Outside the District
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222 E Maine Ave
This house was built in 1932.
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172 E Lake Ave
This house was built in 1938.
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315 S Ronald Reagan Blvd
This house was built in 1930.
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Lake Evergreen
Lake Evergreen in Longwood is a small but formidable barrier that for almost 70 years has prevented Highway 434 from being a straight shot through Longwood. The lake is located […]
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Rainbow Ranch
Up until 2022, there was a big red barn set way back from General Hutchinson Parkway. The sign identified it as a wicker furniture store, which had been closed for […]
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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
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
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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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
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 […]