Meet Jaclyn Oakland,
Your Bend Oregon Real Estate Expert
Find your dream home with our powerful property search tool!

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






Is it a good time to sell?
Let me provide you with a personalized, in-person valuation report. You'll receive an accurate, detailed analysis of your property's value, including insights into market trends and potential opportunities for improvement.
Find It All, Right Here in Central Oregon
From luxury homes in Bend to 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.
Seeking Expert Advice?
Have questions about the market, need help with paperwork, or want a tour of your potential new neighborhood, I'm just a click away. Let me make your real estate journey smooth and stress-free!
Free Buyer's Guide
Get a personalized tip, insider advice, and all the guidance you need to confidently navigate the home-buying process. I’m here to help you make an informed decision and find the perfect home with ease.












