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On the Gulf Group

Broker Associate
Cell: 239-877-2190
Office: 239-877-2190
NAR Designations: e-PRO
Spoken Languages: English, Polish
Meet the Team



Jaroslaw “Jerry” Osinski.

With almost 24 years of experience, Jerry has become a consistent leader with a reputation for tenaciously protecting his customers’ interests. Customers choose Jerry for his ethical standards, experience and expertise. Jerry’s extensive knowledge of the Southwest Florida market is unparalleled.  

Jerry started his real estate career in 1995 in northern New Jersey with a large independent brokerage, Coccia Realty. He quickly became a top producer within the organization and community. Jerry received his New Jersey broker’s license in 1999, his bachelor’s degree in accounting from New Jersey City University in 2003 and his Florida broker’s license in 2004.

His Garden State experience was only the beginning of his larger scale success in the Naples, Florida area.

On January 1st, 2005 Jerry founded Weichert Realtors, On The Gulf with offices in Naples and Fort Myers and led his team until May 2018. His company quickly became one of the top real estate companies within Weichert Realtors as well as in Southwest Florida. Jerry’s leadership led the company through a very competitive and challenging market in Southwest Florida. His company was exposed to 3 major hurricanes and the worst real estate market in U.S. history. Against all odds, these disasters strengthened his company under his leadership and brought his team closer together. On May 8th, 2018 Jerry and his 100+ associates merged with the Florida Realty division of the most recognized real estate brand worldwide, Berkshire Hathaway HomeServices.

Jerry epitomizes integrity, energy, hard work, and professional service in every detail of your real estate transaction. Jerry always says that we are reaching out to higher horizons and always strives to provide our customers with the most innovative tools and systems in combination with priceless professional experience that is second to none.

Adrienne Osinski


With over 14 years of real estate experience, Adrienne is excited to take the next step in her real estate career. Originally hailing from Upper Sandusky, Ohio, Adrienne moved to the Southwest Florida area in 1985 and has resided here ever since.

Adrienne received her real estate license in 2005 and has built upon her experience immensely. Through thousands of hours of training in the field of sales and marketing, she has refined her craft thereby making her stand out among her peers in the field.

Well recognized among her peers, she is an active member of the National Association of Realtors, the Florida Association of Realtors and the Naples Area Board of Realtors.

She is married to Jerry Osinski and together they have 5 children: Sara, Alex, Isabella, Giavanna, Vittoria and their beloved English bulldog Matzaball!

She is excited to work alongside Jerry to provide you with the highest quality real estate transaction and to put you, the customer, first in every step along the home buying process.