Jaclyn Oakland Real Estate

Your Central Oregon Real Estate Expert

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    Meet Jaclyn Oakland

    As a Bend resident and experienced Realtor, I combine over 15 years in the industry with a proven track record of 190+ closed transactions and $200M+ in sales. I pride myself on delivering a seamless, personalized experience - whether you’re buying, selling, or investing in Central Oregon real estate.

    Why Choose Me
    My Services

    Expert Guidance, Every Step of the Way

    Your real estate experience should feel clear and rewarding. I provide guidance, updates, and support at every stage to keep the process smooth and stress-free.

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    PROPERTY VALUATION

    Hear What My Clients Have to Say

    "Jaclyn is a fantastic resource in real estate. She’s highly attentive, easy to reach, and makes you feel supported every step of the way. With her experience in both the Central Oregon and Washington markets and her strong network of professional connections, she helps take the stress out of the process — whether you’re dec
    "Working with Jaclyn was an exceptional experience from start to finish. She handled the sale of our company-owned home with professionalism, precision, and care. From the first meeting, Jaclyn impressed us with her clear communication, deep market knowledge, and strategic approach to pricing and presentation. She guided us
    "The full service realtor! Jaclyn has been fantastic. She covers all sorts of details and issues we had not even thought of, all with a positive demeanor. Very accessible and will talk over any topic, any time, for as long as we want. Full service!"
    "Relocating to Bend, Oregon was a big move, and we feel incredibly fortunate to have had Jaclyn Oakland by our side throughout the process. From our very first conversation, she demonstrated deep local knowledge, genuine care, and an unwavering commitment to helping us find the perfect home. Jaclyn took the time to understan
    "Jaclyn is amazing. Market knowledge and experience is the best in the business ! She worked so hard for me and always had my best interest in mind. Felt very comfortable and confident in her abilities and experience. She is my lifelong realtor hero. We have a few more deals to make before I retire. I would highly recommend
    "Jaclyn is a very hard worker and very attentive! She showed us everything available over many months and wanted to ensure we found what we were looking for. Great on values. We highly recommend her."
    Client Success Stories

    Discover Where You Belong

    Explore Bend’s Neighborhoods

    Discover the beauty and character of Bend through our interactive map. From peaceful riverfront communities to vibrant golf neighborhoods and mountain-view retreats, each area offers its own charm. Let my local expertise help you find the Bend community that feels like home.

    Discover Central Oregon

    From Bend’s vibrant neighborhoods to the peaceful retreats in Sisters, vibrant neighborhoods in Redmond, and recreational escapes in Sunriver, Central Oregon offers a lifestyle for everyone. Explore the communities below and discover the place that feels like home.

    EXPLORE CENTRAL OREGON

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    Years in the Real Estate Industry
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    Your Trusted Bend Real Estate Partner

    Real estate is about more than buying or selling a house. It’s about finding a place that fits your life and your dreams. Whether you’re putting down roots, starting a new chapter,  or investing in real property I’ll guide you through Bend’s market with honesty, care, and expert local insight.

    Work with Jaclyn