Bend, Oregon

Farewell Bend

Looklyloo Score: 90

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Old Bend/Downtown

Young Professionals

Old Bend is the heart of the city, in large part due to the great restaurants, bars, breweries and community events that happen throughout the year. It’s also home to Drake Park and Mirror Pond, the riverfront park where locals hang out on weekends. Old Bend has some of the most beautiful historic homes in the city as well as apartments and condos for those not ready to take the homeowner plunge.

  • Old Bend
  • Downtown

Century West


For families that are looking to focus on outdoor recreation, Century West is a perfect neighborhood. Homes are being built here at a rapid pace which makes sense given the access to kayaking on the Deschutes river, close proximity to skiing, snowboarding or mountain biking at Mt. Bachelor. Orchard District is another good option if you are looking for green space but are just as concerned with being close to downtown Bend, demand great schools, but also want great homes and tree-lined streets.

  • Century West
  • Orchard District
  • Old Farm District

Regency Village/Downtown


Bend pulls in retirees for a combination of reasons. The weather is pretty temperate. The prices are better than the coastal cities, and the recreation and health options for seniors are amazing. There are plenty of beautiful neighborhoods that have both young professionals and retirees, like Old Bend. And wonderful retirement residencies including Regency Village, Aspen Ridge and Fox Hollow, that all look and feel more like ski lodges and ski communities than typical retirement facilities. These facilities are located in neighborhoods like Old Mill District or Downtown and so walking to restaurants and shopping is simple.

  • Old Bend
  • Regency Village
  • Aspen Ridge
  • Fox Hollow