Jennifer Cosgrove O'Leary

Broker/Owner Greenwich Bay Brokers

Greenwich Bay Brokers

Jennifer O'Leary (Cosgrove) | Certified Divorce Real Estate Expert™ | 401-269-6015

About Jennifer Cosgrove O'Leary

Jennifer Cosgrove is a top-producing Realtor® in the state of Rhode Island and the Co-Owner/Broker of Greenwich Bay Brokers. She prides herself on her excellent reputation and the personal service she gives buyers and sellers. Jennifer leverages her years of interior design experience to provide guidance on the critical aesthetic elements of the home buying and selling process.

Her sellers are thrilled with her proven marketing plan and extraordinary track record and her buyers appreciate her savvy negotiation skills. Her integrity, professionalism, and work ethic are key components to earning the high level of trust that her clients place in her. Whether you are buying or selling your home, Jennifer’s high professional standard and commitment to service will make it a successful and rewarding experience.


Dr. Jennifer Cosgrove O’Leary holds the designation of Certified Divorce Real Estate Expert (CDRE). A CDRE is an expert in the field of family law who is specifically trained to support the real estate needs in a case. Guided by experience, training, and the CDRE Code of Ethics, the effectiveness of CDREs is felt throughout the system: Conflict is mitigated, Judicial economy is promoted, Lawyers are prepared and informed and Clients are represented by a trained neutral.

Dr. O’Leary is Rhode Island’s first and only Certified Divorce Real Estate Expert handling the sale of real property in Family Law Cases. Her training is specific to work with those going through a divorce by managing and guiding sellers through the process in a non-bias, neutral way. She is one of the top two-percent of real estate agents in the U.S. designated a Certified Residential Specialist the highest credential awarded to residential sales agents, managers and brokers.

In addition, Dr. O’Leary holds the designations of Accredited Buyer’s Representative, Seller Representative Specialist, Pricing Strategy Advisor and Senior Real Estate Specialist. At Greenwich Bay Brokers, Dr. O’Leary is a Co-Owner and Broker. She holds a Doctoral Degree in Educational Leadership from the University of Bridgeport, a Master of Science Degree in Management from Rensselaer Polytechnic Institute and focuses her practice on residential real estate purchases and sales.

Dr. O’Leary also has the ability to provide support with Title Documents (legal descriptions, deeds and property profiles), Price Opinions (sight-unseen and full reports supported by expert testimony), Real Estate Legal Challenges (foreclosures, equity buyout, liens, and creative settlement structures) and Listing Services using a model that is unique to divorce cases, with an emphasis on neutrality, confidentiality and navigating through conflict.


  • Realtor® - Member of the National Association of Realtors®
  • Member of the Kent Washington Association of Realtors®
  • CRS- Certified Residential Specialist
  • ABR- Accredited Buyer’s Representative
  • SRS- Seller Representative Specialist
  • PSA- Pricing Strategy Advisor
  • SRES – Senior Real Estate Specialist
  • Member Engagement Committee Member – RE Business Institute

Latest Blog Posts

Deferring the Sale In Divorce

The chances of a real property buyout in divorce cases has become less possible now than it has since the market crash of 2008, thanks to interest rate hikes coupled with high home values. In fact,

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Credit Reports as a Discovery Tool

Credit reports are an often underutilized tool in family law cases, yet there are a few compelling reasons to make them a part of your process — especially early on during discovery.Credit

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Wasting the House in Divorce

Deciding whether or not a waste claim exists — and should be awarded — is certainly an argument for legal professionals to make and for the Court to decide. But if we’re defining

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Mastering the Sale: Rhode Island Real Estate Tips for Sellers

Mastering the Sale: Rhode Island Real Estate Tips for Sellers Selling your home in Rhode Island can be a rewarding venture when approached with the right strategies and insights. To ensure a

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