Penny Jackson is a Sandestin resort specialist with Scenic Sotheby's International Realty and one of the most experienced agents working inside Sandestin Golf and Beach Resort on the Emerald Coast of Northwest Florida. Having lived within the resort for over 20 years and worked there for nearly three decades, she brings a depth of local knowledge that no newcomer to the market can replicate.
Certified as a Resort and Second-Home Property Specialist by the National Association of REALTORS, Penny specializes in helping vacation rental investors, empty nesters, and second-home buyers find the right property across Sandestin's 72 unique neighborhoods — each with its own HOA structure, rental policies, lifestyle character, and price dynamics. She also serves buyers and sellers throughout Miramar Beach, Destin, and 30A.
What sets Penny apart is not just her tenure — it is what she did during those years. She served as Director of Group Sales at Sandestin Golf and Beach Resort, giving her an insider's understanding of how resort communities function at an operational level. She developed spec homes in WaterColor and neighboring 30A communities alongside her husband, building firsthand knowledge of construction, design, and what makes a property perform. And she served on the board of directors of a Sandestin condominium association, giving her a ground-level understanding of HOA governance, reserve funds, and association regulations that directly impact buyers and investors.
For vacation rental investors, Penny offers insights that go well beyond the listing sheet. She understands short-term rental regulations by neighborhood, seasonal rental performance, and how to evaluate a property as both a financial asset and a personal retreat. For retirees and second-home buyers navigating a major life transition, she brings patience, clarity, and the kind of honest guidance that comes from genuinely knowing a place — not just selling it.
Penny's clients return. They refer their friends and family. Many have completed multiple transactions with her across different life stages. That repeat and referral business is not a marketing claim — it is the foundation her practice is built on. She currently holds a 5-star rating across 37 client reviews on Zillow.
Her approach is personal and one-on-one rather than high-volume. She believes the most valuable information in any real estate decision lives outside the marketing photos — in the HOA documents, the rental history, the neighborhood nuances, and the lifestyle details that only someone who has truly lived the Sandestin experience can explain.
Penny is a graduate of Auburn University and a proud Emerald Coast local. She and her husband recently celebrated 30 years of marriage and are parents of two sons. When she is not working, she is cooking Mediterranean food, exploring locally owned restaurants, cheering on Auburn football, or planning her final continent — Antarctica.
To connect with Penny, call 850-797-4897 or email penny@scenicsir.com.
Home Types:
Condo, Townhouse, House
Years of Experience:
13
Education:
B.S. Auburn University
