Eastside, Lexington

Mentelle Park in Lexington, Kentucky, is a boulevard district of the Mentelle neighborhood. The district includes 48 residential structures facing Mentelle Park between Richmond Road and Cramer Avenue. Entrances to Mentelle Park at Richmond Road and Cramer Avenue feature limestone pillars. The neighborhood was developed in 1905, and homes in the district were constructed 1906–1934. Four styles of architecture are evident, including American Foursquare, Colonial Revival, Colonial Revival Cottage, and Bungalow. Foursquare and Colonial houses are two stories, and Bungalows and cottages are 1+1⁄2 stories. The district was added to the National Register of Historic Places in 1985.Mentelle Park is named for the Mentelle family, and developers purchased 14 acres from heirs of Rose Mentelle in 1905 and formed the Mentelle Company. Lexington mayor Thomas A. Combs was president of the company. The land was purchased by Waldemarde Mentelle Jr., in 1854 and deeded to his sister, Rose Mentelle, upon his death in 1886. The company developed 56 home sites along an extended block with a segmented median, and the 48 contributing resources in the district are part of the original development.

Kenwick is a neighborhood in southeastern Lexington, Kentucky, United States. Its boundaries are Sherman Avenue to the south, East Main Street to the west, railroad tracks to the north, and Richmond Avenue to the north.

Bell Court is a neighborhood and historic district immediately southeast of Downtown Lexington, Kentucky, United States. Its boundaries are East Main Street to the south, Walton Avenue to the south, Midland Avenue to the north, and Boonesborough Avenue to the east.

Ashland Park is a historic early 20th century neighborhood in Lexington, Kentucky, United States. It was named after Ashland, the estate of Kentucky statesman Henry Clay which is located in the eastern portion of the neighborhood. The 600-acre (2.4 km2) development was designed by the famous landscape architecture firm the Olmsted Brothers of Massachusetts. The neighborhood belongs to the National Register of Historic Places. Prominent architectural styles of houses and apartment buildings in the neighborhood include American Foursquare, American Craftsman, Colonial Revival, and Tudor Revival.The neighborhood's boundaries are Ashland Avenue to the west, East Main Street (U.S. Route 25) to the north, Chinoe Road to the east, and Fontaine Road to the south. The commercial district of Chevy Chase borders Ashland Park on the south. In 2000 the population was 1,864.

Ashland is the name of the plantation of the 19th-century Kentucky statesman Henry Clay, located in Lexington, Kentucky, in the central Bluegrass region of the state. The buildings were built by enslaved African Americans, and enslaved people grew and harvested hemp, farmed livestock, and cooked and cleaned for the Clays. Ashland is a registered National Historic Landmark. The Ashland Stakes, a Thoroughbred horse race at Keeneland Race Course that has run annually since the race course first opened in 1936, was named for the historically important estate.

Woodland Park is a neighborhood located immediately south of downtown Lexington, Kentucky, United States. It is composed of several small neighborhood associations. The neighborhood is alternatively named Aylesford and is sometimes referred to by locals as "Chevy Chase". However, Chevy Chase is actually a separate neighborhood located southeast of Woodland Park. The neighborhood's boundaries are Rose Street to the north, Main Street to the east, Euclid Avenue to the west, and Clay Avenue to the south.Woodland Park long ago was the property of Mr. Irwin, son-in-law of Henry Clay, and was the site of the Agricultural College when it was established as a branch of Kentucky University in 1865. Every year the Woodland Arts Festival brings artists all over central Kentucky to share their talents for purchase. There is also Ballet Under the Stars which occurs near the gazebo.

The Woodlands, located at 408 East Main Street, is a nine-story condominium building in Lexington, Kentucky. It includes a restaurant and a covered parking structure. Construction was completed in 1984.Tenants can own condominiums or rent, making it a great downtown living location.

The Second Presbyterian Church is a historic Presbyterian church located at 460 E. Main Street in Lexington, Kentucky. Construction began on the church in 1922, and it was dedicated in 1924; it was the third building used by its congregation, which was founded in the 1810s. Architects Cram & Ferguson designed the Gothic Revival church; Frankel & Curtis are also associated with the building. The church's main entrance features multiple gabled buttresses, a balcony under a large arched window, and a gable at its peak. On the west side of the church, a buttressed tower rises from the roof to a steep spire.The church was added to the National Register of Historic Places in 1980.

The Kentucky Association (also known as the Kentucky Racing Association) was formed on July 23, 1826, to promote the breeding and racing of Thoroughbred horses in the Bluegrass region of Kentucky. The "oldest turf organization in America", it was founded by a group of prominent locals, who included planter and politician Henry Clay, Jesse Bledsoe, Dr. Elisha Warfield, and Thomas F. Marshall. Between 1828 and 1834, the Association acquired 65 acres of land in an area of the city of Lexington, Kentucky that today is the east end of 5th Street at Race Street. On the property, the Association built a one-mile dirt racetrack with grandstand and stables to host Thoroughbred flat racing events.

Warren Wright Sr. (September 25, 1875 Springfield, Ohio – December 28, 1950 Miami Beach, Florida), was the owner of one of America's most successful Thoroughbred horse racing operations. Wright was born in Ohio and raised in Chicago. In 1914, he became chairman of Chicago's Calumet Baking Powder company. He took the reins from his father, William Monroe Wright (1851 - 1931) the founder of the company . He guided it so prosperously that Calumet Baking Powder was sold for $32 million in the summer of 1929 to a New York company, Postum. Postum, with numerous acquisitions, soon became General Foods. The purchase and subsequent Wall Street Crash of 1929, just months later, left the Wrights among the wealthiest people in America during the Great Depression.Warren Wright Sr. would also make his name and that of the family business the "gold standard" for Thoroughbred racing and breeding. William Monroe Wright had moved a Standardbred horse farm from Illinois to Kentucky in 1924. Upon the elder Wright's death in 1931, Warren Wright converted the Lexington farm, which bore the company name, from Standardbreds to Thoroughbreds. During his 18-year reign, Calumet Farm would become a dominant American stable and a tourist destination in the Bluegrass region of Kentucky. Calumet Farm was often compared to the New York Yankees (baseball), Boston Celtics (basketball) and Montreal Canadiens (hockey), as a sports dynasty. With Ben A. Jones as his trainer, Bull Lea as his main stallion, and a bevy of choice broodmares, Wright bred and raced winners of five American Horse of the Year titles in the 1940s alone. They were: Whirlaway (1941 & 1942), Twilight Tear (1944), Armed (1947), and Citation (1948). Additionally, Calumet's Whirlaway (1941) and Citation (1948) won the United States Triple Crown of Thoroughbred Racing, and were national fan favorites. Wright won four Kentucky Derbys in his lifetime. After his death, his widow Lucille Parker Wright - who had married Admiral Gene Markey - carried on the tradition and won another four as Calumet Farm set the record of eight official Derby winners. Its racing silks were known throughout the land as the famous "devil's red and blue".In 1934, Mr. Wright had given National Museum of Racing and Hall of Fame inductee Eddie Arcaro his start by putting him under contract and letting him ride at Narragansett Park during its inaugural year. Arcaro would ride three of Calumet's Derby winners and both Triple Crown winners.In late summer of 1949, Mr. Wright suffered a heart attack. Just after his 75th birthday, on December 28, 1950, he died at his winter residence in Miami Beach, Florida. Warren Wright Sr. has a Memorial Marker at Thoroughbred Park in Lexington, Kentucky. In 2019, Warren Wright Sr. was honored for his contribution to the Thoroughbred racing industry by the National Museum of Racing and Hall of Fame as one of its "Pillars of the Turf."

Chevy Plaza and Chevy Chase Center was a proposed two-building, nine-story residential and commercial development in Lexington, Kentucky. It would have been located at East High Street and Euclid Avenue and at East High Street and South Ashland Avenue.The $25 million project, first proposed on March 19, 1984, would require the reconstruction of nearly two city blocks in the Chevy Chase district of the city, involving 12 separate properties. The development company, Progressive Companies, owned numerous properties in the district. The first nine-story structure, titled Chevy Plaza, would have included two or three floors of retail shops with residential condominiums for the remainder. It would have been located at the southwest corner of East High Street and Euclid Avenue where WDKY-TV now resides; at the time it was a KFC fast-food restaurant. The second tower would be called Chevy Chase Plaza and would have been located at the southwest corner of East High Street and South Ashland Avenue. It would feature retail shops on the ground floor and eight floors of residential condominiums. Both structures would have included a parking garage. It would be constructed in three phases, with construction beginning in late 1984 with the completion date coming in 1986. The development was unique in that it would require no public dollars or bond issues, however, it would require a zoning change for the location. The surrounding properties would have featured numerous streetscape enhancements, such as the inclusion of gaslights, new trees, canopies, and a fountain at Chevy Plaza.

Fairway is a neighborhood in southeast Lexington, Kentucky, United States. Its boundaries are Sherman Avenue to the north, railroad tracks to the north, Richmond Road to the west, and the Idle Hour Golf Course to the south.