Meet the Team

Local Knowledge, Proven Experience, and an Innovative Approach.

Meet  Cory, Rikki, and Jeffrey—a powerhouse trio of Key West REALTORS® combining extensive real estate experience and deep local roots.

Cory and Jeffrey bring decades of expertise in navigating Key West’s unique real estate market, while Rikki, a Key West native, infuses the team with innovative real estate tech tools and a fresh perspective. Having all lived in Key West for many years, they share an intimate knowledge of the island’s neighborhoods, lifestyle, and market trends, making them an excellent choice for buying or selling your piece of paradise.

Designations and Affiliations:

Cory Held, Key West REALTOR®
Cory found Key West in a way that most of us did. On an island vacation getaway to Key West with her husband Paul, Cory was immediately drawn to the palm-filled tropical landscape and Conch style houses in the Southernmost city. The diverse and unique architectural styles of homes in Key West reminded her of the colorful buildings, luxurious estates and bohemian artwork she loved in the Caribbean islands. She felt at home instantly among the friendly locals, who seemed to have hailed from almost all over the world, bringing accents, traditions and customs with them. Cory was captivated by the close-knit Key West community. It wasn’t long before Cory and Paul found themselves thinking, “We should live in Key West”. The decision was made, and Cory’s love of the Key West island homes led her to become a Realtor shortly after they arrived.
About Cory Held– Did you know…?

It’s no accident that Cory is one of Key West’s leading Realtors. Cory worked as a fashion executive in the couture fashion industry of New York City. She was also one of the first female presidents of a Fortune 500 Division of Cluett Peabody, before moving to Key West in 1999. Artistic passion runs in the family – Cory’s husband Paul was the owner of the trendy Gildea Gallery on Southard Street just off Duval in downtown Key West.

Cory and Jeffrey Grosky have been close friends for a very long time. As a Realtor team they work together interchangeably with clients. It’s easy to understand why Cory refers to Jeffrey as her “daytime husband”!

For Jeffrey Grosky, a native of Forest Hills, New York, Key West has been a life-long love affair. Jeffrey had the good fortune to grow up visiting the island frequently with his family. He knew even as a child that he would one day make the Southernmost city his home. His real estate journey began with the acquisition of vacation properties on the island, and at age 46, Jeffrey retired to Key West, making his dream come true.

An outgoing extrovert and “people-person”, Jeffrey loves meeting newcomers and introducing them to the people and organizations that make up the Key West community. You’ll still hear that New York inflection in his sunny greeting.

About Jeffrey Grosky – Did you know…?

When you first meet Jeffrey, you’ll swear you’ve met him before. And it’s probably true – because Jeffrey loves to meet people. He’s been coming to Key West all of his life, and couldn’t wait to move here permanently when he retired at the young age of 46!

Jeffrey is always in attendance at Key West events and has a warm greeting and wonderful sense of humor to go with it. Originally from New York himself, Jeffrey loves the diversity of Key Westers. It’s easy to make friends in this melting pot of accents, careers, talents and interests. “It’s like New York City,” says Jeffrey, “but in a small town”.

Jeffrey Grosky, Key West REALTOR®
rikki-shea-gage-key-west-florida-realtor

Rikki Shea Gage

Rikki Shea Gage is no stranger to Key West and the island lifestyle. She was born and raised here in Key West and is a fourth generation Conch on her mother’s side, and a third generation on her father’s side. Rikki Shea graduated from Key West High School in 2017 and went directly into the workforce. Before getting her real estate license in late 2021, Rikki worked in a Real Estate Law Office where she initially discovered her interest in the closing process.

Taking a deeper dive into the real estate world, Preferred Properties Key West welcomed her into their Vacation Rental/Property Management department. Not long after that Cory and Jeffrey, fellow Realtors with Preferred Properties, recognized Rikki Shea’s potential and invited her to join their team. While she studied for her Real Estate exam, she shadowed Cory and Jeffrey and took over their social media accounts. Rikki has been an active realtor with the Key West Luxury Finders team for the last few years and is forever appreciative that Cory and Jeffrey welcomed her with open arms and have been incredible role models for her. When Rikki Shea isn’t working as a realtor, she may be modeling for a local resort or clothing store. Or teaching hot Pilates/Barre classes. She enjoys quality time with family and friends and is a huge animal lover at heart.

Success Stories

What Our Clients Have to Say

Of course, we sell many beautiful properties and our statistics speak for themselves. But it’s not what’s most important – our customers’ satisfaction is always our top priority. See what it really means to buy or sell with us.