Leo Pond is a full-service real estate advisor with Four Seasons Sotheby’s International Realty, representing clients across Rutland County and the Killington region with a focus on residential, land, and commercial assets. With a background in investment strategy and a deep understanding of local submarkets, Leo delivers data-backed guidance through every stage of the real estate cycle, from site acquisition, comparative market analysis, and pricing strategy, to contract structuring and closing coordination.

Known for integrating technology, automation, and AI into his advisory model, Leo helps clients capitalize on market opportunities through smarter marketing, optimized deal flow, and strategic positioning. Whether assisting with highest and best use scenarios, repositioning underutilized land, navigating seller-financed deals, or executing value-add investments, Leo provides clients with clarity, agility, and a competitive edge in a fast-moving market.

When you work with Leo, you're not just hiring a realtor, you're gaining a real estate strategist, negotiator, and local advocate dedicated to maximizing your ROI and protecting your bottom line.