The woman known as Tootie McGregor was born in 1843 as Jerusha H. Barber in Cleveland Ohio. She married a man named Ambrose McGregor who became the president of Standard Oil. The couple had one son named Bradford who was ill. To improve his health the doctor recommended that the family spend the winters in Florida. They picked Fort Myers because of the excellent tarpon fishing and they purchased the home next to Thomas Edison in 1892. The couple became real estate and business developers in the Fort Myers area, at one point owning more than 30 properties. Ambrose died of cancer at the age of 58 on October 28, 1900. His fortune at the time of his death was 12 billion dollars in today's rates. Bradford died in 1902, two days after marrying his high school sweetheart. With a broken heart and free time on her hands Tootie set about developing Fort Myers. Tootie was heavily involved with the hotels in the area which allowed Fort Myers to become a tourist destination.
Tootie is most remembered for her efforts to improve the roads in Lee County. At the time the only road in town was a narrow strip of graded, crushed shell down the middle of First Street. Tootie struck a deal with the county where she would pay to pave 20 miles from Whiskey Creek to Punta Rassa if the county agreed to pave Riverside Drive from Whiskey Creek to downtown Fort Myers. In exchange for 200 to 300 million dollars to build the first road the city council agreed to name the road McGregor Blvd. Tootie died six months later before the road was started but her second husband, Dr. Marshall Terry completed her wishes. Dr. Marshall had been Tooties first love but he was too poor to marry her at the time and she went on to marry Ambrose but the couple reconnected after his death. Tootie and Marshall were married for six years until she died on August 17, 1912. Dr. Marshall decided to donate a fountain to the city in honor of his late wife.
McGregor Blvd turned 100 years old in 2015. When completed in 1915 it was the only hard surface road in the city. It was a pebbly macadam road only 50-feet wide, but it allowed building materials to be transported to the south and west areas of towns which allowed Fort Myers to expand and grow. A visit to Fort Myers wouldn't be complete without a drive down this historic road. On McGregor Blvd is Fort Myers most famous landmark, the Ford and Edison Winter Estates. On the corner of Colonial Blvd. and McGregor Blvd. there is a monument celebrating Tootie McGregor's accomplishment. She had the foresight to see that a little town on the Caloosahatchee had the potential to become a major winter resort and tourist destination. read more