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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Last week we stopped at the charming little orange brick structure formerly known as the “Finn McCloy” house. Now we’ll move on south to the next McCloy house.

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This week we will discuss the last block on the west side of North Main. I have chosen to try to cover the entire block because it not only faces Main Street, but also the heart of Monticello – the town’s Square. I had stopped earlier at the First Baptist Church so we could return and review some of the other businesses on that last corner block on North Main Street as we begin our “sentimental journey” around the Square.

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