Oregon

Alternative 55+ Communities in Oregon

No one wakes up wishing they’d spent more time doing yard work or budgeting for expensive household repairs. Instead they wonder why they waited as long as they did to downsize to a more carefree lifestyle. Whether you have your eye on Portland, Eugene, Bend, or Salem, retiring in Oregon with Upside puts you in control of what comes next.

Tax Benefits of Retiring in Oregon

Another enticing reason for retiring in Oregon? Your Social Security retirement benefits are exempt from state income tax. And while you will pay taxes on other accounts like a 401(k) or an IRA, there’s no state sales tax and property taxes often trend lower than the national average.

Senior Living in Oregon with a Twist

Upside members pick their new homes from a large, hand-curated selection of unique apartments in great neighborhoods. They come in all shapes and sizes so it’s easy to find one that works for you. Membership also includes a personal Upside Manager who is always there to help connect you with the community resources that matter most. Check out a quick overview of retiring in Oregon in one of these Beaver State cities:

Portland, or “the City of Roses,” is known as a patchwork of unique neighborhoods dispersed throughout six distinct “quadrants.” (Yes, that’s a little confusing.) But all you need to know about senior living in Portland as a member of Upside, is that you can spend as much time as you want exploring these quirky neighborhoods.

At the southern end of the Willamette Valley lies Eugene, Oregon. This renaissance city has a “track record” of excellence – from the Market District and Downtown Eugene, to Whitaker and Oakway. No seriously. Eugene, OR is also known as TrackTown USA because it attracts elite athletes from all over who especially love running these streets.

Bend is a city founded upon world-class recreation. From whitewater rafting on the mighty Deschutes River to hiking and biking along the city’s miles upon miles of pristine trails, it’s easy to understand why outdoor enthusiasts fall in love with the thought of retiring in Bend, Oregon.

Salem is a friendly and well-kept city with access to parks, panoramic scenic vistas, nationally recognized vineyards, and more. So much more, in fact, that Salem is sometimes referred to as “the most Oregon part of Oregon.” That makes Salem a great choice for anyone in love with the idea of retiring in the Pacific Northwest.

No matter which part of the state you’re considering, retiring in Oregon as an Upside member means you get the whole experience – not a restrictive daily schedule. With us, your days are your own, and life is yours to enjoy on your own terms. With no hidden fees, no surprises, and flexible options, this is anything but your typical senior living in Oregon.

All of the Care, None of the Stigma

With Upside+ Powered by TheKey, seniors live in their own apartment in a luxury building, not a sterile facility. But they still have access to support and living assistance from certified on-site care professionals. It’s the perfect solution for seniors who want care and community without the stigma or cost of senior living facilities—and with much more flexibility.

Forget Ordinary. Retiring in Oregon with Upside is Extraordinary!

Traditional 55+ communities in Oregon simply don’t compare to retiring with Upside. With us, senior living in Oregon has nothing to do with rigid daily schedules or bland apartments. It’s about empowering adults to live the next chapter of their lives to the fullest. Factor in Oregon’s renowned attractions and you’ll find yourself with a whole new outlook on life.

Been thinking about 55+ communities near Portland, Bend, Eugene, or Salem? The Upside way of life is exclusively for people like you who aren’t ready to “settle down.” Before choosing your next home, check out our apartments and learn more about becoming an Upside member.

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