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Longwood Manor
Real Estate and Neighborhood Information

Longwood Manor Overview

Longwood Manor is a part of Washington Heights.

Small in acreage but big on character, Longwood Manor is home to some of the most historic houses on Chicago's south side. Like its neighboring communities of Brainerd and Washington Heights, Longwood Manor built an identity based on working-class traditions tied to the once-thriving railroad industry and an immigrant past that still defines much of the area's legacy to this day. Community parks and recreation facilities provide residents with ample room for exercise, play, sports and amusement. In addition to housing the usual tennis courts and baseball fields, the parks in Longwood Manor host free live music concerts and movie screenings. The rest of the neighborhood encompasses long blocks of classic Chicago bungalows and a few rib houses and seafood shacks for the best in southern-style cooking.

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Longwood Manor once flourished as a bedroom community for immigrant Irish and German railroad workers. Much of this early 20th century architectural influence still remains evident on the tree-lined streets of the neighborhood. Many of these homes are single-family brick dwellings constructed in the traditional bungalow style—something we see throughout much of Chicago’s residential areas.

In addition to the characteristic bungalows, the blocks of Longwood Manor are filled in with simple one-story frame houses, raised ranches, two-stories with quaint front porches, a few new constructions, and even some farmhouse-style designs. While a good number of the structures in the neighborhood are in good condition, you will see some that require extensive renovation on account of their age.

The neighboring communities of Brainerd and Washington Heights are generating interest from land developers who are looking to replace older homes with new construction. Longwood Manor, however, has managed to retain its classic charm, mainly because many of the neighborhood’s residences are considered vintage. While they are not officially classified as historic preservations, the Longwood Manor bungalows and other redbrick homes are staples of the south side architectural aesthetic and are what make this Chicago community an attractive place to buy property and raise a family.

The sales price for a three- or four-bedroom single-family detached home in Longwood Manor ranges from $190,000 to $340,000, although you can find some properties listed for less (just be warned some of these may be in need of a bit of repair—they are old houses after all!). Smaller homes in Longwood Manor typically cost much less, with the average sales price around $119,000 and several options for under $100,000.

Longwood Manor History

Like its sister community of Brainerd to the north, Longwood Manor was established primarily by German and Irish immigrants whose families began to settle in the Midwest around 1880. Originally part of the larger neighborhood of Washington Heights, the area that is now called Longwood Manor was annexed along with Washington Heights into the city in the late 1800s.

The advent of the Rock Island Railroad, which still runs between Chicago’s far southwest side and the Loop, transformed the area just south of 95th Street into a bedroom community for immigrant workers. Many worked in the city by day and slept here by night. By the 1920s, development of the rail system prompted a population boom on the southwest side, which included the neighborhood of Longwood Manor. Overall, the area experienced a population increase of 80 percent, due largely to the influx of immigrants and the abundance of railroad jobs.

Longwood Manor was once home to a large number of oak tree groves that were scattered throughout the neighborhood. The tall, leafy trees provided a picturesque locale for a homestead, and it attracted many folks to settle down in the area. As immigrant workers moved in, they built durable homes that reflected the 1920s and ‘30s architectural style on the south side. Many of these homes are the stately brick bungalows that continue to give the neighborhood its classic, vintage charm to this day.

By the 1970s, many of the immigrant railroad workers who had built up Longwood Manor had lived out their lifespan. With the demographics of the south side changing as a whole and the majority of the original European settlers gone, many African-American families moved into the neighborhood. Today, Longwood Manor’s ties to its working-class history remain evident in its traditional architecture, however changes in the neighborhood’s makeup and commercial industries have welcomed it into the 21st century.

Dream Town Knows Longwood Manor

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

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The Sights of Longwood Manor

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Schools In The Longwood Manor Area

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

School Type Grade Rating

Barnard Elementary Comp Math & Science Center

10354 S Charles St - public

Preschool - Middle PK-8

Kipling Elementary School

9351 South Lowe Ave - public

Elementary - Middle K-8

Mount Vernon Elementary School

10540 South Morgan St - public

Preschool - Middle PK-8

Southeast Elementary School

9800 South Francisco Ave - public

Elementary K-6

St Helena Of The Cross

10115 South Parnell Avenue - private

Preschool - Middle PK-8

St Ethelreda School

8734 South Paulina Street - private

Preschool - Middle PK-8

Resurrection Lutheran School

9349 South Wentworth Avenue - private

Preschool - Elementary PK-6

Evangelical Christian School

9130 South Vincennes Avenue - private

Preschool - Middle PK-8

Ridge Academy

2501 West 103rd Street - private

Elementary - Middle 1-8

CICS Longwood

1309 W. 95th Street - charter

Elementary - High 3-12

Tabernacle Christian Academy

1233 West 109th Place - private

Preschool - Middle PK-8

Kingdom Connection Academy

Po Box 201755 - private

Preschool - High PK-12

Stevens Academy Of Life

1169 West 106th Street - private

Preschool - High PK-12

L L Performing Arts Academy

843 West 103rd Street - private

Preschool - Middle PK-8

Cook Elementary School

8150 South Bishop St - public

Preschool - Middle PK-8

Morgan Park High School

1744 West Pryor Ave - public

Middle - High 7-12

Ryder Elementary Math & Sci Spec School

8716 South Wallace St - public

Preschool - Middle PK-8

Jackson M Elementary School

917 West 88th St - public

Preschool - Middle PK-8

Evergreen Park High School

9901 South Kedzie Ave - public

High 9-12

Lolly-Pop Nursery School & Kindergarten

9308 South Ashland Avenue - private

Elementary K

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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