Darrin McCutcheon

Darrin McCutcheon

Real Estate Advisor

A Naples property owner since the early 2000s, Darrin McCutcheon is a golf aficionado and trusted Realtor® in the greater Naples area. He represents buyers, sellers, and investors in homes and condominiums throughout Lee and Collier Counties, with a focus on luxury properties in Greyhawk at Golf Club of the Everglades, Twin Eagles Club, and Quail Creek Country Club.
Darrin’s mission is centered on the client, not the sale. Connecting with clients, understanding their goals, and developing a plan to find their dream home or get the best return on their sale is the foundation on which he operates as a Realtor®. He works so that both sides of a transaction are fairly treated and come out feeling they have a deal they’re happy with. And as a former licensed insurance agent in several states (MD, D.C., VA, WV, and FL), Darrin not only has a proven background crunching numbers and advising clients utilizing raw data, but he has worked with people from many different walks of life and has been exposed to a diversity of surroundings, which is a testament to his flexibility and adaptability as a person and as a real estate advisor. He also served as the president of a large agent network in the D.C. area and has kept in touch with many of his former peers.
Darrin’s unique background is paired with the powerhouse Compass technology and service offering, further enhancing the real estate journey and elevating the experience of working with him. Specialized business analytics and tracking software streamline the often hassle-ridden buying or selling experience, freeing up time for him to focus on connecting more with clients, developing marketing plans, and closing deals. And with offerings like staging, renovations, and more than 100 other home improvement services through Compass Concierge, Darrin offers a hassle-free way to sell your home faster and for a higher price.
A golf enthusiast, he has lived in several golf clubs in Naples: The TwinEagles Club, Imperial Golf Estates, and Greyhawk at Golf Club of the Everglades (where he currently lives with his wife and Labrador). In addition to golfing, he used to be a professional archer, with many National-level victories.
We’ve been working with Denny for a few years. He is always looking out for his clients and going the extra mile. When I was in Florida and my husband was up north h...
Heidi V.

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