Gulf-front luxury home along 30A in South Walton County at golden hour

30A · WaterSound · South Walton

Luxury real estate along Florida's most considered coast.

Eleven years guiding buyers and sellers across 30A, WaterSound, and South Walton — Gulf-front homes, second residences, and quietly held investment property from Destin to Rosemary Beach.

Direct(205) 253-5410
Debbie Wooley, luxury 30A, WaterSound, and Destin real estate advisor in South Walton County

Debbie Wooley · Broker / Owner

30A Luxury Advisor

Considered guidance across 30A, WaterSound, and the Emerald Coast.

Debbie Wooley is a Luxury Real Estate Specialist serving 30A, WaterSound, Destin, and South Walton County along Florida's Emerald Coast. As Broker/Owner of Wooley Luxury Properties, Debbie specializes in Gulf-front homes, luxury coastal real estate, new construction, second homes, investment property, and short-term rental opportunities throughout the Destin–30A corridor.

With a background in healthcare, medical sales, and medical device entrepreneurship, Debbie brings a uniquely strategic and data-driven approach to luxury real estate. Her experience in negotiation, marketing, and high-level business operations allows her to guide buyers and sellers through complex real estate decisions with clarity and confidence.

Debbie works directly with every client, providing a boutique, concierge-level experience from initial strategy through closing. She is known for helping buyers navigate the nuances of 30A's micro-markets, including beach access, HOA structure, rental restrictions, investment potential, and long-term property value.

Whether clients are searching for a Gulf-front estate in WaterSound, a luxury condo along 30A, a second home in Rosemary Beach, or a new construction opportunity in South Walton County, Debbie offers thoughtful guidance rooted in local expertise and real market knowledge.

As of December 2025, Debbie has closed more than $127 million in sales volume as a single agent, with much of her business driven by repeat clients, referrals, and buyers seeking trusted guidance in the 30A and Destin luxury real estate market.


$127M+
Career Sales
35 Yrs
Real Estate Investment Experience
2023
BestAgents.us Top Agent
11+
Years Serving the Destin–30A Market

Recent Work

What clients say after the keys change hands.

"Debbie knew every block we were considering — what had sold, what was coming, and which streets held value. She steered us clear of two homes and into the second residence that's been right."
Verified Buyer — Relocation, WaterSound
"Quiet, precise negotiation. We listed at the number she advised and closed above ask in nine days — a textbook Gulf Coast luxury sale."
Verified Seller — Rosemary Beach (Investment Property)
"Eleven emails, two FaceTimes, one site visit and we had keys. The most calm and competent remote purchase I've been part of."
Verified Buyer — Remote Purchase, Alys Beach
"She treats your money like her own. The pricing analysis and rental-income view were thorough, and there were no surprises at closing."
Verified Seller — Second Home, Seacrest Beach

Affordability

A quiet calculator for coastal property.

Get a sense of monthly principal and interest at today's rates. For second-home or investment-property financing along 30A and the Emerald Coast, we'll connect you with a trusted local lender.

Estimates only. Contact a lender for exact figures.


Estimated Monthly

$8,849

Loan Amount
$1,400,000
Down Payment
$350,000
Gulf-front white sand and dune grasses along 30A in South Walton County

Begin the conversation

Begin your move along 30A and the Emerald Coast.

A short call is the easiest way to start — quiet guidance on WaterSound, Destin-to-Rosemary Beach, and the wider Gulf Coast luxury market.