The island green on the 12th hole at Olde Cypress at dusk, seen from the air

Tribe then Hut · Tee to Sea

Meet Deidre

Deidre McClain brings a distinctive combination of business experience, market knowledge, and analytical thinking to Naples real estate. With more than $175 million in real estate sold since 2019 and recognition by RealTrends Verified among the top 1.5% of agents nationwide, she has built her business around diligent research, thoughtful guidance, and a commitment to helping clients make confident decisions.

Deidre specializes in Naples golf. She understands that in Naples, choosing a home often means choosing an entire lifestyle. With her input, buyers discover they have options of living on the water and joining a private golf course, or buying in a golf community that is bundled or has initiation fees.

A “research hound,” she takes the time to understand the nuances of each community, including its lifestyle, amenities, membership structure, fees, carrying costs, and property values. Her affinity for numbers and market data allows her to help buyers evaluate not only where they want to live, but the financial considerations behind their decision. For sellers, she brings the same analytical approach to positioning, pricing, and marketing their property.

Her philosophy can be summed up in three words: “Tribe Then Hut.” Deidre believes the first step is listening intently to her buyers’ goals, then introducing them to communities with the lifestyle where they may be happiest. She will then hunt for the right home within it, whether it is on the market or not. From “Tee to Sea,” whether her clients envision life on the golf course, near the Gulf, or somewhere in between, she digs into the details and negotiates strategically to help her clients find the right fit. She makes what could be an overwhelming process fun and exciting.

Before entering real estate, Deidre built a successful career in Manhattan spanning sales, marketing, and television commercial production. She received corporate management and marketing training with Dun & Bradstreet Corporation and earned recognition for her performance in sales. She also spent more than two decades in leadership positions with philanthropic organizations, foundations, community organizations, and golf club boards, experiences that helped shape her approach to listening, communication, negotiation, and problem solving.

After working in Manhattan, Deidre and her family made their home in Connecticut. Deidre and her husband Tom discovered Naples over a dozen years ago. They now escape to Cape Cod for time with family in summer.

A Broker Associate, Deidre has been Certified International Property Specialist (CIPS) and holds the Graduate, REALTOR® Institute (GRI) designation. She remains committed to continuing education, technology, and staying at the forefront of an evolving real estate market.

Achievements

  • More than $175 million in real estate sold since 2019
  • Nationally ranked and verified by RealTrends, in the top 1.5% of agents nationwide
  • #1 single agent for 2024 and #3 for 2025 at her previous brokerage
  • Diamond Circle of Excellence in 2021, 2022, 2023, 2024 and 2025 at her previous brokerage
  • Rookie of the Year and Top Producer in her first year

Designations

Broker Associate
Licensed Florida real estate broker, working as an associate
GRI
Graduate, REALTOR® Institute
CIPS
Certified International Property Specialist

And while her maiden name is Mulligan, Deidre believes mulligans are best saved for golf, non-tournament play of course. Her goal is to do the research, understand the numbers, and help her clients find their own happy place in Southwest Florida, with confidence that they got it right the first time.

Deidre Mulligan McClain

Testimonials

Deidre McClain was my realtor. She was superior in every facet of my buying experience from the beginning of my search to the closing walk-through. She was informed, responsive, professional and always acted with my interests in mind. I wouldn't work with anyone else. Thank you Deidre!!

— Tracey Morgan
A fairway and lake at Olde Cypress from the air, with homes along the far bank

Work With Deidre

From “Tee to Sea,” whether her clients envision life on the golf course, near the Gulf, or somewhere in between, she listens intently to buyer goals and then digs into the details and negotiates strategically to help her clients find the right fit. She makes what could be an overwhelming process fun and exciting.

Not all golf communities are alike. Membership structures, initiation fees, annual dues, number of homes, golf access, course design, amenities, location and lifestyle can vary considerably. Deidre explains that each community in Naples, golf or otherwise, is like a different town up north within the same county. Deidre helps buyers compare these differences so they can find the Naples community that fits the way they want to live—not simply the home they want to purchase. Deidre listens intently to each buyer to understand their goals and then develops her marching orders to make them attainable.

Whether you’re considering buying your first Naples golf community home, looking for a place closer to the beach, exploring club memberships or preparing to sell your home, I am happy to listen to your needs and share what I know about Naples real estate.

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