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  • Longwood Hills Subdivision

    The land that is now Longwood Hills was first purchased by John S. Young of Ohio, from the State of Florida. The 80-acre tract cost him just $60 (75 cents […]

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  • Martin Andersen Estate

    601 S. Grant Street

    Martin Andersen first came to Orlando in 1931 in order to take over the two Orlando Sentinel newspapers, then known as the Morning Sentinel and the Evening Reporter-Star. At the […]

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  • 162 E Lake Avenue

    162 E Lake Avenue

    There are two separate structures on this property. The front building is the original structure that was built in 1903. It is the oldest home in the subdivision. The back […]

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  • Leonard Button and Button Road

    Leonard Button was born in 1867 in Birmingham, Alabama. He became a very successful publisher/owner of many newspapers and magazines in Alabama, including the Birmingham News (still the main newspaper […]

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  • Postal History of Longwood

    Early Postmasters Post Office Locations Earliest Locations Payne Block: 1920-1968 Clock Tower Park: 1969-1995 Florida Central Parkway: 1996-Present

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  • Candyland Park Sign 2020

    Candyland Park

    Candyland Park is a recreational complex in the center of one of Longwood’s older residential areas. The land was part of John Neill Searcy‘s original homestead grant. It was named […]

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  • Rolling Hills Golf Club

    1749 Art Hagan Pl, Longwood, FL 32750

    Rolling Hills Golf Club was an 18-hole golf course established in 1926, with over 6,230-yard course in fairways. It was first known as Sanlando Golf & Country Club or Sanlando […]

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  • Milwee Middle School

    1341 S Ronald Reagan Blvd, Longwood, FL 32750

    Opened in 1924, as Lyman Memorial School. At that time, it was the high school. It was named for Howard Lyman, who as a once famous Vaudeville actor and prominent […]

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  • Driggersville

    In 1872 a post office was proposed at Driggersville, which was never granted. This pre-dates Longwood. The application notes that it existed along a mail route between Mellonville (10 miles […]

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  • Dixie Food Mart

    This small mini grocery was built in 1950. It sat in front of the Longwood Inn until 2002, partially blocking its view from 427. It was torn down when 427 […]

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