Deb Halsey

Deb Halsey

Licensed Real Estate Broker


Connecticut Magazine -
5 Star Agent Award ( 2010, 2017, 2018, 2019, 2020, 2022)


Buyer's Agent, Listing Agent, Short-Sale, Staging, Negotiating, Short Sale & Foreclosure Certified, E-PRO®

Languages: English Spanish

Licensed Broker in Connecticut & New York


Westbrook College -
Business Administration
Johnson State College -


James Buchanan’s Wheatland -
Greenwich Association of Realtors® -
Committee Member
CT Challenge, Inc -

Client Testimonials

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"I have worked with Deb on several real estate transactions here in Greenwich. She was able to get a property I owned sold in April of 2020, when the pandemic had the entire nation paralyzed with fear. This year she negotiated the sale of another property seamlessly and found the perfect property for me to buy which met all of my needs. The day after I purchased this property, Zillow raised their appraised value by $65,000. Above all else, at all times Deb was always looking out for my best interests. I greatly appreciate all of her hard work and dedication to exceeding my expectations." - Ernie D.

"Deb was energetic, intelligent, personable and full of new ideas to help present my home sale to prospective buyers. She was good on follow-up, and a pleasure to work with - I highly recommend Deb." - Tom

"Deb Halsey is a fantastic realtor! She went the extra mile to help me Find the best house possible for my family. Deb was Flexible ,available , And up to date with regards to the market. Best of all, always had a Pleasant demeanor and smile on her face." - Geri

"Deb is always available to answer any questions etc. A very creative approach to showing my apt. and a very cheerful and helpful agent. I will highly recommend her to anyone who is really interested in selling a home. "

"Deb is amazing to work with. She is very responsive, extremely knowledgable, and the most honest and trustworthy agent I know in the Greenwich area. She took the time to understand my wants and needs. Despite the Greenwich market being a bit difficult and very demanding in my price range, Deb was always on top of things. I would highly recommend her to anyone."

"Incredible Expertise! Deb is so hard working and professional at a level that I had never seen or experienced before, and I have relocated with the assistance of realtors ten times! Deb has tremendous integrity not only in the real estate world but also as a person who has become a valued friend. Deb went above and beyond for me in every aspect of finding and purchasing our home in Greenwich. It was such a pleasure to work with Deb I recommend her to everybody."

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About Deb
Deb is an award winning and top producing agent, licensed since 2010. Her focus markets are in Greenwich, Old Greenwich, Riverside, and Cos Cob. She's also successfully closed on properties in Fairfield, Stamford, South Salem, Ridgefield and Wilton.

Deb's marketing skills go beyond the same tired formulas. She creates beautiful digital pieces that hone in on what makes the property unique, showcasing the property to its utmost advantage. Digital marketing and advertising are more important than ever before, and this is where Deb excels.

When listing a property, providing the market information in order to price the property for the best result is a strength. From the comparative analysis to price positioning, including marketing strategy and expectations for market time and end results - communication is key.

No matter if it is a first time home buyer or a seasoned investor. Deb will find the right property. Knowing the market by investing time attending broker open houses, and constantly looking at sales, trends, and prices is the basis for providing quality advice to her clients. With an appreciation that selling or buying a property often involves a client's single largest asset, Deb tailors each transaction with a nuanced approach for the individual client, their property, and/or search.

More than 20 years of sales management experience for global companies such as Giorgio Armani, Paul Smith, Beretta, and Fila - was attributable to Deb gaining solid business acumen and the ability to work well with people. When Deb is not helping sellers and buyers with real estate, she enjoys cycling, golfing, gardening, archery, and shooting - the great outdoors. Married to a Greenwich native, Deb has loved living in Greenwich since 2001.