Meet Our Brokers


Rocky Webb

Principal Broker & Founder

Rocky Webb, Principal Broker & founder, started Columbia River Properties in 1980 after being licensed broker in Oregon for several years. Born & raised in Agriculture communities of Wasco & Sherman Counties he has a great depth of knowledge of the area, people, business community & farming & ranching. He & his wife, Jana, owned & operated a Livestock & Equipment Auction Company under Auction Sales Co. in The Dalles for over 40 years. In 2006 their daughter, Ellie, joined Columbia River Properties as a broker. They enjoy working together & have built a successful & trusted Real Estate Firm.

Striving to be the best real estate team, not the biggest is our goal. By combining knowledge, experience & professional service guiding our clients to reach their Real Estate objective is our purpose.

  • 541-296-1026
  • Columbia River Properties 747 West 2nd Street The Dalles, OR 97058


Ellie Webb

Oregon Broker

Ellie Webb-Timinsky has deep roots in the community. She grew up in the real estate and auction businesses actively involved in both family business, Columbia River Properties & Auction Sales Co. She also has interests in the family farming business giving her extensive knowledge of farming and ranching practices in the Northwest.

Ellie joined her father at Columbia River Properties as a broker in 2006. The last 15 years she has conducted residential, rural residential, farm & ranch transactions. Ellie has experience with land use & planning issues in the area.  Ellie knows the real estate market is forever changing and will be the first to tell you that what worked even 1 year ago may not necessarily be today’s formula for success. That is why, as the industry becomes more sophisticated and challenging, you need a professional who has extensive knowledge of the area to help you navigate today’s current & ever-changing real estate environment.

When not selling real estate, Ellie can be found spending time with her family or involved supporting youth and education activities such as the Jerry DePriest Fund Board & Ranger Pride Education Fountation Borad or in her role as a 4H leader.

  • 541-993-4696
  • Columbia River Properties 747 West 2nd Street The Dalles, OR 97058


Montana MacLeod

Oregon Broker

Montana is a Gorge native having grown up in Dufur. Her sales career began at age 10 when she and her younger sister opened a lemonade stand outside their childhood home. Montana really enjoys working with people & the challenge of the ever-changing Real Estate Market.

Keeping her clients informed throughout the transaction process and helping them meet their goals is Montana’s goal!

Montana Real Estate Sales experience include helping clients either selling or buying homes in town & rural residential areas. After receiving her Brokers license in 2019 Montana has mentored side by side with Realtor Jim Wilcox, a 33-year veteran of the real estate business. An invaluable opportunity for her to absorb all his experience & guidance. She has become a confident experienced broker guiding clients through their real estate transactions!

  • 541-980-0064
  • Columbia River Properties 747 West 2nd Street The Dalles, OR 97058


Jim Wilcox

Real Estate Consultant

Jim a successful licensed Realtor for over 33 years retired in November of 2021. His sales experience included residences, farms, commercial, bare land and multi family. During his career he served as President of his Local Realtor Association, Oregon State Realtor Director and Oregon Realtors Committee Chair. He was awarded the Distinguished Service award by both the Local and State Organizations. He served on various City, County and State task forces and committees. Jim was elected to The Dalles City Council where he served for 6 years, 2 ½ as Mayor. In 2019 Jim was named The Dalles Man of The Year. He is currently serving on the Columbia Gorge Regional Airport Commission. Although retired from real estate sales he continues to consult at Columbia River Properties on a limited basis. Retirement priorities include: Family/Grandchildren, Church, Lions Club, Rifle & Pistol Club, Northern Oregon Motorcycle & ATV Club.

  • (541) 296-1026 (Columbia River Properties Office)
  • Columbia River Properties 747 West 2nd Street The Dalles, OR 97058