Penny Jackson

About Penny

Penny Jackson is a Sandestin resort specialist with Scenic Sotheby's International Realty, a Resort and Second-Home Property Specialist (RSPS) and Pricing Strategy Advisor (PSA), both certified by the National Association of Realtors. Having lived inside Sandestin for over 20 years and worked within the resort for nearly three decades, she offers unmatched knowledge of all neighborhoods, HOA structures, rental restrictions, and investment dynamics across the resort. Some people discover the Emerald Coast on vacation and never quite forget it. For Penny, that story began in the late 1990s when she and her husband traveled from Birmingham to Sandestin for work conferences. What started as a professional obligation quickly became something more personal. Nearly three decades later, they still call the area home. A graduate of Auburn University with a degree in hotel and restaurant management, Penny built the foundation of her career in hospitality before transitioning into real estate. In 1999, she joined Sandestin Golf and Beach Resort, where she worked across rental management, operations, development coordination, and ultimately group sales, serving as director of group sales for the resort. That role gave her an unusually deep understanding of the Emerald Coast's communities, neighborhoods, homeowners associations, and evolving resort lifestyle long before she officially entered real estate. At the same time, Penny and her husband were developing spec homes throughout WaterColor and neighboring 30A communities, giving her firsthand experience in construction, planning, design, and the details that transform a house into a home. By the time she launched her real estate career, she was already deeply connected to the area — not only geographically, but personally and professionally. Today, Penny brings that layered perspective to every client relationship. Her background in hospitality shaped her approach to service, while her years inside resort operations gave her a practical understanding of how communities truly function beyond the listing description. With knowledge of all 72 Sandestin neighborhoods, their HOA structures, rental policies, and lifestyle distinctions, she offers a depth of local expertise that most agents simply cannot match. She believes the most valuable information often lives outside the marketing photos: HOA structures, lifestyle nuances, rental dynamics, and the subtle differences between neighborhoods that only longtime locals tend to understand. Known for her warmth, attentiveness, and certified pricing expertise, Penny works closely with buyers and sellers throughout Sandestin, Miramar Beach, Destin, and along 30A. She has a particular connection with empty nesters and families navigating a new chapter in life, as well as vacation rental investors seeking properties that balance financial performance with genuine personal enjoyment. Her experience in resort rental management allows her to offer insights that extend beyond aesthetics and square footage to how a property can function as both an investment and a place to build memories. Outside of real estate, Penny is past president of the Children's Volunteer Health Network and a previous board member of Food for Thought. She and her husband recently celebrated 30 years of marriage and are proud parents of two sons, both of whom attended Florida Atlantic University. A devoted Auburn football fan, she also loves cooking Mediterranean-inspired meals, discovering locally owned restaurants, and planning her eventual trip to Antarctica — the final continent on her travel list. For Penny, home has always meant more than ownership. It is the place where people gather, recharge, celebrate milestones, and create the memories that shape a life. Helping clients find that feeling — and guiding them through the process with care, clarity, and certified expertise — remains the part of the work she values most.

about 1 month ago

Working with Penny Jackson has once again been an outstanding experience

Working with Penny Jackson has once again been an outstanding experience. She recently helped us navigate a quick two-week closing, worked seamlessly around the renters’ schedule, coordinated repair quotes, and kept every moving part on track. Everything was handled efficiently and professionally, just as she always does.This is the second home we’ve either purchased or sold with Penny, and every time she proves why we keep coming back. Her expert knowledge, professionalism, and deep understanding of the area are truly unmatched. She anticipates challenges before they arise, communicates clearly, and makes the entire process feel effortless.If you’re looking to buy or sell, Penny Jackson is the realtor you absolutely want in your corner — simply awesome.

about 1 month ago

Relocating out of state can be stressful, but working with Penny Jackson made the entire experience

Relocating out of state can be stressful, but working with Penny Jackson made the entire experience smooth and enjoyable from start to finish. We recently purchased a home while living in another state, and her professionalism, communication, and dedication gave us complete confidence throughout the process.Penny went above and beyond to help us find the right home, answer our countless questions, and guide us through every step with patience and expertise. She was responsive, knowledgeable about the market, and truly had our best interests in mind at all times.Buying a home remotely requires a high level of trust, and we are incredibly grateful to have had someone so dependable and supportive representing us. We couldn’t be happier with our new home and highly recommend Penny to anyone looking to buy or sell a home — especially if you’re relocating from out of state!

4 months ago

We cannot say enough amazing things about our experience selling our home with Penny Jackson!

We cannot say enough amazing things about our experience selling our home with Penny Jackson! From day one, she was professional, knowledgeable, and completely dedicated to getting us the best possible outcome. Her understanding of the market, strategic pricing, and thoughtful marketing plan made all the difference. Our home was presented beautifully, attracted strong interest right away, and ultimately sold quickly and for a great price. The entire process felt seamless thanks to her and her team's clear communication, attention to detail, and proactive approach. What truly sets Penny apart is her genuine care for her clients. She was always available to answer questions, calm nerves, and provide expert guidance at every step. We always felt like a top priority. Selling a home can be stressful, but with Penny, it was smooth and organized. If you’re looking for a realtor who is professional, responsive, strategic, and truly invested in your success, we wholeheartedly recommend her! We are beyond grateful and wouldn’t hesitate to work with her again! The Gilbert's

almost 2 years ago

Penny Jackson was outstanding in all areas of helping me purchase my beach condo

Penny Jackson was outstanding in all areas of helping me purchase my beach condo. She answered all my questions, returned my calls, and was professional in all areas of the purchase process of my beach condo. Thanks Penny...She really is a trooper who goes the extra mile.

Penny's properties

Penny has 10 properties for sale and sold 7 properties in the last 12 months, showing 4, sorted by most recent activity