Median Single-Family Price: $168,800
A longtime fave for city employees, Enderis Park is great for those who crave the community feel of the suburbs but still want to be in close proximity to Downtown. This enclave is loaded with affordable four-bedroom Tudors and bungalows, so close to Tosa it’s across the street. Geographic boundaries lie between Center and Burleigh streets and Lisbon Avenue. There's an active neighborhood association that runs a Christmas-decorating contest and other events, including “summer concerts that bring out hundreds of neighbors who bring picnic suppers to the park to enjoy the music and have a wonderful evening,” says Jean Henning of RE/MAX Realty 100's Greenfield office. Families with kids, listen up: “There’s a great variety of schools – public, Lutheran and Catholic – all within walking distance,” says Henning.