Mt. Greenwood is on the southwest side of Chicago, not far from the Loop. It is bordered by Morgan and Beverly Park, as well as Evergreen Park. Greenwood is home to many of Chicago's union workers, firefighters, and police officers. Most of the people who live in this community are employed in either education or public administration. This area was settled by German and Dutch farmers in the middle of the 19th century, and has been known for having a large Irish population since then.
This is a primarily residential neighborhood, with businesses and restaurants clustered along W. 111th Street. There are not many amenities for your dog within Mount Greenwood, but a short drive to the west will bring you to a range of animal supply shops and grooming salons including Beverly's Dog Grooming Salon and Furry Friends Dog Grooming. Despite the small amount of travel you'll have to do, it may be worth it to give your pup a nice spa day.
This is a primarily flat neighborhood, with long straight blocks and attractive single-family homes that are set a good distance back from the sidewalk behind grassy lawns that are rarely fenced. Plenty of tall trees and a big grassy divider between sidewalk and road make this a great neighborhood to walk your dog on a loose leash or enjoy bicycling, especially as traffic is generally not heavy.
Most of the walk throughout Mount Greenwood is consistent, with the same sorts of streets throughout, but Mount Greenwood Park offers some variety with paved paths around sports fields and through forested areas. While there is no fenced area to let your dog off-leash here, this is a good place to run around on a leash or play a game of ball.
For more varied walking, you will have a short drive to Stoney Creek where a smattering of parks and natural area around the creek will give you and your pup a more exciting walk.
Mount Greenwood is home to Mount Greenwood Park which is relatively large for a regional park. Several attractive paths run beneath mature tree cover and give you and your dog a chance to enjoy a little bit of nature.
McKiernan Park is another good little regional park to enjoy with your dog. For more extensive natural exploration, you can drive north towards the Dan Ryan Woods and the several acres of forested terrain there, or you can bike down to the river where you will find more parks as well as a nature trail most of the way.
Your dog will love the opportunity to walk on a natural dirt trail like the Cal-Sag trail after being accustomed to walking on neighborhood streets. The environment varies between heavy tree cover to grassy areas and the riverbank is left natural for most of the distance, so this is a very pleasant and natural walk for you and your pup.