Architecture

Looked this up on the Landmark Society's website, and they were super-accurate in their depictions.
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My House (built 1890):

Queen Anne (1870s-1890s)

The Queen Anne style is characterized by a rambling floor plan, asymmetrical design, an eclectic mixture of materials, and an informal atmosphere. Distinctive traits include the combined use of brick or stone with shingles and clapboard, decorative exterior woodwork, steep gables, large and elaborate chimneys, round towers and turrets, bays, porches, and stained-glass windows.

Modest single-story versions of the Queen Anne style are sometimes referred to as Victorian cottages or Princess Annes. You'll find wonderful examples of the Queen Anne style in the Park Avenue area, the Prince-Alexander-Champeney-Kenilworth (P.A.C.K.) neighborhood, the 19th Ward, and also in the South Wedge.

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My Parents' House (built 1924):

American Foursquare (1900-1920s)

Built to offer the most house for the least amount of money, there may never have been a more popular or practical house than the American Foursquare. Typical features of the Foursquare are a boxy, two-story body, hipped roofs, dormers, front porches, and deep overhangs. Most decorative features were saved for the front porch which could reflect either Colonial Revival details or Bungalow elements. A front-gabled version of the Foursquare is often found in the same neighborhoods or adjacent to the hipped-roof version. These houses usually feature the same or similar floor plans and like the Foursquare, have few architectural details except on the front porch. You don't have to look hard to find numerous examples; try the 19th Ward, Beechwood, and the Culver/Merchants neighborhood.