Old Maps of Winter Park, Florida for Genealogy

Trace your family roots with 27 historic maps of Winter Park. These high-res maps reveal old neighborhoods, homesites, landmarks, and streets — helping you uncover where your ancestors lived and how the area evolved over time.

  • Explore historic neighborhoods: Identify where your relatives may have lived in the 1800s or 1900s.
  • Compare maps over time: Trace the changes in streets, buildings, and landmarks for multi-generational research.
  • Perfect for genealogy & ancestry research: Used by family historians and researchers to map out lineage and migration.

These maps are an incredible resource for exploring your personal connection to Winter Park's past.


Winter Park, FL maps

(27)
  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 Orlando West, 1957 Print
    1956 Map of Orlando West, 1957 Print
    1956 Orlando West
    1957 Print · USGS
    Western Orlando and its surrounding lake country are shown in the mid-fifties during a decade of rapid citrus and residential growth. Genealogists can trace early neighborhood footprints and local landmarks like Eatonville, Washington Park Cem, and Orlovista.
    5 unique versions available

  3. 1956 Map of Orlando East, 1957 Print
    1956 Map of Orlando East, 1957 Print
    1956 Orlando East
    1957 Print · USGS
    Central Florida underwent rapid suburbanization in the mid-fifties as military and residential hubs expanded around the lakes. Trace early neighborhoods and schools like Rollins College, Orlando Air Force Base, and Azalea Park.
    4 unique versions available

  4. 1957 Map of Orlando
    1957 Map of Orlando
    1957 Orlando
    1957 Print · USGS
    Covers Winter Park, including Orlando, Palm Bay, and other nearby areas

  5. 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.

  6. 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.

  7. 1962 Map of Casselberry, 1964 Print
    1962 Map of Casselberry, 1964 Print
    1962 Casselberry
    1964 Print · USGS
    Seminole County was experiencing a mid-century surge in suburban and recreational development when this survey was conducted. Local historians can trace the early footprints of Casselberry and Longwood, finding sites like the Seminole Park Raceway and the Sanford-Orlando Kennel Club.
    5 unique versions available

  8. 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

  9. 1994 Map of Casselberry, 2000 Print
    1994 Map of Casselberry, 2000 Print
    1994 Casselberry
    2000 Print · USGS
    The lake country of Seminole County was undergoing rapid change in the mid-1990s as suburbs expanded around Lake Jesup. Researchers can trace local landmarks like Lyman High Sch, the Ebenezer Ch, and the preserved lands of Big Tree Park.

  10. 1994 Map of Orlando East, 2000 Print
    1994 Map of Orlando East, 2000 Print
    1994 Orlando East
    2000 Print · USGS
    Orlando and Winter Park at the end of the century are depicted here as a thriving network of lakefront neighborhoods and major institutional campuses. Researchers can trace the layout of the Orlando Naval Training Center, find local schools like Lakemont Sch, or locate the historic Greenwood Cemetery.

  11. 1995 Map of Orlando West, 2000 Print
    1995 Map of Orlando West, 2000 Print
    1995 Orlando West
    2000 Print · USGS
    Western Orlando and the historic town of Eatonville are shown during a period of significant growth in the mid-nineties. Genealogists and local historians can trace neighborhood development near Washington Park Cem, St Andrews Ch, and the landmark Tangerine Bowl.

  12. 2012 Map of Orlando East, 2012 Print
    2012 Map of Orlando East, 2012 Print
    2012 Orlando East
    2012 Print · USGS
    The Orlando suburbs and the city of Winter Park are captured here in the early 2010s amidst a landscape of over thirty named lakes. Researchers can trace the grounds of Rollins College or locate family plots in Greenwood Cem and Pinewood Cem.

  13. 2012 Map of Orlando West, 2012 Print
    2012 Map of Orlando West, 2012 Print
    2012 Orlando West
    2012 Print · USGS
    Western Orlando and the surrounding Orange County suburbs are shown at a peak of modern development in the early 2010s. Researchers can locate community landmarks from Valencia Community College - West Campus to Woodlawn Memorial Park and the Central Florida Fairgrounds.

  14. 2012 Map of Casselberry, 2012 Print
    2012 Map of Casselberry, 2012 Print
    2012 Casselberry
    2012 Print · USGS
    Casselberry and Longwood were bustling suburban centers by the early 2010s, defined by a maze of lakes and residential developments. Researchers can trace local institutions and landmarks such as the Longwood Fire Tower, Elder Springs, and Seminole Community College.

  15. 2015 Map of Casselberry, 2015 Print
    2015 Map of Casselberry, 2015 Print
    2015 Casselberry
    2015 Print · USGS
    Central Florida’s lake-rich corridor between Sanford and Winter Park is shown in great detail during the mid-2010s. Researchers can locate suburban landmarks and educational centers like Seminole Community College and Longwood Memorial Gardens.

  16. 2015 Map of Orlando West, 2015 Print
    2015 Map of Orlando West, 2015 Print
    2015 Orlando West
    2015 Print · USGS
    Western Orlando and its surrounding suburbs are shown here in the mid-2010s, capturing a landscape of rapid suburban growth intertwined with historic lakefront settlements. Genealogists and historians can trace neighborhood development through Pine Hills CDP, Lockhart, and the grounds of Washington Park Cem.

  17. 2015 Map of Orlando East, 2015 Print
    2015 Map of Orlando East, 2015 Print
    2015 Orlando East
    2015 Print · USGS
    Greater Orlando and Winter Park are shown here in the mid-2010s, a landscape defined by an intricate network of suburban lakes and major transportation corridors. Genealogists and researchers can trace the sites of Rollins Coll, Greenwood Cem, and the Executive Airport.

  18. 2018 Map of Casselberry, 2018 Print
    2018 Map of Casselberry, 2018 Print
    2018 Casselberry
    2018 Print · USGS
    Seminole County during its twenty-first-century expansion shows a landscape of dense residential growth surrounding the waters of Lake Jesup. Researchers can trace the modern development of Longdale and Elder Springs or locate landmarks like Mecca Hammock and Caldwells Field.

  19. 2018 Map of Orlando East, 2018 Print
    2018 Map of Orlando East, 2018 Print
    2018 Orlando East
    2018 Print · USGS
    Greater Orlando and Winter Park are shown here in the late 2010s, illustrating the dense suburban growth around their numerous lakefronts. Researchers can locate established landmarks like Rollins College, Executive Airport, and the historic Greenwood Cemetery.

  20. 2018 Map of Orlando West, 2018 Print
    2018 Map of Orlando West, 2018 Print
    2018 Orlando West
    2018 Print · USGS
    Orange County's lake-strewn suburbs are documented here in the late 2010s, showing the dense growth of the Orlando metropolitan area. Researchers can trace the layout of historic Eatonville or locate community landmarks like Washington Park Cem and Lake Hiawassee.

  21. 2021 Map of Orlando East, 2021 Print
    2021 Map of Orlando East, 2021 Print
    2021 Orlando East
    2021 Print · USGS
    Greater Orlando and its neighboring communities are shown in this high-resolution survey from the early twenty-first century. Genealogists and local historians can trace burial sites and institutional grounds from Pineywood Cem and Rollins College to the Executive Airport.

  22. 2021 Map of Casselberry, 2021 Print
    2021 Map of Casselberry, 2021 Print
    2021 Casselberry
    2021 Print · USGS
    The Seminole County lake district comes into focus in the early 2020s, showing the dense development between Sanford and Winter Park. Trace local heritage at the Partin Family Cem or follow the Florida National Scenic Trl near Lake Jesup.

  23. 2021 Map of Orlando West, 2021 Print
    2021 Map of Orlando West, 2021 Print
    2021 Orlando West
    2021 Print · USGS
    Orlando and its western suburbs are shown at their modern peak of development, where sprawling neighborhoods meet a dense network of freshwater lakes. Researchers can trace the exact locations of family heritage sites like Washington Park Cem or explore the historic footprint of Eatonville and Fairvilla.

  24. 2023 Map of Orlando East, 2023 Print
    2023 Map of Orlando East, 2023 Print
    2023 Orlando East
    2023 Print · USGS
    The interconnected lakes of Winter Park and Orlando are captured here in a period of significant urban density. Researchers can locate family sites and landmarks like Glen Haven Memorial Park, Rollins College, and the Executive Airport.

  25. 2024 Map of Casselberry, 2024 Print
    2024 Map of Casselberry, 2024 Print
    2024 Casselberry
    2024 Print · USGS
    Casselberry and Winter Springs are shown at their modern height in the twenty-twenties, revealing a landscape defined by residential growth and numerous lakes. Genealogists and hikers can trace the Florida National Scenic Trl and local landmarks like Clergy Cem or Elder Springs.

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