Real Estate in Key West

“Donna Pezzi is the best Realtor in the Keys, and Summerland Key is her middle name! Got my property sold, and was a perfect transaction!“

“We are puchasing a condo in Key West.
We had 1 conversation with Sean prior to our arrival to describe the criteria of what we were looking for.
Upon arrival, he showed us exactly what we wanted.
His knowledge of the area and no hard sell approach made for an enjoyable visit.
Highly recommend.“

“I recently bought a home with Bascom Grooms realty. I primarily worked with Meghan Davis. She and the whole team were excellent. They possess all the knowledge you need to buy a home here in the keys. The whole process was seamless and the easiest transaction I have ever experienced. I highly recommend.“

“Outstanding real estate agent! As an out of state buyer my wife and I had to make fast and informed decisions when buying in the Key West market. Tommy gave us the information and the confidence to make the right offer on the right house for us. He has a unique depth of experience in the market and knows so many people on the island. Buying never became a distraction to my work at home with Tommy on the job. He is extremely responsive and knows how to get a deal done. With countless referrals for us for lenders insurers attorneys and service people the purchase was a seamless process.Service went above and beyond, even helping manage deliveries from out of state. We will recommend Tommy to our friends and acquaintances for all real estate business in the Keys.“

“Raymond has been wonderful to work with - accessible, communicative and knowledgeable. We highly recommend Raymond and Truman & Co. Real Estate Services for their professionalism!“

“Karen was a delight to work with and answered all questions and concerns. we have had many properties over the years. If we are in the market again we would call karen“

“I knew Steve (Sherwood), and his presence shaped this business long before the island winds carried him on.
There was a steadiness in the way he worked — a kind of quiet integrity that felt woven into the walls.
When Darrin stepped in, he didn’t replace that energy; he continued it. He carries the same calm competence, the same grounded care, the same sense of responsibility to the people who walk through his door.
There is a lineage here — not just of real estate, but of trust.
Darrin honours what came before him while bringing his own clarity, warmth, and professionalism to every conversation.
Key West Luxury Real Estate remains in good hands. The story didn’t end with Steve. It simply found its next chapter“