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Prairie District
Real Estate and Neighborhood Information

Prairie District Overview

Prairie District is a part of Near South Side.

A truly unique gem on the city's south side, the Prairie District offers a taste of historic Chicago with a 21st century spin. Stately homes and modern lofts make for fine living for families, professionals, artists or anyone who wants to savor the soul of the Windy City. This pocketsize enclave in the middle of the South Loop is where treasured, landmark houses-turned-museums neighbor mid-rise luxury condominiums.

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Living in the Prairie District today is like brushing elbows with the merchant royalty of Chicago’s past, with all the amenities of modern living, of course.

The streets themselves are breathtaking, flush with floral gardens and well-manicured lawns. The trees that line the residential avenues here turn into a stunning array of colors come fall, making the neighborhood a prime destination for a stroll. The mixture of grand townhomes and massive condominium buildings add to the appeal of this south side Chicago neighborhood, providing a balance between old and new.

Much has been made here of the stately mansions that rise regally above the wrought-iron front gates. But of course the majority of these homes are not for sale, with a couple of them designated as actual landmarks. The few that are on the market are valued at anywhere from $1.9 million to $3.9 million.

The real estate that is widely available here is in the form of luxurious trendy lofts and condos. Many of these contemporary living spaces are chiseled into the bones of old factories, but developers are also constantly at work in this tiny Chicago neighborhood, breaking ground on brand new buildings left and right. High- and mid-rise condominiums and lofts are located in converted industrial buildings and newly constructed midsize skyscrapers, and usually come dripping with amenities. Three- and four-story townhouses are also big in the Prairie District, providing a little more space and just as many luxury features.

Prairie District History

This historical neighborhood is a pendulum that has shifted between rags and riches for generations. The aesthetic result is a striking marriage between the lavish lifestyles of Chicago’s merchant elites and the factories that made them rich.

The infamous Fort Dearborn Massacre took place on this very soil in 1812 when a colony of European settlers was ambushed by Native Americans who were upset that their land had been stolen and were allied with British Forces in the War of 1812. The tribe had agreed to escort the settlers to another fort, and then attacked and killed them. This battle actually had a lot to do with the distrust of Native Americans, as the few survivors wrote very detailed accounts that were spread far and wide.

Not much mind was paid to the tainted area until the 1850s when early Chicago planners anticipated that this stretch of Prairie Avenue would become a beacon of residential growth. Those prescient civic minds subdivided the neighborhood, but by the middle of that decade, only one grand home had been built. It wasn’t until the Great Chicago Fire of 1871 prompted settlers to relocate from the embers of other parts of town that the Prairie District realized its full potential. Soon after the disaster, a medley of row houses and smaller detached homes sprung up in this tiny south Chicago neighborhood, most notably on Indiana Avenue. By 1877 11 blocks of Prairie Avenue were densely populated with mansions, all of differing architectural styles, which created a striking and diverse residential setting that became quite the talk of the town.

It didn’t take long for an address along this stretch of private residences to carry great clout, and by 1887 the city’s most elite families called Prairie Avenue home. The Pullman, Field, Kimball and Armour families built large manors here, making it the most fashionable neighborhood Chicago had seen at the time. Every mansion had its own carriage house, elaborate service staff and marquee architect. It was a small bite of urban bliss for several decades, until the manufacturing industry began to spread to the fringes of the elite neighborhood. The year was 1911, and the booming success of the south side rail yards brought industry to the doorsteps of Chicago’s wealthy denizens. Soon, the high class families deserted the area for other parts of town, and their extravagant homes were knocked down to make way for factories.

During the 1950s, the district had become largely industrial. Vacant lots and factories reigned supreme, and hardly a trace of the golden days that came before could be seen. Eventually, a slow but steady progression toward preserving what remained of the neighborhood’s historical legacy gained momentum, and in the 1970s two of the surviving mansions—the Clarke House and the Glessner House—were declared city Landmarks, prompting Chicagoans to re-think the gilded history of the Prairie District.

The new millennium ushered in a new push to expel manufacturing from the district as some factories were leveled and others converted to urban condos and lofts. The few mansions that had survived the decades of neglect were refurbished, and speculators began turning the vacant lots that were left into trendy living spaces.

Today, the historic Prairie District is a mix of nostalgia and forward thinking, as antique mansions sit side-by-side with industrial urban lofts. It’s a strange sight, this tiny Chicago neighborhood that is able to conjure the elaborate lifestyles of industry bosses, with the grit and grime of the factories they presided over. The Prairie District now serves as a historical survey of Chicago’s greatest triumphs, a microcosm for the good old days.

Dream Town Knows Prairie District

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

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The Sights of Prairie District

Prairie District Neighborhood Photo
Prairie District Neighborhood Photo
Prairie District Neighborhood Photo
Prairie District Neighborhood Photo
Prairie District Neighborhood Photo
Prairie District Neighborhood Photo
Prairie District Neighborhood Photo
Prairie District Neighborhood Photo

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Schools In The Prairie District Area

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

School Type Grade Rating

Drake Elementary School

2710 South Dearborn St - public

Preschool - Middle PK-8
1

Galileo Elementary Math & Sci Schol Acd

820 South Carpenter St - public

Elementary - Middle K-8
8

Chicago International Charter School

11 E Adams St Ste 600 - charter

Preschool - High PK-12
1

National Teachers Elementary Academy

55 West Cermak Road - public

Preschool - Middle PK-8
4

Santa Lucia School

3017 South Wells Street - private

Preschool - Middle PK-8
NR

St. Jerome School

2801 S Princeton Ave - private

Preschool - Middle PK-8
NR

De La Salle Institute

3455 S Wabash Ave - private

High 9-12
NR

Daystar School

1550 S. State Street - private

Preschool - Middle PK-8
NR

Williams Multiplex Elementary School

2710 South Dearborn St - public

Preschool - Elementary PK-5
NR

Jane Addams High School

1814 S Union Ave - private

High 9-12
NR

Village Leadership Academy

800 S Wells St Ste 90 - private

Preschool - Middle PK-7
NR

Pershing West Elementary Magnet School

3200 South Calumet Ave - public

Elementary - Middle 4-8
NR

Old St. Marys School

1474 S. Michigan Ave - private

Preschool - Middle PK-8
NR

British International School of Chicago, South Loop

161 W. 9th Street - private

Preschool - High PK-12
NR

Pilsen Elementary Community Academy

1420 West 17th St - public

Preschool - Middle PK-8
3

Jungman Elementary School

1746 South Miller St - public

Preschool - Middle PK-8
4

Jones College Prep High School

700 South State Street - public

High 9-12
10

St Therese School

247 West 23rd Street - private

Preschool - Middle PK-8
NR

St Procopius School

1625 South Allport Street - private

Preschool - Middle PK-8
NR

Renaissance Preparatory School

719-721 S State St - private

Elementary, High 4, 10-12
NR

School data provided by GreatSchools.School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly. GreatSchools Ratings provided by GreatSchools.org.

Surrounding Neighborhoods

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