Pinnell-Osborne House

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Estimated time to read:

3–4 minutes

Last month the Clark County-Winchester Heritage Commission gave a his­toric preser­va­tion award to Chad and Emily Grant for their home at 3815 Old Boonesboro Road.  I was intrigued to learn that the old­est part of the house still has the remains of a log struc­ture inside.  The Kentucky Heritage Council’s inven­to­ry sheet (Ck-45) refers to the home as the Pinnell-Osborne House and includes the fol­low­ing description:

“House frame and brick.  Original por­tion is ver­ti­cal-board­ed sin­gle pen [cab­in].  This was sub­ju­gat­ed to a rear ell with the addi­tion a brick three-bay I house.  Entire house was paint­ed white, re-detailed and re-ori­ent­ed in the 1920s.”

The house stands on land that was first grant­ed to William Ledgerwood, a native of Ireland.  In 1779 William and his wife Rebecca (née Moody)  sold their farm in Virginia and moved to Kentucky.  His 500 acre pre­emp­tion on Lower Howard’s Creek was sur­veyed in 1783. 

William died in Clark County in late 1793 or ear­ly 1794.  His will lists two sons—James and Samuel—and four daughters—Isabel, Margret, Mary, and Rebeccah.  Reports list anoth­er son, William Jr.  This may be the William Ledgerwood who served in Gen. Charles Scott’s 1791 cam­paign against Miami and Shawnee vil­lages in Indiana.  On their return trip home, young William per­ished while the com­pa­ny was cross­ing a rain-swollen river.

William left the home­place to his wife Rebecca.  While it’s near­ly impos­si­ble to prove who built the orig­i­nal cab­in lodged inside the Pinnell-Snowden House, it seems like­ly that it was William Ledgerwood.  The cab­in stood at the south end of the present house.  The base­ment under the cab­in is laid up with dry-laid stone and the floor joists are made of peeled logs.

This south facade was the original entrance to the single-pen cabin and later to the enlarged I house. (Photo by Robert Collins)
This south façade was the orig­i­nal entrance to the sin­gle-pen cab­in and lat­er to the enlarged I house. (Photo by Robert Collins)

Rebecca sold the house and 310 acres of land to Zachariah Field in 1806.  Field sold to John Wilkerson in 1808 for $5,000.  Wilkerson was still liv­ing on the place in 1819 when the prop­er­ty sold for $10,068.  The dif­fer­ence in sale price could indi­cate that Wilkerson made sub­stan­tial improve­ments to the house.

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Between 1819 and 1885, the house and attached land went through eleven dif­fer­ent own­ers.  William E. Pinnell pur­chased the prop­er­ty in 1885 for $7,000.  By that time, the sur­round­ing farm­land had decreased to 93 acres.  A promi­nent farmer, Pinnell raised hors­es, mules, cat­tle, and hogs.  His wife Alice bred Bourbon Red turkeys and kept dairy cows and chick­ens from which she sold but­ter and eggs.

Beginning around the turn of the cen­tu­ry, W. E. and his wife held fre­quent par­ties at “Breeze Hill,” described as their “beau­ti­ful coun­try home.”  The guest list some­times includ­ed more than 40 peo­ple and had the Winchester Orchestra for enter­tain­ment.  Elaborate descrip­tions of the home lead one to sup­pose that it was the Pinnells who enlarged the sin­gle-pen south end by the addi­tion of the three-pen I house.  W. E. Pinnell died in 1912, and in 1923 Alice sold the place to Nathaniel F. Cheairs.

N. F. Cheairs was engaged in farm­ing, bank­ing, real estate, oil, and blue­grass seed.  His wife Ethel was the daugh­ter of Winchester Mayor John Garner.  The Cheairs may have been the ones cred­it­ed with adding a kitchen com­plex to the rear and reori­ent­ing the entrance to face east toward Old Boonesboro Road.  The pop­u­lar cou­ple kept the house and farm for 38 years before sell­ing to Thomas M. Swope in 1948.  Beverly White pur­chased the place from Swope in 1949 and sold it to Fred Osborne in 1953. 

Fred Osborne, a farmer and dis­trib­u­tor for the White Truck and Auto Company, died in 1965.  His wife Ruth con­tin­ued at the Boonesboro Road home until her pass­ing in 1987.  In 1991 Woody and Robin Snowden pur­chased the home and 23 acres.  The Snowdens sold the home to Chad and Emily Grant, the cur­rent own­ers, in 2016.

The Grants have made numer­ous improve­ments to the prop­er­ty and the inte­ri­or and exte­ri­or of the home.  It looks ready to go for anoth­er cen­tu­ry or two.

Chad Grant showing the spring in the bottom near Boonesboro Road. The spring branch flows into nearby Lower Howard’s Creek.
Chad Grant show­ing the spring in the bot­tom near Boonesboro Road. The spring branch flows into near­by Lower Howard’s Creek.
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