Before we continue our historical “tour” and head down South Main Street, we should revisit our Square itself and again look at its fascinating history.

The Square is located in the “heart” of the original 83-acre tract of land donated by Fountain C. and Polly Austin in 1849 for the establishment of the city of Monticello. The town was laid out with 35 numbered blocks and one unnumbered block in the “center” designated for a courthouse square. This square was to be a 170 foot square.

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At last we come to the west side of the historic Monticello Square. In many ways this side may have been the most colorful and exciting! Let’s start on the south end of the block. The earliest business on this corner that has been related to me was a service station operated by the White brothers (George and Ed). I also understand that Monticello’s first telephone office was formerly located on the second floor. (Telephone service first came to Monticello in 1898 with 65 phone lines. This office would have been at that location at some point between that date and 1929 when the office was moved to the cornet of Trotter and Church streets.)

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Let’s continue our look around the Square by looking at the east side of the Square, beginning at the north end of Main Street where it intersects with East McCloy and continuing south to its intersection with East Gaines.

As we look at that east side today, we see the several storefronts that encompass Discount Merchandise. Most of these buildings are two-storied. The northernmost building formerly held Plantation House Furniture. That business was preceded by Van-Atkins before their move to Northpark Mall. Before Van Atkins moved to this corner the location housed Sterling’s, a variety store, followed by Dozier’s Shoes and Trotter’s Grocery, operated by Charlie Green. Mr. Dozier’s shoe store was in a narrow space and was known as the “smallest big store in town” to reflect his large stock of merchandise.

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This week we’ll discuss the history and evolution of the south side of Monticello’s Square. Earliest memories recall a wooden two-story building on the southeast corner that housed the R. C. Bennett Saloon in the 1890s, as evidenced in an old partial picture of the Square we own at the museum. The second story once held a “private” poker room.

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Let’s continue our look around the Square by looking at the east side of the Square, beginning at the north end of Main Street where it intersects with East McCloy and continuing south to its intersection with East Gaines.

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