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Longwood Manor Real Estate and Neighborhood Information

Get to know Longwood Manor

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 Real Estate

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.

For as little as $75,000, families can purchase a multi-unit place in the neighborhood, either a townhome or a condominium. Of course, if you want to live in one of the new condos that are going up on 95th Street (the border between Longwood Manor and Brainerd) you are looking at price tags in the low to mid $200,000s.


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