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Retiring Beyond the Golden State: A Boomer's Move from California to Oregon
2025-03-20

A prominent businessman named Jeremy Smith made a significant life decision in 2021 by selling his properties in California and relocating to Oregon. His choice was driven by the skyrocketing real estate prices and low mortgage rates that presented an ideal opportunity for profit. Smith and his spouse opted for a larger residence in Oregon, which offered nearly triple the living space at half the cost compared to their previous home in San Ramon, California. Although he cherishes memories of California, Smith now resides in a tranquil suburb near Portland, where he enjoys a lower cost of living and has found himself among a community predominantly consisting of fellow former Californians.

In early 2021, as housing demand surged across California, Jeremy Smith recognized an opportune moment to liquidate his assets. He started by selling his vacation property in South Lake Tahoe, purchased only six years prior for $540,000, which fetched a remarkable $1.2 million in cash. Encouraged by this success, Smith also sold his primary residence in the East Bay area, originally bought for $600,000 in 2010, commanding a sale price of $1.5 million. These transactions solidified his resolve to seek a more affordable living situation outside California's highly competitive real estate market.

Initially contemplating a move within Southern California, such as Malibu or Manhattan Beach, Smith ultimately chose Oregon due to its appealing affordability. With the encouragement of his wife, a native Oregonian, they settled on West Linn, a serene suburb just south of Portland. Here, they acquired a spacious home boasting almost three times the square footage of their previous abode, all for a mere $750,000. This substantial financial saving allowed them to reinvest significantly into the stock market while enjoying a more relaxed lifestyle.

Despite finding contentment in Oregon, Smith acknowledges missing aspects of California life, including its warm climate, ocean views, and proximity to family. Nevertheless, he appreciates the natural beauty surrounding him in Oregon, particularly the numerous rivers and Lake Oswego, where his wife indulges in kayaking with friends. Moreover, he revels in the vibrant food scene Portland offers and enjoys engaging conversations with neighbors who share similar backgrounds as transplanted Californians.

Jeremy Smith continues adapting to Oregon's unique cultural nuances, humorously noting the prevalence of beards and flannel shirts. Yet, amidst these adjustments, he treasures the camaraderie formed within his gated community, largely populated by other ex-Californians seeking affordable retirements. His daily activities include leisurely walks with his pets, socializing over meals with friends, and exchanging stories about California's charm with fellow residents. Through this transition, Smith exemplifies how strategic financial decisions can lead to fulfilling new chapters in life beyond one's original roots.

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