
CONWAY TWITTY BUILT AN EMPIRE ON SIMPLE DEVOTION — BUT AN OUTDATED WILL LEFT HIS FAMILY STANDING ON OPPOSITE SIDES OF A PROBATE COURT.
When Conway Twitty passed away suddenly on June 5, 1993, at age fifty-nine, he left behind fifty-five number-one country hits and an expansive estate estimated at several million dollars. Yet despite his decades of careful business management, his sudden passing revealed a major oversight in his personal planning. His last executed will dated back to before his 1987 marriage to his wife, Delores “Dee” Henry Jenkins.
The absence of an updated estate plan triggered an immediate legal struggle in Sumner County Probate Court in Gallatin, Tennessee. Under Tennessee law, a surviving spouse omitted from a pre-marital will has the statutory right to claim an elective share of one-third of the total estate. When Dee exercised that legal right, it placed her in direct conflict with Conway’s four adult children from previous marriages: Michael, Joni, Kathy, and Jimmy.
The dispute quickly widened from basic asset distribution to control over the entire commercial empire. For nearly two years, attorneys debated the future of Conway’s music publishing royalties, intellectual property, and extensive real estate holdings. Personal items from their six-year marriage became formal exhibits, reducing decades of shared family life into balance sheets under steady local and national scrutiny.
At the physical center of the conflict stood Twitty City, the famed nine-acre entertainment and living complex in Hendersonville, Tennessee. Built in the early 1980s, the property featured Conway’s primary residence, homes for his mother and children, gardens, and a tourism pavilion that drew thousands of visitors each year. Because the estate’s liquidity was tied up and taxes loomed, the probate court ordered the entire complex sold to satisfy financial obligations.
In June 1994, the legendary Hendersonville property went on the auction block. The Trinity Broadcasting Network placed the winning bid of nearly three million dollars, transforming the beloved country landmark into a religious television center and recording studio. Dee Henry quietly packed her belongings, moving out of the mansion as the gates of the sanctuary Conway had built were permanently altered.
Behind closed doors, the parties eventually finalized a private settlement agreement to divide the remaining assets and licensing revenue. The legal compromise brought an end to the active courtroom filings and established a structured division between Dee and the four children, formally closing a difficult chapter in Sumner County probate records.
Throughout the two-year proceeding, Dee remained largely absent from public dispute, avoiding tabloid interviews to preserve the dignity of the man she had stood beside. The four children similarly turned their attention back to their father’s artistic legacy, ensuring his recordings remained available to the generations of fans who loved him.
The courtroom gavel eventually settled the ledgers, but the true weight of the estate battle was measured in the quiet loss of a shared home. Twitty City found a new identity, and the contracts were filed away, leaving Conway Twitty’s legacy where it truly belonged: inside the timeless warmth of the records he left behind.