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Fayette County's buildings contain a great deal of history about the region and its inhabitants. 

The Old Kentucky Architecture book by Rexford Newcomb (1940) contains images, details, and some architectural layouts from all around Kentucky, but the Lexington properties include Llangollen (the Dr. John C. Lewis House), the Benjamin Gratz House, Rose Hill, Hopemont, Eothan, Ashland, Mansfield, Helm Place, Carrick House at Whitehall, Morrison College at Transylvania University, the tomb of Gideon Shryock's father Matthew at the Old Episcopal Burying Grounds, Ingleside (listed here as Ingelside), Loudoun House, Botherum, Walnut Hill Church, and the Sexton's Cottage at the Old Episcopal Burying Grounds. 

The Court-Houses of Lexington by J. Winston Coleman, Jr. (1937) contains photos and history of Fayette County's four courthouses.

The Illustrated Lexington (1919) has a variety of images, but included are some exterior and interior photographs of downtown Lexington businesses and houses.

Bluegrass Houses and Their Traditions by Elizabeth M. Simpson (1932) contains photos of various Fayette and surrouding county properties, with descriptions of the families, buildings, and contents. The properties include Glendower, Castleton, Eothan, Idle Hour, Maxwell Place, Winton, Elmendorf, Clingendaal, Morrison College, La Chaumiere du Prairie, Scarlet Gate, the Meadows, Lindenhouse, Belair, Mount Brilliant, Coldstream, Hopemont, Bodley House, Roberts House, Woodburn House, Botherum, Greentree, Ingleside, Loudoun, Thorn Hill, Rose Hill (Buckner), Elmwood, Sycamore Park, Walnut Hall, Edwards House, Patchen Wilkes, Hurricane Hall, Forkland, the Old Keen Place, Xalapa, the Ward Place, Calumet, Dunreath, Kilmore, Alleghan Hall, Sumner’s Forest, Stoneley, Rose Hill (Talbert), Helm Place, Castlelawn, Dixiana, Bryan Station, Poplar Hill, Mansfield, Fowler’s Garden, Mount Hope, Hollyrood, and Ashland.

Gratz Park (1983) contains illustrations and brief descriptions of the buildings and features of Gratz Park in downtown Lexington.

Old Kentucky Architecture is a comprehensive book by Rexford Newcomb that was published in 1940. It contains photographs and floor plans from significant architectural buildings all around Kentucky, but primarily focused on the central Kentucky region, that were built between 1767-1860. It also mentions several buildings designed by architect Gideon Shryock, as well as a few by John McMurtry.

The buildings included are Old Fort Harrod, Old Creel Cabin, Shaker Village of Pleasant Hill, William Crow House, Old Du Puy Farm House, Bardstown's Old Stone Jail, Colonel William Whitley House, Federal Hill, Liberty Hall, Wickland, Clay Hill, Benjamin Gratz House, Dr. John C. Lewis House, Rose Hill, The Grange, Ridgeway, Xalapa Farm, House on Edgehill Road, Castlewood, Woodlawn, Colonel Andrew Muldrow House, Dr. Ephriam McDowell House, Marshall House, Hopemont, Shropshire House, Eothan, Buford House, General McConnell Farm, Padgett House, Crittenden House, Layson House, Waveland, Bridge House, A. E. Hudnely Farm, Smokehouse, Ashland, Saint Joseph’s Church, Harrodsburg Old Physician’s Office, Old House, Orland Brown House, Diamond Point Passmore House, Chestnut House, Adams House, Moberly House, Mansfield, Showalter Residence, Professor McClure House, Brooker Residence, Rev. Dr. Robert Alexander Johnstone House, Scotland, Helm Place, Carrick House Whitehall, Old Capitol Building, Morrison College Transylvania University, Daughter’s College Harrodsburg, Centre College Old Main Hall, Giddings Hall Georgetown College, Jefferson County Court House, Bank of Louisville, Louisville Board of Education, Kentucky School for the Blind, Kentucky School for the Deaf, Cross Keys Tavern, Tomb of Matthew Shryock, Ingelside, Loudoun House, Mound Cottage, Botherum, Walnut Hill Church, Pigsah Church, Sexton’s Cottage Lexington Episcopal Cemetery, and the Abbey of Gethsemani.

Several of these buildings have been demolished. 

Lexington's school system dates back to the city charter of 1831, and it first school opened in 1834. From a single building in 1834 with about 100 students, today the Fayette County Public School system has over 40,000 students and 68 schools and programs. Lexington and Fayette County combined districts in 1968, shortly before the city/county government merger in 1974.