Skip to Content

Dream Town Realty


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.

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.

The Sights of Longwood Manor

Want More Chicago Photos?

Follow Us On Instagram

Schools In The Longwood Manor Area

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

20 schools in area
School Type Level Grade(s) 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

Tabernacle Christian Academy

1233 West 109th Place

Private Preschool - Middle PK-8

CICS Longwood

1309 W. 95th Street

Charter Elementary - High 3-12

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

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

Cook Elementary School

8150 South Bishop 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

Surrounding Neighborhoods

Neighbor Photo