Guide to Real Estate Selling in Sun Valley

In   2007 Cheryl Concannon left Sotheby's International Realty to join Windermere Real Estate, which was founded by John W. Jacobi in 1972. Windermere is a privately held company and is the largest regional real estate company is the Western U.S.

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In 1989, the company created the Windermere Foundation to support low-income and homeless children and families throughout its footprint. A portion of every commission on a real estate transaction is donated directly to the Foundation in addition to other fundraisers held at office, regional, or company-wide events, including an annual Community Service Day.

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In 2010, Windermere created Windermere Solutions, a web platform for agents.  Windermere Solutions rebranded as MoxiWorks in 2014 and began operating independently of Windermere Real Estate. In 2015, Windermere partnered with Porch.com to integrate their data with MoxiWorks.

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On March 12, 2013, Windermere announced that it would add drive times to and from work as an attribute of new home buying.  According to INRIX, Windermere is the first real estate company to offer this feature. On August 9, 2013 Windermere added Search by Drive Time as a new home buyer feature to its website.

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In 2016, Windermere Real Estate entered a three-year agreement to be the "Official Real Estate Company of the Seattle Seahawks". In November 2016, Windermere launched the "W" Collection, a luxury rsidential real estate brand for houses priced over $3 million. The "W" Collection was an extension of the company's Premier Properties program as a subsidiary. In 2018, Windermere Real Estate acquired a 50 percent stake in West Coast Commercial Realty, a Seattle-based commercial real estate firm.

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Geoff P. Wood, the son-in-law of founder John Jacobi, became president of the Windermere Real Estate Company in 1999. He was promoted to CEO in 2003 and became co-president in 2007.  Jill Jacobi Wood, daughter of John Jacobi, was appointed President of Windermere Real Estate Company in 2003. In 2009, OB Jacobi, John Jacobi's son, was appointed co-president.  As of 2007, John Jacobi served as Chairman of the board for Windermere Real Estate Company after ceasing participation in day-to-day operations.

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In 2017, Windermere appointed its first COO, Brooks Burton.