About Us
Originally founded in 1937, R.W. Caldwell Realtors® and Insurers is Gulfport's oldest business.
Still locally owned and operated by the same family, we have built our reputation over the years on awesome customer service and a wide array of excellent options.
Whether you’re in Gulfport, Pasadena, South Pasadena, St. Petersburg including downtown, Kenneth City, Pinellas Park, Kenwood, Harshaw, Woodlawn, Park Street, Jungle Prada, Maximo, Broadwater, Lakewood, Pinellas Point, Isla del Sol, Tierra Verde or the Gulf Beaches including Pass-a-Grille, St. Pete Beach, Treasure Island, Madeira Beach, Redington Beach, North Redington Beach, Redington Shores, Indian Shores, Indian Rocks Beach and Belleair Beach, we’ll work hard for you.
Please give us a call. We’re here to help! Thank you.

A family business since 1937
Left to right: Rob & Jody Caldwell Sepúlveda, Poul & April Caldwell Hornsleth & Desi Caldwell McCarthy. Sarah Caldwell Sepúlveda, is sitting on her Chi Chi's shoulders.
Meet the Team

Realtor & Property Manager
Jody Caldwell Sepúlveda
Raised in a “real estate family”, Jody has always been surrounded by all aspects of the business. After attending the Fay and Northfield Mt. Hermon Preparatory schools in Massachusetts, Jody headed to New York to attend and then graduate from Columbia University. It is there that she began her career in Real Estate at Sotheby’s International Real Estate. After 10 years in the big apple, Jody moved back to her hometown of Gulfport, earned her Real Estate License and came to work at the family business.
Jody wears many hats in the office. She is responsible for the financial facets of all three divisions in the office, is the Property Manager overseeing all aspects of the Property Management division including Owner relations, leases and marketing and isan active Realtor for the office working with both buyers and sellers.

Tenant Services Coordinator
Lori Pinnock-Walker
Lori is responsible for
- Physical management of the properties
- After hour emergencies
- 3rd party vendor management
- Tenant screening and leases
- Move-in and move-out process

Property Services Coordinator
Rose Harnen
Rose works with owners and tenants to
- Manage all incoming payments and statement charges
- Complete monthly owner reporting
- Manage income/expense records
- Oversee Vacation Rentals


Receptionists
Dawna Morgan & Karen Bell
Dawna and Karen are responsible for:
- Assisting with rental process by scheduling all viewing
- Greeting potential / current tenants and provides assistance with questions