps like Camp Wahanda.
  13. 1951 Map of Winsted
    1951 Map of Winsted
    1951 Winsted
    1951 Print · USGS
    Litchfield County's industrial valleys and summer camps are captured here in the early fifties. Genealogists and historians can trace the New York New Haven and Hartford rail corridor or locate The Little Red Schoolhouse and Barkhamsted Lighthouse.
    2 unique versions available
  16. 1951 Map of West Torrington
    1951 Map of West Torrington
    1951 West Torrington
    1951 Print · USGS
    Litchfield County in the early fifties shows a landscape of historic hilltop farms and growing educational institutions. Trace local history at the John Browns Birthplace (Ruins) or find family roots in the Old Middle Street Cem and Newfield Cem.
    2 unique versions available
  19. 1951 Map of Norfolk
    1951 Map of Norfolk
    1951 Norfolk
    1951 Print · USGS
    The Litchfield County foothills in the early fifties show a quiet landscape of mountain parks and scattered farmsteads. Researchers can trace old family burial grounds like Grantville Cem and find vanished rural nodes like the Winchester Center PO.
    2 unique versions available
  22. 1956 Map of Norfolk, 1958 Print
    1956 Map of Norfolk, 1958 Print
    1956 Norfolk
    1958 Print · USGS
    Litchfield County's upland terrain is captured here in the mid-fifties, showing the rural character of Norfolk and Winchester. Genealogists can trace family names through sites like Winchester Center PO, Grantville Cem, and South Norfolk.
    4 unique versions available
  25. 1956 Map of Winsted, 1958 Print
    1956 Map of Winsted, 1958 Print
    1956 Winsted
    1958 Print · USGS
    Mid-century Litchfield County is centered here on the industrial hub of Winsted and the recreation-rich Highland Lake. Genealogists and historians can locate The Little Red Schoolhouse, the Old North Road Burying Ground, and the nascent Hogsback Dam.
    7 unique versions available
  28. 1956 Map of West Torrington, 1958 Print
    1956 Map of West Torrington, 1958 Print
    1956 West Torrington
    1958 Print · USGS
    The Litchfield Hills in the mid-fifties show a unique mix of industrial river valleys and remote upland institutions. Genealogists can trace family plots at Old Middle Street Cem and explore landmark ruins like John Browns Birthplace.
    5 unique versions available
  31. 1961 Map of Hartford
    1961 Map of Hartford
    1961 Hartford
    1961 Print · USGS
    Southern New England and the Hudson Valley are shown here in the mid-fifties, capturing a landscape of booming coastal cities and interior hill towns. Researchers can trace the legacy of the New York New Haven and Hartford rail corridor and find strategic sites like Camp Shanks and Fort Michie.
  34. 1962 Map of Hartford, 1971 Print
    1962 Map of Hartford, 1971 Print
    1962 Hartford
    1971 Print · USGS
    Southern New England and the Hudson Valley are shown in the early sixties, as suburban growth reached into the foothills. Trace the path of the New York New Haven & Hartford RR and find landmarks like Camp Nathan Hale and Gillette Castle State Park.
    3 unique versions available
  37. 1965 Map of Hartford
    1965 Map of Hartford
    1965 Hartford
    1965 Print · USGS
    Southern New England and the Hudson Valley are shown here during the mid-sixties expansion of the Interstate era. Trace the path of the New York New Haven & Hartford RR or locate historic landmarks like West Point Military Reservation and the Merritt Parkway.
    2 unique versions available
  40. 1965 Map of Norfolk, 1971 Print
    1965 Map of Norfolk, 1971 Print
    1965 Norfolk
    1971 Print · USGS
    Litchfield County's uplands are seen here in the mid-1960s, showing a transition from traditional rural hamlets to a landscape of state forests and summer camps. Genealogists can locate family sites near Winchester Center PO, Kelly Corner, and the Hall Meadow Cem.
  43. 1985 Map of Waterbury, 1986 Print
    1985 Map of Waterbury, 1986 Print
    1985 Waterbury
    1986 Print · USGS
    The Western Connecticut highlands and the Hudson Valley are captured in the mid-1980s, showing a landscape of deep forests and industrial river towns. Genealogists can trace family connections from Waterbury up through Litchfield and Torrington, while exploring the vast Barkhamsted Reservoir and Candlewood Lake basins.
  46. 1993 Map of Waterbury
    1993 Map of Waterbury
    1993 Waterbury
    1993 Print · USGS
    Western Connecticut and the Hudson Valley appear in the early nineties as a landscape of established industrial cities and deep forest preserves. Researchers can trace the rail corridors of the Metro-North Railroad or locate family sites near the Taft School and Riverside Cemetery.
End of results
Showing maps 1-16 of 16

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Frequently asked questions

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