
Southwest Florida Golf Communities
Deidre McClain
Tribe then Hut · Tee to Sea
Accolades
- $175M+
- Sold Since 2019
- 21
- 2025 Transaction Sides
- $1.34M
- 2025 Average Sale Price
- Top 1.5%
- Of Agents Nationwide
2025 figures and national ranking as verified by RealTrends.

Meet Deidre
Deidre specializes in Naples golf. She understands that in Naples, choosing a home often means choosing an entire lifestyle. 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.
Learn MoreDeidre's Home Community
Olde Cypress
Deidre lives, plays and works in Olde Cypress: about 550 homes on 540 gated acres around a P.B. Dye course in North Naples. Every owner is a social member of the club, golf is optional, and the clubhouse has just come through a $16 million renovation.
- 550
- Homes on 540 Acres
- 18
- Holes by P.B. Dye
- $16M
- Clubhouse Renovation

Testimonials
Deidre was simply amazing. Her knowledge of the Southwest Florida / Naples golf communities was outstanding. She was able to expertly help us find, navigate and purchase the home of our dreams in the middle of a frenzied real estate market. She was easy to reach and well connected with her peers allowing us to quickly get the necessary information needed to make a purchase decision. In addition, she always made us feel like we were the only client making herself available whenever we had questions. I would highly recommend anyone looking to purchase property in a golf community to work with Deidre.
Deidre EXCEEDED all expectations, selling our home IN TWO DAYS at a great price! She is professional, pleasant, responsive, and knowledgeable.
Deidre is an amazing realtor. We were looking for a golf community that had certain characteristics and she knew them all!! Her response time was about 30 seconds...not only a great realtor but a really fun person to deal with. We would highly recommend her...as a matter of fact, we already have!!
Deidre McClain is the best! I have purchased two properties, and sold one, all with Deidre's professional guidance. All transactions were smooth and easy. I highly recommend.
Deidre knows Naples! She was great at helping us narrow in on what type of community we wanted to live in and at finding the homes that were the best value in them. Realtors that we worked with previously tried to push us into the communities that they specialized in but Deidre knew all the communities from Marco to North Naples and found us lots of good options. She is an absolute pleasure to work with and we could not be happier with the community and home we are in!
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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.











