TARA OLSON
Tara Olson, Naples real estate investment advisor

About Tara

Broker. Appraiser. Investor. Ironman.

25 years inside the Naples market—as the agent, the appraiser, the investor, the project manager, and the seller. Buyers, sellers, first-time homeowners, seasoned investors—Tara makes it all happen. She doesn't theorize about real estate. She executes it.

The story.

Tara built her career the hard way—starting as a licensed appraiser, learning to read a property by its bones before its paint. That foundation became her edge: she sees value where others see cosmetics.

Over 25 years she's listed and sold across every tier of the Naples market—Old Naples cottages, Pelican Bay high-rises, Port Royal estates, and ground-up new construction in Aqualane Shores. She's also flipped, redeveloped, and project-managed some of her own deals, including a single redevelopment that produced $1.3M in profit on a $2.5M basis.

"Tool Time Tara" isn't a marketing line—she actually does the staging, the design direction, and the curb-appeal calls personally, often on her own dime, when a listing needs to move.

Outside the deal, she trains for Ironman. The same discipline shows up at the closing table.

Credentials.

Licensed Florida Real Estate Broker
Active in Naples / Collier County for 25+ years.
Certified Real Estate Appraiser
Trained to underwrite ARV from the dirt up.
Active Real Estate Investor
Personal portfolio of redevelopment, flip, and STR assets.
Ironman Athlete
Long-course triathlon discipline applied to every deal.

Consult Before You Commit

Schedule a Real Estate Strategy Consultation

A 60-minute private session to evaluate land value, renovation feasibility, build comparison, market ceiling pricing, and risk—before you sign anything.

Book Consultation