Train Depot & Heritage Museum - Winter Garden, Florida

One North Main Street - The Winter Garden Heritage Museum is housed in the 1918 Atlantic Coast Line Depot.

I had to include this picture mainly because I had an HO scale model train as a wee lad and it was Chessie System engine and caboose.

Building - Winter Garden, Florida

100 West Plant Street

West Orange Country Club Gate - Winter Garden, Florida

Avalon Road - Located just south of the Florida Turnpike on Avalon Road.  I couldn't really find any information on this gate.  There is a current West Orange Country Club a few miles away that opened in the 60's but apparently has no relation to this location.  The gate looks to date from possibly the 20's.

Church/Daycare - Winter Garden, Florida

99 North Main Street -

First Baptist Church - Winter Garden, Florida

125 East Plant Street - This imposing structure dates from 1922.

House - Winter Garden, Florida

204 North Lakeview Avenue - Here's an interesting mod ranch house from 1951.  These pictures really don't capture it.  The house is located near downtown Winter Garden and is currently on the market for just under $150K.  The listing shows some interior pictures.

Glimpse of the great chimney hidden behind some palms.

Garden Theatre - Winter Garden, Florida

160 West Plant Street - Built in 1935, the Garden Theatre sits on Plant Street which is the main downtown thoroughfare in Winter Garden. Learn more about the history of the theatre on their website.