Located along the southwestern shoreline of Lake Michigan, Pleasant Prairie was home to 21,250 people at the 2020 census.

Pleasant Prairie also saw pioneers arrive in Wisconsin on the Jambeau Trail, now known as Green Bay Road.

The early town officials met in the Williams Congregational Church located at 93rd Street and Green Bay Road.

Over the next 150 years, the city of Kenosha began to annex lands south of 60th Street and west from Lake Michigan.

The original unincorporated community of Pleasant Prairie was located at 104th Avenue and Bain Station Road.

Several hundred people were injured, and three plant employees, E. S. "Old Man" Thompson, Clarence Brady and Joseph Flynt, along with Alice Finch, who dropped dead of fright, were killed.

Concerns about looting and vandalism by curiosity seekers prompted Kenosha County Sheriff Andrew Stahl to impress a hundred deputies and clear the village.

Phil Hess, a farmer near Truesdell, Wisconsin over two miles from the factory, lost his right ear, severed by a piece of flying glass as he was entering his home.

"[15] The site is the location of residential homes and the Pleasant Prairie Ball Park, which is used for softball and soccer.

Throughout much of its history, the town of Pleasant Prairie struggled to maintain its independence and identity apart from Kenosha, its larger neighbor to the north.

In 1961, the village hall moved from the former Williams Congregational Church site to rented office space in a small commercial center located on 22nd Avenue and 91st Street.

In 1967, the village government moved into a newly constructed municipal building on Springbrook Road and 39th Avenue that provided office, an auditorium, Fire Department apparatus room, and sleeping quarters.

A significant provision of this agreement gave Kenosha the ability to annex lands north of State Highway 50 from Green Bay Road to I-94, where the Southport Plaza shopping center, WhiteCaps subdivision, River Crossing subdivision, and Aurora Hospital are located.

In exchange, Pleasant Prairie was granted the ability to protect the rest of its area from annexations and to purchase sewer and water from Kenosha.

Carol Beach traces its roots to 1921, the year that J. H. Penny & Sons purchased land south of 116th Street.

It included the mansion owned by Fred P. Fischer, which was leased by Joe Louis in 1937 while he trained at the Lakefront Stadium in Kenosha.

In 1924, Edith Rockefeller McCormick of Chicago, the daughter of John D. Rockefeller and daughter-in-law of reaper inventor Cyrus McCormick, purchased a 1,554-acre (6 km2) land parcel to found a new community which soon adopted the name "Chiwaukee" (the area is nearly equidistant between Chicago and Milwaukee, Wisconsin).

Some locals recall a promotional arch constructed over Sheridan Road to inform passersby of the new, planned community.

Elmer Huge of La Porte, Indiana won a $1,500 prize for his winning submission: "Edithton Beach".

The curbs and streets leading nowhere were the only visible reminders of the failed project until 1946, when local real-estate investor and developer Joseph Shaffron bought it, renamed it "Carol Beach" for his young daughter, and promoted the community as a "second Evanston, Illinois."

The areas that can be developed have been, and the state of Wisconsin and the Nature conservancy continue to buy remaining properties for prairie land preservation.

These undeveloped tracts of land, including the Kenosha Sand Dunes, constitute the Chiwaukee Prairie.

Tobin's most famous visitors included boxer Joe Louis, who would arrive and depart at the Tobin station on the Chicago North Shore and Milwaukee Railroad interurban in the mid-1930s, to train at the Ham Fisher mansion in nearby Carol Beach, and to supervise the Joe Louis Boxing Camps held at Lakefront Stadium.

LakeView Corporate Park is a 2,400-acre mixed-use development that houses manufacturing, distribution, office, and service operations in a park-like setting east of I-94.

[25] The mall is a large, outdoor shopping center just east of I-94 at the Highway 165 exit, and often lures shoppers from the Chicago area.

[27] Residents highlighted the need for relatively dense residential housing, a public market, restaurants and other civic amenities, all while maintaining green spaces and respecting the village's prairie identity.

In October 2019, the village signed a contract with Rinka, a Milwaukee-based architectural design firm, to develop a master plan for the downtown based on those principles.

The complex of buildings includes a 50-meter pool, water park, fitness center, field house, suspended track, and two NHL-sized ice rinks.