5 cool homes for sale in Pittsburgh, from a Downtown penthouse to a converted grocery store in Lawrenceville

You can’t beat Pittsburgh for its variety in architectural styles and truly cool homes of

You can’t beat Pittsburgh for its variety in architectural styles and truly cool homes of all sizes and designs.

Check out these five homes, three in repurposed buildings with unique architectural details and stunning views. Two others stand out for their design, one a periwinkle blue mid-century modern home, and the other a three-story condo with windows of many shapes.

156 S. 19th Street (unit 3) on the South Side. 

156 S. 19th St., unit 3, $499,000

Why it’s cool: Historic former St. Matthew’s Church


  • Neighborhood: South Side
  • Realtor: Kathy Wallace, Compass
  • Specs: 3 bedrooms, 2.5 baths, 1,779 square feet
  • Notable features: Check out the arched windows in several rooms, reminiscent of the building’s previous life as a church (1905-1992) for Pittsburgh’s Slovak immigrants and mill workers. The lofts also preserved features such as exposed brick, curved walls and high ceilings, while incorporating open layouts. This unit has a cool white palette and private deck.

106 Woodland Road in Fox Chapel.

106 Woodland Rd., $499,900

Why it’s cool: Mid-century modern nestled in the woods

  • Neighborhood: Fox Chapel
  • Realtor: Dawn Landis, Berkshire Hathaway
  • Specs: 3 bedrooms, 3.5 baths, 2,181 square feet
  • Notable features: A private road leads to this beautifully renovated home with features such as floor-to-ceiling windows, a master bedroom with two walk-in closets and a private deck, a living room with a beamed ceiling and wood-burning fireplace, and a three-season sunroom. The 1.2-acre lot has gorgeous mature gardens and several sitting areas. There’s a new 3-car detached garage.

4628 Hatfield Street in Lawrenceville.

4628 Hatfield St., $625,000

Why it’s cool: Converted grocery with an industrial vibe

  • Neighborhood: Lawrenceville
  • Realtor: Edward Krall, RE/MAX Select Realty
  • Specs: 2 bedrooms, 2.5 baths, 2,552 square feet
  • Notable features: This home is truly one of a kind, with its exposed brick and ductwork, wide plank walnut floors and locally fabricated metal stairs. Once a grocery store, the home has three levels of living, including a large studio and a uniquely designed kitchen. Bedrooms are located on the first and third floors, with living space in between. A courtyard and balcony take you outdoors.

219 Grandview Avenue (unit D) on Mount Washington.

219 Grandview Ave., Unit D, $1,850,000

Why it’s cool: Architectural details and city views that can’t be beat


  • Neighborhood: Mount Washington
  • Realtor: Kimberly Fulcher Lee, Berkshire Hathaway
  • Specs: 3 bedrooms, 3 baths, 2,500+ sq. ft.
  • Notable features: This gorgeous condo has views extending from Heinz Field to Schenley Park, and beyond. The architectural details make this home — including angled walls, stained-glass window and modern lighting fixtures that are artworks themselves. You also get a home office, a jacuzzi and fireplace in the master bedroom, an observation deck, and a lower-level game room with wet bar and a basketball hoop.

151 Fort Pitt Boulevard (apartment 1901) Downtown.

151 Fort Pitt Blvd., Apt. 1901, $2,655,000

Why it’s cool: Upscale penthouse with outdoor living

  • Neighborhood: Downtown
  • Realtor: Matt Swab, Piatt Sotheby’s International Realty
  • Specs: 4 bedrooms, 3.5 baths, 3,663 sq. ft.
  • Notable features: This is luxury: A living room with cherry flooring, a cathedral ceiling that opens to a loft and a double-sided fireplace. The spiral stairs add drama and frame a sitting room with a view of the Smithfield Street Bridge. The custom kitchen has lots of prep and storage space, and the media center includes a hidden projector screen. The outdoor patio is made for entertaining.

Looking for more distinctive homes for sale in Pittsburgh? Read Your move: 10 cool homes for sale in Pittsburgh, from a chic condo in the Strip to a log house in Robinson.


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