Old Maps of Oakland, Florida for Hiking & Exploration

Hike through history with 18 historic maps of Oakland. Explore old trails, ghost towns, and forgotten backroads — perfect for outdoor adventurers and local explorers.

  • Rediscover forgotten places: Map out old mining camps, roads, and footpaths that no longer exist on modern maps.
  • Layer with modern tools: Combine with LiDAR or satellite views to plan hikes through historical terrain.
  • Made for exploration: Popular among hikers, overlanders, and local history lovers.

Use these maps to find adventure and explore the hidden past of Oakland.


Oakland, FL maps

(18)
  1. 1955 Map of Orlando, 1969 Print
    1955 Map of Orlando, 1969 Print
    1955 Orlando
    1969 Print · USGS
    Central Florida was entering the space age in the mid-fifties, balancing its citrus heritage with new military and aerospace frontiers. You can trace early developments at Kennedy Space Center or locate interior settlements like Eatonville and Pine Castle.
    3 unique versions available

  2. 1956 Map of Winter Garden, 1957 Print
    1956 Map of Winter Garden, 1957 Print
    1956 Winter Garden
    1957 Print · USGS
    The Florida citrus belt transitions from rail-side industry to lakeside settlement during the mid-1950s. Genealogists and local researchers can locate family sites near Harlem Heights, Beulah, and schools like Drew Jr High Sch.
    5 unique versions available

  3. 1957 Map of Orlando
    1957 Map of Orlando
    1957 Orlando
    1957 Print · USGS
    Covers Oakland, including Orlando, Palm Bay, and other nearby areas

  4. 1958 Map of Orlando
    1958 Map of Orlando
    1958 Orlando
    1958 Print · USGS
    Central Florida was a landscape of citrus, rail, and emerging aerospace technology during the late fifties. Researchers can trace the early footprints of Cape Canaveral and Patrick Air Force Base or locate inland citrus and rail hubs like Sanford and Lakeland.

  5. 1962 Map of Orlando
    1962 Map of Orlando
    1962 Orlando
    1962 Print · USGS
    Central Florida was transformed by aerospace and citrus at the start of the sixties. Genealogists and historians can trace old community footprints from Eau Gallie to Leesburg, alongside landmarks like McCoy AFB and the winding Econlockhatchee River.

  6. 1962 Map of Clermont East, 1964 Print
    1962 Map of Clermont East, 1964 Print
    1962 Clermont East
    1964 Print · USGS
    The Florida ridge and its sprawling lake system are shown here in the early sixties, a landscape of citrus groves and rail-side towns. Genealogists and historians can trace the paths of the Seaboard Air Line through Ferndale or locate family sites near Williams Cem and Hickory Hammock Grove.
    4 unique versions available

  7. 1979 Map of Orlando, 1980 Print
    1979 Map of Orlando, 1980 Print
    1979 Orlando
    1980 Print · USGS
    Central Florida's lake country and growing urban corridors are captured here just before the decade's end. Genealogists and historians can trace the transition from citrus rail towns like Winter Garden to the suburban expansion along I-4 and Florida's Turnpike.
    3 unique versions available

  8. 2012 Map of Clermont East, 2012 Print
    2012 Map of Clermont East, 2012 Print
    2012 Clermont East
    2012 Print · USGS
    Lake County at the start of the 2010s shows a landscape of dense water basins and growing communities. Researchers can trace local roots at the Minneola Cem or locate former rail-related sites like Montverde Junction and Waits Junction.

  9. 2012 Map of Winter Garden, 2012 Print
    2012 Map of Winter Garden, 2012 Print
    2012 Winter Garden
    2012 Print · USGS
    The Orange County lakefront and suburban growth are on full display in this early twenty-first-century survey. Genealogists and local historians can trace family plots and landmarks across Ocoee Cem, the settlement of Beulah, and the prominent Crown Point.

  10. 2015 Map of Clermont East, 2015 Print
    2015 Map of Clermont East, 2015 Print
    2015 Clermont East
    2015 Print · USGS
    The Central Florida ridge and lake country are captured here during a period of significant growth and development. Genealogists and historians can trace local family landmarks through Minneola Cemetery and explore the historic shorelines of Lake Apopka and Johns Lake.

  11. 2015 Map of Winter Garden, 2015 Print
    2015 Map of Winter Garden, 2015 Print
    2015 Winter Garden
    2015 Print · USGS
    Winter Garden and Ocoee sit at a period of significant growth along the southern edge of Lake Apopka during the mid-2010s. Genealogists and local historians can map out long-standing cemeteries like Ocoee Cem or trace the development of older settlements like Oakland and Tildenville.

  12. 2018 Map of Clermont East, 2018 Print
    2018 Map of Clermont East, 2018 Print
    2018 Clermont East
    2018 Print · USGS
    The Lake Wales Ridge meets the western shores of Lake Apopka in this recent decade, showing the intricate water-and-hill landscape of Central Florida. Genealogists and local historians can locate Minneola Cem, the campus of Univ of Central Florida South Lake, and crossroads like Reavills Corner.

  13. 2018 Map of Winter Garden, 2018 Print
    2018 Map of Winter Garden, 2018 Print
    2018 Winter Garden
    2018 Print · USGS
    Orange County's lake country is captured in the late 2010s as traditional citrus lands transition into established suburban communities. Researchers can trace local genealogy and land use through labels for Ocoee Cem, the settlement at Tildenville, and the shores of Lake Apopka.

  14. 2021 Map of Clermont East, 2021 Print
    2021 Map of Clermont East, 2021 Print
    2021 Clermont East
    2021 Print · USGS
    The Lake Wales Ridge and the shores of Lake Apopka meet in this contemporary look at the evolving landscape between Clermont and Winter Garden. Genealogists and historians can locate several historic burial sites, including the Oakland African American Cem and Minneola Cem.

  15. 2021 Map of Winter Garden, 2021 Print
    2021 Map of Winter Garden, 2021 Print
    2021 Winter Garden
    2021 Print · USGS
    Orange County is captured in this recent survey during a period of suburban expansion and careful preservation of its heritage sites. Researchers can trace family ties through several local cemeteries including Beulah Cem, the Old Catholic Cem, and Orlando Memorial Gardens.

  16. 2023 Map of Clermont East, 2023 Print
    2023 Map of Clermont East, 2023 Print
    2023 Clermont East
    2023 Print · USGS
    The Lake Wales Ridge and its surrounding waters come into focus in this contemporary study of Central Florida's rolling lake district. Genealogists and historians can trace local roots through Oakland Cem, Ferndale Cem, and the quiet settlements of Mohawk and Killarney.

  17. 2024 Map of Winter Garden, 2024 Print
    2024 Map of Winter Garden, 2024 Print
    2024 Winter Garden
    2024 Print · USGS
    Western Orange County is captured in a moment of significant growth where the waters of Lake Apopka meet expanding suburbs. Local historians can trace established neighborhoods and numerous memorial sites, from the Ocoee Cem to the Beth Israel Memorial Park.

  18. 2024 Map of Clermont East, 2024 Print
    2024 Map of Clermont East, 2024 Print
    2024 Clermont East
    2024 Print · USGS
    Lake County and the western edge of Orange County appear here in a modern survey of the central Florida citrus ridges. Genealogists and local researchers can trace established cemetery sites like Minneola Cem and Oakland Cem alongside landmarks such as Apopka Springs.

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