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About Annie

Local Expertise. Lifelong
Connection to Central Oregon.

Central Oregon Real Estate Broker | Bend & Sunriver Specialist

Annie Wayland is a real estate broker serving Bend, Sunriver, and the surrounding Central Oregon communities. She is known for her strong market knowledge, proactive communication, and dedication to helping buyers and sellers navigate the Central Oregon real estate market with confidence.

With decades of personal connection to the region, Annie provides clients with insight into local neighborhoods, lifestyle communities, and investment opportunities throughout Bend, Sunriver, and South Deschutes County.

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Annie Experience
in Central Oregon

 

Annie’s connection to Central Oregon began in 1987 when her family purchased a home in Sunriver. Growing up spending time on Sunriver’s bike paths and golf courses gave her an early understanding of the lifestyle that draws people to the region.

 

After years of visiting the area, she became a full-time Oregon resident in 2003 and later built her career helping clients buy and sell homes throughout Bend and Sunriver.

Her deep familiarity with the region and expertise in Sunriver Oregon real estate allow her to guide buyers toward the right community, whether they are searching for:

  • A full-time residence

  • A vacation home in Sunriver

  • An investment property in Central Oregon

  • A luxury home in Bend

Why Clients Work With Annie

Clients often choose Annie because of her strategic approach to Bend Oregon real estate and her strong network throughout Central Oregon.

Key strengths include:

  • Local expertise in Bend and Sunriver real estate

  • Strong negotiation skills

  • Proactive communication throughout the transaction

  • A deep network of local professionals and resources

  • Personalized guidance for buyers and sellers

 

Her goal is to help clients make confident decisions as they navigate one of the most important investments of their lives.

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​Competitive Drive and
Professional Background

Before entering real estate, Annie was a nationally ranked tennis player at the University of Oregon. That competitive background continues to influence her approach to real estate negotiations and client advocacy.

She brings the same focus, discipline, and determination to every transaction, working to secure the best possible outcome for her clients.

Annie has also appeared as a host on American Dream TV, where she highlighted the lifestyle, outdoor recreation, and real estate opportunities throughout Central Oregon.

Through these experiences, she has helped showcase the unique character of communities like Bend and Sunriver, from riverfront living along the Deschutes to adventure in the Cascade Mountains.

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Frequently Asked Questions

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 Licensed Broker in the State of Oregon.

57100 Beaver Drive, Building 23, STE 140

Sunriver, OR 97707

Sotheby’s International Realty®️ and the Sotheby’s International Realty Logo are service marks licensed to Sotheby’s International Realty Affiliates LLC and used with permission. Cascade Hasson Sotheby’s International Realty fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Sotheby’s International Realty Affiliates LLC nor any of its affiliated companies. 
Copyright 2026

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