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1900s (20th Century) Maps of Southold, New York

Explore 60 historic maps of Southold 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 Southold'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 Southold's history through authentic maps from the 1900s. This is your window into the past.

Southold, NY maps

(60)
  1. 1903 Map of Sag Harbor, 1961 Print
    1903 Map of Sag Harbor, 1961 Print
    1903 Sag Harbor
    1961 Print · USGS
    The South Fork of Long Island at the start of the century reveals a coastal landscape of rail-linked hamlets and active life-saving stations. Researchers can trace the early layout of the Shinnecock Indian Reservation and locate historic stops like Wainscott Sta along the Long Island Railroad.
  4. 1903 Map of Gardiners Island, 1962 Print
    1903 Map of Gardiners Island, 1962 Print
    1903 Gardiners Island
    1962 Print · USGS
    The eastern reaches of Long Island and its surrounding sounds appear here at the opening of the twentieth century. Researchers can trace historic shorelines and maritime infrastructure, including Fort Terry on Plum Island and old settlements like Kingstown and Fireplace.
  7. 1903 Map of Riverhead, 1963 Print
    1903 Map of Riverhead, 1963 Print
    1903 Riverhead
    1963 Print · USGS
    The forks of Long Island come alive in this early 1900s survey of the bustling rail and maritime corridor. Researchers can trace the Long Island Railroad through historic hamlets like Good Ground, Aquebogue, and the early shoreline of Shinnecock Bay.
  10. 1904 Map of Sag Harbor
    1904 Map of Sag Harbor
    1904 Sag Harbor
    1904 Print · USGS
    The South Fork of Long Island at the dawn of the 1900s reveals a maritime landscape of life-saving stations and rail-connected villages. Genealogists and historians can trace the early layout of Sag Harbor, the Montauk Division railroad stops, and the Shinnecock Indian Reservation.
    6 unique versions available
  13. 1904 Map of Shelter Island
    1904 Map of Shelter Island
    1904 Shelter Island
    1904 Print · USGS
    Eastern Long Island thrived at the dawn of the twentieth century as a premier maritime and rail destination. Trace the coastal growth of Sag Harbor and Greenport or locate family landmarks along the Long Island RR and at Orient Point.
    6 unique versions available
  16. 1904 Map of Gardiners Island
    1904 Map of Gardiners Island
    1904 Gardiners Island
    1904 Print · USGS
    Easthampton and its outlying islands are captured here in the early twentieth century, showing a maritime landscape defined by coastal forts and small harbor landings. Genealogists and local historians can trace family-named sites like Barnes Landing, Springs, and the military outpost at Fort Terry.
    6 unique versions available
  19. 1904 Map of Riverhead
    1904 Map of Riverhead
    1904 Riverhead
    1904 Print · USGS
    Eastern Long Island at the turn of the century shows a landscape of rail-connected hamlets and coastal vigilance. Researchers can trace the early layout of Riverhead or locate historic life-saving outposts like Tiana L.S.S. and Potunk L.S.S. along the barrier beaches.
    9 unique versions available
  22. 1904 Map of Montauk
    1904 Map of Montauk
    1904 Montauk
    1904 Print · USGS
    The tip of Long Island at the turn of the century is a maritime frontier where the railway meets the Atlantic. Researchers can trace the early layout of Montauk, the vital Montauk Point L.H., and coastal life-saving stations like Ditch Plain L.S.S.
    6 unique versions available
  25. 1921 Map of Gardiners Island
    1921 Map of Gardiners Island
    1921 Gardiners Island
    1921 Print · USGS
    The maritime landscape of eastern Long Island is detailed here in the years following the Great War. Researchers can trace historic shorelines and landings like Quincetree Landing, locate the military grounds of Fort Terry, or find family-named sites such as Barnes Landing and Hicks.
  28. 1921 Map of New London
    1921 Map of New London
    1921 New London
    1921 Print · USGS
    Coastal Connecticut thrived between the world wars as a strategic naval and rail hub. Genealogists and historians can trace the foundations of local life through the Norwich State Hospital, the sprawling US Naval Station, and small hamlets like Gales Ferry or Flanders Village.
  31. 1921 Map of Stonington
    1921 Map of Stonington
    1921 Stonington
    1921 Print · USGS
    Coastal Connecticut and Rhode Island meet here between the wars, where river and rail drive the regional economy. Genealogists can trace family footprints in North Stonington and Westerly, or locate the Silex Mine and the Light House at Stonington.
  34. 1934 Map of Niantic
    1934 Map of Niantic
    1934 Niantic
    1934 Print · USGS
    Coastal Connecticut in the 1930s reveals a landscape of growing beach colonies and significant state institutions. Genealogists and historians can trace family roots through Flanders Cem, or locate landmarks like the Seaside Connecticut State Sanatorium and the New York New Haven and Hartford Railroad.
  37. 1938 Map of New London
    1938 Map of New London
    1938 New London
    1938 Print · USGS
    The Thames River waterfront and Fishers Island are shown in detail during the late 1930s. Researchers can trace military and maritime history at Fort Trumbull and Fort H G Wright, or locate family sites like Bethel Cem and Fishtown Chapel.
    3 unique versions available
  40. 1938 Map of Niantic
    1938 Map of Niantic
    1938 Niantic
    1938 Print · USGS
    Niantic and East Lyme are captured here in the mid-1930s as the Connecticut shoreline evolved into a premier summer destination. Genealogists can locate family sites at Jordan Cem or St Marys Cem, while tracing the old Boston Post Road.
    3 unique versions available
  43. 1942 Map of Block Island, 1943 Print
    1942 Map of Block Island, 1943 Print
    1942 Block Island
    1943 Print · USGS
    The coastal borderlands of Rhode Island and Connecticut are captured here during the wartime years, documenting a landscape defined by rail and sea. Researchers can trace the NY NH & H RR through historic mill villages or locate landmarks like the Silex Mine and Indian Burying Hill.
    2 unique versions available
  46. 1943 Map of Riverhead
    1943 Map of Riverhead
    1943 Riverhead
    1943 Print · USGS
    Long Island's eastern forks appear here in the early twentieth century as a landscape of coastal hamlets and maritime commerce. Trace the path of the Montauk Division railroad through RIVERHEAD or locate family roots in Mattituck, Speonk, and Good Ground.
  49. 1944 Map of Mystic
    1944 Map of Mystic
    1944 Mystic
    1944 Print · USGS
    Coastal Connecticut and the waters of Fishers Island Sound are captured here during the mid-war years. Researchers can trace historic family cemeteries like Elm Grove Cem and Miner Cem, or locate the Stonington Landing Field.
    3 unique versions available
  52. 1944 Map of Watch Hill
    1944 Map of Watch Hill
    1944 Watch Hill
    1944 Print · USGS
    Coastal Rhode Island and Connecticut meet along the Pawcatuck River during the mid-forties. Genealogists and historians can trace the neighborhoods of Pawcatuck, find family plots in River Bend Cem, or locate the Watch Hill Lighthouse along the sound.
    2 unique versions available
  55. 1944 Map of Gardiners Island West, 1947 Print
    1944 Map of Gardiners Island West, 1947 Print
    1944 Gardiners Island West
    1947 Print · USGS
    The East Hampton shoreline during the 1940s reveals a quiet landscape of coastal hamlets and protected inlets. Genealogists and researchers can trace local routes through Springs and Eastside, or locate family landmarks like Powder Hill and Fireplace.
    2 unique versions available
  58. 1947 Map of Orient
    1947 Map of Orient
    1947 Orient
    1947 Print · USGS
    The tip of Long Island's North Fork is captured here in the late 1940s, showing a landscape defined by saltwater bays and narrow peninsulas. Genealogists and local historians can trace the homes around ORIENT and East Marion, or locate family plots in the CENTRAL CEMETERY.
  61. 1947 Map of Mattituck
    1947 Map of Mattituck
    1947 Mattituck
    1947 Print · USGS
    North and South Fork communities are captured here in the mid-1940s as the Long Island Railroad connects rural farmlands to the bays. Genealogists and local historians can trace family-named sites like Squiretown, Northville, and Jacobs Hill across this unique double-shoreline landscape.
  64. 1947 Map of Mattituck Hills
    1947 Map of Mattituck Hills
    1947 Mattituck Hills
    1947 Print · USGS
    The North Fork of Long Island comes into focus during the late 1940s, showing a landscape of coastal bluffs and fertile farmland. Researchers can trace family-named roads like Alvans Lane and Elijans Lane or locate landmarks like Mattituck Light and Waterville.
  67. 1947 Map of Plum Island
    1947 Map of Plum Island
    1947 Plum Island
    1947 Print · USGS
    Coastal Suffolk County is captured here just after the war, detailing the military footprint on the islands between the sounds. Researchers can trace the layout of Fort Terry and locate maritime landmarks like the Lighthouse and the Ferry Landing.
    2 unique versions available
  70. 1947 Map of Southold
    1947 Map of Southold
    1947 Southold
    1947 Print · USGS
    The North Fork of Long Island comes into focus during the mid-1940s, showing a world of waterfront estates, maritime commerce, and railroad villages. Genealogists and local historians can trace family-named sites like Horton Pt Lighthouse, the Cutchogue Sta depot, and Founders Ldg.
  73. 1947 Map of Southampton
    1947 Map of Southampton
    1947 Southampton
    1947 Print · USGS
    Coastal Suffolk County at mid-century reveals a landscape of deep colonial history and growing seasonal prominence. Trace local landmarks like the Old Fort 1777-79 in Southampton, the Shinnecock Indian Reservation, and the coastal hamlets of New Suffolk and Art Village.
Showing maps 1-25 of 60

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