Meet Jaclyn Oakland, 

Jaclyn Oakland

Your Bend Oregon Real Estate Expert

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portraitJaclyn
Realtor®

Jaclyn Oakland

With over 15 years in the real estate industry and 6 years as a licensed Realtor in Bend, I bring a 360° perspective to every transaction. Over 190+ closed sales and $200M+ in closed volume means I am experienced and knowledgeable with all aspects of your sale and allows me to anticipate potential challenges before they arise and keep every detail moving smoothly toward closing. My job is to ensure every step of the process is seamless. Whether looking to Buy, Sell, or Invest in Central Oregon Real Estate, rest assured that my experience and dedication to each and every client allows me to anticipate challenges before they happen and guide you through the details with confidence.

What sets me apart is not just my professional expertise but the values I bring to my work. I believe that real estate is about more than contracts and closings. It is about people, relationships, and helping clients achieve their goals in one of life’s most important milestones. My clients know me for my attention to detail, strong communication, and commitment to being available whenever they need me.

Living and working in Bend allows me to combine my love for this community with my professional skills. I know the neighborhoods, the market trends, and the lifestyle that makes Central Oregon so special. Whether you are relocating, investing, buying your first home, or preparing to sell, I provide personalized guidance tailored to your unique needs.

I also take pride in staying connected long after the keys change hands. Many of my clients become friends, and I enjoy being a trusted resource for contractors, lenders, designers, and local services that make settling into a home easier.

At the heart of my business is a simple promise: to treat every client with honesty, respect, and care. Real estate can feel complicated, but with the right partner, it can also be rewarding and even fun. I am honored to be that partner for so many families in Bend, and I look forward to being that partner for you. 

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

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