Historic District

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  • Bistline House

    241 West Bay Ave

    This one-story home was built in 1920. It is the typical stucco on wood frame. Gable roofs with wide overhangs, tapered porch columns on brick masonry piers and three-over-one double-hung windows are all elements of the Bungalow Style. Originally the front porch was open, but has since been enclosed. Its style still looks authentic and largely typical for the period. In researching its past residents: Andrew Weaver, a Longwood reserved policeman, lived here in the 1970s. It has been called the “Bistline House,” but I haven’t yet found when that family lived there.

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  • 140 Pine Ave

    140 West Pine Avenue

    Built in 1930 This home is not part of the walking tour, but maybe it should be. More research is needed into its history.

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  • Tucker House

    138 West Jessup Ave

    This home was built in 1920 by L.R. Tucker. It is the most elaborate and detailed example of the Bungalow style in Longwood. Few, if any, changes have been made to the house since its construction. Even the garage in the back is original.

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  • Fitch House

    346 Freeman Street

    This house was built for early settler J.C. Fitch in 1888. Fitch was a carpenter and became a town alderman in the mid-1880s. G. W. Hardaway, minister at the Longwood Congregational Church, owned the home in the mid-1890s. In 1920 it was purchased by Charles Entzminger, a wealthy local and Florida congressman, and he maintained it for many years. Although there have been many alterations over the years, the decorative shingled gable on the front of the house and chimney are original features of the house. The home was modified for use as an office in the mid-1980s. It has…

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  • Kent House

    This building was constructed in 1956. It is a non-contributing building to the historic district. It was built by Jess Cunningham as his family home. The Cunninghams lived there for five years until his death in 1961. In 1971, the Kent family purchased it and moved into the home. They relocated to a home on their property beside Big Tree Park in 1982 when the downtown district was getting too busy. Today, it is home to the Evergreen Financial Group.

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  • 221 Warren Ave

    This home is absolutely beautiful. While it has a look inspired by its neighboring Clouser House, it is a modern, non-historic building made to look period authentic. It was built in 2012s. An earlier 1960s property previously occupied the lot before that time.

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  • Enchanted Cottage

    228 West Warren

    Formerly the Enchanted Cottage. Built in 1950.

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  • 242 Warren Ave

    242 Warren Ave

    Built in 1950

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  • 150 Jessup Ave

    150 Jessup Ave

    Built in 1981. Served as Victorian Tea Time in the 1990s. Today is Dix Hite Architectural firm.

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  • Bianco House

    135 Jessup Ave

    This is the home of Bianco’s Mona Lisa Italian Restaurant, in the heart of downtown Longwood. It is a newer, non-contributing building.

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