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West Englewood
Real Estate and Neighborhood Information

West Englewood Overview

West Englewood is a neighborhood on the move and in a state of transition. Transportation has always played a key role in the history of this southwest side Chicago neighborhood, and today is no different. The community's proximity to Midway International Airport and the Dan Ryan Expressway help to maintain its vitality and accessibility. Single-family houses and public parks are plentiful in West Englewood, and the business district along Western Avenue is expanding, enticing even more homebuyers to consider the available real estate in this affordable part of Chicago. Commuter friendly and full of housing options for budget-conscious buyers, West Englewood suits the needs of growing families who desire a home to call their own.

209 West Englewood Homes For Sale

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West Englewood’s central location on Chicago’s south side is more or less equidistant to public transportation, the Dan Ryan Expressway and Midway International Airport. Far enough away that planes taking off or loud highway noise won’t be a bother, but close enough that travel will be a breeze. With a good mix of housing options and empty lots prime for new construction, West Englewood has recently seen a resurgence of interest from buyers on the market for a decent size house with room to raise a family.

Ever see the show Flip That House? Well some of the properties in West Englewood are in need of a good flip—that’s not to say the rest of the real estate isn’t in great condition and ready for moving in. The bulk of residential streets in this neighborhood are dominated by 1950s ranches, traditional brick bungalows, one-and-a-half-level houses and two-story A-frames with small yards and private garages. Shade-providing trees dot the area and well-maintained sidewalks run along the blocks.

A handful of properties in West Englewood neighborhood are listed higher than $200,000, but generally the real estate values here fall in a lower price bracket. Multi-unit residential buildings are less common in West Englewood than private detached homes. For the most part homebuyers will find a good assortment of single-family residences that are priced between $20,000 (for a place that could use some serious TLC) to $150,000 for a nice three- or four-bedroom house.

In addition to the neighborhood’s modest single-family homes, there are dozens of brick two-flats and four-flats. Occasional condominium conversions are starting to appear but not at the pace seen in other neighborhoods on Chicago’s south side. Nearby parks and schools and affordable real estate values make this neighborhood a good one to watch for future growth.

West Englewood History

Like much of the south side of Chicago, West Englewood was swampy grassland until it was settled by European immigrants in the 1840s. Farmers, mainly from Sweden and Germany, cleared and harvested the area, growing crops and maintaining a rural lifestyle. That was the norm until a commuter railroad line was built that cut through the region. The property near the tracks became more heavily developed and people started to take an interest in the budding section of town. Within decades, farms were subdivided and a residential district emerged.

Additional railroads were built that crisscrossed the neighborhood, which inspired the original name of the heavily-traveled locale: Junction Grove. (The neighborhood’s name was later changed to Englewood, named after the town in New Jersey.) Railroad workers that were employed to lay track and operate the trains eventually settled in and around Junction Grove, creating a viable railroad town.

The greater Englewood area (which included West Englewood, too) was annexed by Chicago in 1889, while construction was underway on the World’s Fair—also called the Columbian Exposition—in nearby Hyde Park. The event attracted more than 25 million visitors to the vicinity (which was a pretty impressive assemblage in the 1890s), effectively putting the south side of Chicago on the map. Just as had happened a few decades prior with the construction of the railroads, many of the workmen that were employed to help build the more than 200 temporary buildings for the fair grounds decided to stay in the area and erected homes in the neighboring Woodlawn and Englewood communities. Soon after the Exposition was held, electric streetcars were built to accommodate the growing population of Englewood, connecting the neighborhood to the rest of the city. Sidewalks and other basic amenities were incorporated into the region’s infrastructure in the following decade, and by 1907, a rapid transit elevated line (now the Green Line) was extended to the eastern boundary of West Englewood.

Thousands of Italian immigrants moved to Englewood during the interwar period, taking manufacturing jobs and working in the stockyards, which were located just to the north of West Englewood. In addition, Englewood was home to the garages where the city streetcars and busses were housed and serviced, so many area residents took up employment there as well. After an elevated train station opened at 63rd Street and Ashland Avenue, Ashland emerged as the primary commercial district in the neighborhood. The stretch between 63rd and 75th streets was soon lined with small storefronts, restaurants and taverns, creating a thriving business center for southwest side residents.

In the 1930s, the African American population of Englewood increased dramatically, as thousands poured into Chicago and other northern cities from the southern states. The trend would only increase over the next two decades, marking a major demographic shift in the neighborhood that had once been composed almost exclusively of German and Swedish immigrants. By 1950, African Americans made up nearly half of the residents in Englewood, and by 1980, the neighborhood was almost entirely populated by African American families. Other changes took place during that time as well, chiefly the rise of poverty in the region. When the stockyards closed down in the 1970s, many West Englewooders lost their jobs causing a number of residents—both black and white—to leave the area in search of work elsewhere.

Today, many of those trends have been reversed and there are many promising signs for the community. Improvements to local infrastructure have helped to increase property values, and many abandoned buildings have been demolished to clear the way for future development. Even after the neighborhood lost the bulk of its employment opportunities, West Englewood bounced back and is seeing rejuvenated real estate prices thanks to its proximity to Midway International Airport and the Dan Ryan Expressway. Parks are plentiful, the shopping district along Western Avenue has rebounded and homebuyers are once again eager to call West Englewood home.

The Sights of West Englewood

West Englewood Neighborhood Photo
West Englewood Neighborhood Photo
West Englewood Neighborhood Photo
West Englewood Neighborhood Photo
West Englewood Neighborhood Photo

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Dream Town Knows West Englewood

As Chicago neighborhood experts, Dream Town has successfully sold properties in West Englewood. 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 West Englewood home. Utilizing state-of-the-art technology, Dream Town drives more sales than any other Chicago brokerage.

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7351 South Winchester, Chicago IL, 60636 #
Sold For $153,900
6457 North DAMEN, Chicago IL, 60645 #
Sold For $185,000

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