TIMELINE OF OWNERS AND RESIDENTS OF 21 CHILES AVE
1922 James Madison “Jake” and Leah Chiles (and sons John and Arcouet)
1923 James Madison “Jake” and Leah Chiles (and sons John and Arcouet)
1924 James Madison “Jake” and Leah Chiles (and sons John and Arcouet)
1925 James Madison “Jake” and Leah Chiles (and sons John and Arcouet)
(Jake dies June 1)
Harold Hunter – chauf (per City Directory)
Thaddeus (cook and house man) and Vashti (maid and house girl) Elasier
(per Sept 9, 1925 Letter of Recommendation)
Harvie Adams (chauffeur) (per December 8, 1925 Letter of Recommendation)
1926 Leah Chiles
1927 Earnest And Willie V Alexander (per City Directory)
Marion (boy) Alexander (student per many articles and City Directory)
Annie Prince – cook (per City Directory)
1928 Marion Alexander (per articles. Need to confirm still on Chiles)
1929 “Vacant” (per City Directory)
1930 Laban L and Margaret K Jenkins – treas. Buncombe Cty (per City Directory)
1931 “Vacant” per City Directory
Burton S. and Sarah H Frei (per Aug 18 article) (Burton was a high school coach who went on to become a manager of the Kenilworth Inn)
1932 Burton S. and Sarah H Frei (per article 1932)
Mr. Alva H. Lowe (Singer and teacher) per Nov newspaper article
Mrs. Elizabeth Churchman (per City Directory)
Miss Dorothy Churchman (per City Directory)
1933 For Sale (per Oct 15 newspaper ad)
Rooms for rent (per Sept 30 newspaper ad)
1934 For Sale (per Mar 18 and June 10 newspaper ads)
For Rent (per July 1 newspaper ad)
1935 Barney and Hattie Pearlman (RR Salvage Company, later Pearlman’s Furniture)
Ruth Pearlman (per Oct 13 news article)
Thelma Pearlman (per Dec 23 news article)
1936 For Sale (per March 8 newspaper ad)
Barney and Hattie Pearlman (per Ruth wedding news Aug 13)
1937 Barney and Hattie Pearlman (per Dec 21 and Sept 22 news articles)
1938 Barney and Hattie Pearlman (per city directory)
Fred and Anne Pearlman (per City Directory)
Frank Bailey – linoleum layer for Pearlmans RR Salvage (per City Directory)
(NOTE: April 17,1938 article notes Pearlman’s buying new home on Macon)
For Rent Unfurnished (per Nov 6 newspaper ad)
1939 Unknown
1940 Unknown
1941 John D. and Louise Lineberger (per City Directory and several news articles)
Lineberger Pres. of Junior Chamber and mgr. of S&W Cafeteria also prominent in civic affair and responsibilities during WWII
1942 John D. and Louise Lineberger (per City Directory)
Dorothy Shade – maid (per City Directory)
For Sale (per ads as early as March 15 and as late as Dec 13)
1943 For Sale (per several newspaper ads)
Deed from bank to William K and Marie Dino July 1 for $7500
1944 Unknown (Dinos?)
1945 Unknown (Dinos?)
1946 Amanda Wilson (per Jan 18 newspaper obituary of her father)
Marie K. Dino (per news article about her son Horace D’Ambrosio wedding announcement Sept 22)
1947 J Frazier Glenn (and family) (per newspaper obituary August 16 and 17 –

Former Forest Hills Town Commissioner, prominent lawyer, son of judge. Moved in June 1 and died of a heart attack in the house August 14
1948 William and Marie K Dino (per City Directory and March 14 article)
1949 Deed: William and Marie K Dino to Marie’s son Horace D’Ambrosio September
Deed: Horace D’Ambrosio to Marie K. De Medici November
1950 Mrs. Marie K. Dino (per City Directory)
1951 Marie K. De Medici (We believe De Medici and Dino are the same woman)
Deed: Marie K. De Medici to John & Anne Chiles (son of Jake & Leah) Sept.
1952 – 1964 John and Anne McDowell Chiles
Deed: John and Anne Chiles to John W. and Hope W. Ryan May 1964
1964 –2004 John “Jack” and Hope Ryan (artist)
(and son John Wade Ryan per 1971 pot arrest news story , daughter Lisa Ruth per wedding announcement Feb 28, 1976 and son Mark per May 10, 2006 obituary for Wade)
(John Ryan dies 1985) House is in condition to be condemned.
2004 Deed: Hope Ryan to Vanessa A. Cram and Jason L. Eller April 13 for $227,000
(Did not live in house according to Vanessa Cram Byrd)
2005 Deed: Vanessa Cram Byrd and Husband John Byrd III and Jason Lee Eller to Kevin Marland Gentry and Cresta A Heltemes October 20, 2005 for $950,000
2005-2016 Kevin and Rhonda Reichert Gentry
Also used as Air B&B and event space rental during some portion
2016 Deed: Kevin and Rhonda Reichert Gentry to Kevin Broadwater and James Vaughn (Broadwater- Vaughn Living Trust) October 1
I had the good fortune of living in that villa for many years , all due to the kindness of the Ryan family.
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