Wilson’s Chance

Wilsons ChanceBalconies on old houses have always given their homes a classic historic look. While it’s not a common feature in houses today, balconies were popular in the days before air conditioning to allow a person to cool off. People consider home balconies to be a romantic touch to an old home. Some home balconies however do not always have the best history.

James Wilson purchased land in 1732 with over 250 acres in Caroline County. In the 1750s he built the house that will one day be called Wilson’s Chance. The home was originally a small farm house that expanded throughout the years. One feature of the home was the 2nd floor balcony. The home was passed down through the Wilson family until 1866 when Elisha Wilson put it up for sale. Colonel Richard Carter bought the home from Elisha in 1866. He renovated and expanded the house during his ownership to what the home looks like today. It was noted in the Maryland Historical Trust application dated 2001 that there was no updates to the home since the 1980s. The current owners of 23932 Shore Highway are Quentin & Mary Walsh.

Wilson’s Chance does have two sad stories when it comes to its balcony. The first is of the Cade family who worked for the Wilsons as farm help. They had a daughter who was not happy with her arranged marriage. The daughter did not like her fiance and one night jumped off of the balcony to her death. The 2nd death from the balcony was Annie Belle Carter. 17 year old Annie returned home from her overseas school during a hot summer. She woke up one night feeling sick from the heat and decided to step out on the balcony for some fresh air. She fainted and fell over the railing onto a freshly cut up tree stump. The roots of the tree were jagged and pierced through her. She died a few days later from her wounds.

Today people claim to see Annie dancing outside in the front yard or looking over the balcony of Wilson’s Chance. The Walsh family claimed their grandson has seen a woman in white in the room connecting to the balcony. Annie is buried in the Denton Cemetery near Marshall Price. Her headstone has a carving of a tree stump on it.


Burgoyne, M. (2009). Haunted Eastern Shore: Ghostly Tales from East of the Chesapeake. The History Press

Maryland Historical Trust NR- Eligibility Review Form Wilson’s Chance (CAR-27) [Electronic Record]; Historical Sites Survey Field Sheet; Individual Structure Survey Form; Records of the Maryland Historical Trust; Maryland State