Real Estate Strategy and Advisement Built for Today’s Market.

Clear strategy and confident outcomes, guided by local insight and proven expertise.

Leo Pond is a full-service real estate advisor with Four Seasons Sotheby’s International Realty, working with buyers and sellers across Rutland County and the Killington region. He specializes in residential, land, and commercial properties, and guides clients through every step of the process—from pricing and market analysis to contract negotiation and closing.

With a background in investment strategy and a strong grasp of local markets, Leo uses data, technology, and smart marketing to help clients make informed decisions and stand out in competitive conditions. Whether it’s finding the right use for a piece of land, improving a property’s market position, or structuring a creative deal, his focus is always on clarity and results.

When you work with Leo, you’re not just hiring a realtor—you’re gaining a trusted advisor, skilled negotiator, and local advocate focused on protecting your interests and maximizing value.

Leo Pond has been featured in…

The word 'FOURTEEN' in large black letters on a black background.
Colorful peacock logo with the letters CNBC beneath it.
Realtor.com logo with red and black text

In The News

  • The average American homeowner lost $9,200 in home equity during the last year. It’s not a collapse but a ‘long-term market correction’

  • Gen Z Could Have One Less Problem When It Comes to Buying a Home

  • Millennials and Gen Zers are clamoring to break into the housing market. But this real estate expert says ‘not everyone should be an owner’

Contact Us

Interested in working together? Fill out some info and we will be in touch shortly. We can’t wait to hear from you!

A black and white circular logo for Concierge Auctions with a key in the center and the text 'Concierge Auctions' at the top and 'Silver Preferred Agent' at the bottom.