Why Choose Windermere Van Vleet & Associates?

"Top notch agents choose us because We put people before profit and relationships before transactions".

1. Locally Family-Owned & Operated Since 1955

Proudly led by the Zupan family—now in its third generation—with deep roots and a strong reputation throughout Southern Oregon.

2. Leadership That Leads by Teaching

Weekly workshops and classes are led by owners John and Devin Zupan, Marketing & Real Estate Technologies Specialist Tara Jacobi, and our outstanding team of Managing Principal Brokers—covering everything from contracts, industry changes, and best practices to personality-based selling, branding, and marketing strategies.

3. We’re Built on Relationships, Not Transactions

At Windermere Van Vleet & Associates, success is measured in people, not just production. Our culture prioritizes trust, collaboration, and care. Agents here thrive without high-pressure quotas or toxic competition.

4. You’re Not a Number—You’re Family

With over 100 brokers across four offices, we offer the strength of a large network with the feel of a close-knit team.

5. Tools & Technology That Work for You

Access a full Windermere Suite of powerful tools, including:

    • Cloze CRM, MoxiPresent (CMA), Testimonial Tree, MyWindermere (AVM), Windermere University, TrendGraphix, and the Windermere Search App
    • Marketing platforms like Maxa, Canva, and Meta Ad Campaigns, AdWerx
    • Moxi Websites a customizable agent-branded website, fully integrated with Oregon Data Share (SOMLS) and RMLS

6. Lead-Generating Opportunities

We offer programs designed to connect you with qualified buyers and sellers, helping you grow your business. This includes Invitation-only opportunities such as our Southern Oregon's largest Zillow Premier Agent Flex Team, which pairs select agents with motivated leads for maximum results.

7. In-House Marketing, Branding & Technology Support

Tara Jacobi, our Marketing & Technology Specialist, helps you shine while navigating the digital world with confidence. She’ll equip you with the tools to move your business forward—and look great doing it.

8. Deep Community Connections

With offices in Medford, Ashland, Jacksonville, and Eagle Point, as well as a satellite presence on the Southern Oregon Coast and Grants Pass, we’re deeply embedded in the communities we serve.

9. A Trusted National Brand That Opens Doors

Windermere is one of the largest real estate firms in the Northwest, with 300+ offices and over 6,500 brokers. Our local legacy and name recognition has held credibility from day one.

10. Continuing Education Credit at No Cost

At Windermere Van Vleet continuing education won’t cost you a dime. In addition to free in-person classes, Windermere University offers high-quality, on-demand continuing education through The CE Shop.

11. Mentorship Program

Whether you’re just starting your real estate journey or looking for extra guidance to reach the next level, our mentorship program provides the accountability, coaching, peer support, and tools you need to grow your business with confidence.

12. Windermere Coaching for Agents

Windermere ProDev Coaching, led by Michael Fanning, Agents enjoy free access to weekly Windermere Path Coaching webinars, the Windermere Coaching Minute and Ask a Coach podcasts for quick, actionable tips. To take your business to the next level  paid coaching programs offer the chance to work more closely with Michael and his coaching team in a group or one-on-one calls.