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Real Estate and Suburb Information

Westchester Overview

The village of Westchester is located 13 miles west of Chicago. Except for a handful of homes and streets, little remains of Westchester’s agrarian history. Westchester was incorporated in 1926 after the advent of a rapid transit line connecting the village to Chicago made Westchester’s location ideal for development. Westchester grew dramatically in population and housing options in the late 1950s, offering residents a variety of architectural styles and communities to choose from.

78 Westchester Homes For Sale

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The village of Westchester is characterized by its many brick properties. The all-English street names chosen by Insull and the construction of houses and apartments of brick, stucco, and hand-hewn timbers set Westchester apart from many other Chicago suburbs. Westchester offers many year-round events and activities for the community, including a Cinco de Mayo celebration, 4th of July parade and fireworks, BBQ Block Party in July, Fall Festival at the Fountain, and a Tree Lighting and holiday kickoff in early December.

Westchester History

Westchester suburb

Westchester is a village 13 miles west of downtown Chicago. Except for a handful of old farmhouses scattered throughout the village and a few streets named after German farmers who once owned the land, little remains of the nearly 150-year history of farming in the area that became Westchester. Westchester founder Samuel Insull purchased the land in 1924 with the intention of developing an English-styled town and thus, many of the street names are of English origin. The planned extension of the Garfield Park rapid transit line from Chicago made this location ideal for suburban development. Westchester incorporated in 1926. Several real-estate developers directed the construction of paved streets, sidewalks, sewers, and street lamps, plus the laying of water mains and the planting of parkway trees. Westchester's biggest gain in population occurred between 1950 and 1960 as the village grew from 4,308 to 18,092, and the few English-style houses that had been built before the Depression were surrounded by Georgians, ranches, and split-levels. In the 1980s, some of the remaining farmland became the Westbrook Corporate Center, a cluster of five 10-story office buildings near Cermak Road (22nd Street) and Wolf Road. This expanded the commercial tax base of the almost entirely residential village.

Dream Town Knows Westchester

As suburban experts, Dream Town has successfully sold properties in Westchester. Dream Town holds a well-earned reputation for its impressive sales volume and dedication to personal, attentive service. Benefit from the Dream Town advantage when selling your Westchester home. Utilizing state-of-the-art technology, Dream Town drives more sales than any other Chicago brokerage.

Sell Your Westchester Home

The Sights of Westchester

Westchester Suburb Photo
Westchester Suburb Photo
Westchester Suburb Photo
Westchester Suburb Photo
Westchester Suburb Photo
Westchester Suburb Photo
Westchester Suburb Photo
Westchester Suburb Photo

Schools In The Westchester Area

See grade levels, address, and scores for schools in the Westchester area.