Jennifer Reddington is the Co-Founder of the Georgio Reddington Team and a licensed Global Real Estate Advisor specializing in the luxury residential markets of Lower Westchester County and Greenwich, Connecticut. Together with her team, Jennifer has participated in more than $600 million in sales and has earned recognition among the top real estate professionals in New York and nationwide. The Georgio Reddington Team is proud to be recognized as the #1 Rye real estate team (2025–2026) and the #1 small team in Westchester County (2026).
Originally from North Carolina, Jennifer graduated from the University of North Carolina at Chapel Hill before beginning her career as an attorney. Her legal background provides clients with a distinct advantage, bringing strategic negotiation, thoughtful advocacy, and careful attention to detail throughout every transaction.
Today, Jennifer lives in Rye with her husband and their two young children. With family roots spanning generations in Rye and Westchester, she offers clients not only extensive market expertise but also a genuine appreciation for the communities she represents. Whether advising families relocating to the area or longtime residents making their next move, Jennifer understands that buying or selling a home is one of life’s most significant decisions.
Known for her discretion, responsiveness, and unwavering commitment to her clients, Jennifer believes exceptional service begins with listening. She takes the time to understand each client’s goals, providing honest guidance, thoughtful strategy, and a seamless experience from beginning to end. Her business is built on lasting relationships, trust, and delivering results that consistently exceed expectations.
I’m a local mortgage lender in the Westchester County New York market and pride myself with the honor of working with some of the best producing and most respectable real estate agents in the area. Led by Chelsea Georgio and Jennifer Reddington, the Georgio Reddington Team at Compass are just that. I have the honor of seeing them in action first hand and eager to report that they are always available and extremely knowledgeable about the local real estate market. Their home buyers are treated like family and enjoy around the clock service. If you have the opportunity to work with this team, you will be highly satisfied.
Jennifer Reddington and the Compass team provided us with exceptional care during our search for a new home and during the process of selling our own. Jennifer was fantastic during the negotiation process, and she helped us to find the home of our dreams! We are very happy and would recommend Jennifer and the Compass team to any of our friends and family.
Jennifer was so incredible while helping us to find our forever home. She searched with us for three years and stuck by us the whole time. She never pushed us into anything that didn't feel right and was available for all our questions 24/7. Jennifer is extremely knowledgable about her town, surrounding towns, as well as the market as a whole. She took time to get to know our family and our needs to make sure she was always suggesting something that would be the best fit. I would work again with Jennifer in a heartbeat!
We worked with Jennifer for almost a year as first time home buyers from NYC. We quickly realized how invaluable having Jennifer as our agent was— she is extremely knowledgeable on the ins and outs of the competitive lower Westchester real estate market. Her guidance, patience, professionalism and perseverance made the first time home-buying process as stress-free as possible. She was available anytime to discuss our questions and concerns. We feel so lucky to have had her as our agent and give her all of the credit in securing our dream home in Larchmont. We cannot recommend her enough!
Jennifer’s knowledge and expertise helped us sell our home and rent another The experience was seamless!
Both our first-time home purchase in 2018 and first-time home sale in 2023 were great experiences with Jennifer’s help! Jennifer is super attentive and knowledgeable. We loved our home, and it fit our needs perfectly for the time we needed. When it came time to sell, Jennifer cut no corners to get us the best deal possible. Everything went according to plan, and we were very happy with the outcome. We recommend Jennifer to all our friends!
As a buyer looking for a new home in the suburbs, I was intimidated by this competitive market. Bidding wars, paying significantly over asking, and waiving contingencies seemed scary, but Jennifer was able to break it all down for my wife and I and made the process feel manageable. She explained every part of the process to us in detail and provided us with a step by step strategy for how we could be successful. She also had significant market knowledge as to the value of properties and expected increase in value over the years. Her knowledge and expertise were invaluable throughout this process and we highly recommend her.
My family and I recently relocated from North Carolina to New York. Jennifer and her team were extremely helpful in providing the necessary guidance and knowledge to make this move successful. Jennifer worked tirelessly to ensure we found a home within our tight time frame. She proactively informed us of properties even before they hit the market and was willing to video and FaceTime tour us through properties when we weren’t able to fly up to see them in person. Jennifer is the agent you want on your side. I was able to worry about all of the other details involved with our move confidently knowing that she had our new home taken care of. Jennifer is an expert in her field and I can’t recommend her enough.
As someone looking to invest in the local Rye market, I was extremely impressed by the knowledge and expertise of Jennifer and her team. Jennifer proactively researched opportunities while never losing sight of my goals and ideal timeframe. Jennifer and her team worked tirelessly to ensure I secured the right opportunity. She is well versed in the nuances of the local market and more importantly a savvy negotiator which served to secure me a competitive purchase price.
Jennifer is the absolute best. She is organized, responsive, and intelligent. She knows the ins and outs of the real estate world. As first time home owners, she guided us through the process and made us feel like we were her only clients. Once we purchased our home, she didn’t stop working—she helped us connect with people in our new community and gave us countless recommendations and tips. Jennifer helped us find our dream home and we will be forever grateful. If you are in search of a truly remarkable broker, look no further! She’s the best in Westchester.
My husband and I recently relocated from California to New York due to my husband’s job transfer. Chelsea and Jennifer were extremely diligent about providing us guidance to navigate this cross country move. Their team has created curated materials for the communities they serve which allowed us to get oriented from afar. They were also excellent at providing us with virtual tours and filming properties that came on the market so that we could be prepared to get on a plane when we saw a property we liked. This market moves extremely fast and Jennifer and Chelsea were always one step ahead. They know the inventory that is coming to market and have excellent relationships with other brokers in this community. It was very clear when we saw houses with them that the listing agents respected them as colleagues and in turn we felt good knowing that our advocate was well received. They always made sure to run the draft offers by us and we were very impressed with how much time and effort they spent crafting our bid. We would not have been able to do this without them.
Jennifer was such a joy to work with when we bought our first home. She took the time to explain how the process worked, knew a ton about the area and was just so patient and kind throughout. She has great connections and was more than happy to make introductions to other people involved in the home buying process. Jennifer was so much more than just a realtor, she really fought for us and was by our side every step of the way. Can not recommend her enough!
Jennifer represented us on the purchase of our home and was extremely knowledgeable and strategic. Without her expertise and plan, I am not confident we would have been successful in our bid. She was patient throughout the process and we never felt pressured to act or do anything we weren’t entirely comfortable with. She is a true professional and we feel lucky to have had her representation. We will not hesitate to work with her again in the future.
Jen provides a level of care that is not only rare, it’s necessary for the markets she is in. She is extremely persistent, knowledgable, and personable, and her law degree is icing on the cake. I would recommend her wholeheartedly as an agent.
Jennifer Reddington was fantastic to work with on the purchase of our first home. She was professional, extremely knowledgeable about the area and accommodating. Highly recommend.
Great experience working with Jennifer and Chelsea at Compass! They were quick to understand our needs, critical in navigating the negotiation & close process, and knowledgeable in referring vendors in the area! Highly recommend.
We appreciate Jennifer and Chelsea for selling our house in the timeframe and at the price point we were looking for. While there were some moments of disagreement and stress navigating this challenging process, they handled it with grace and understanding.
Selling our house with Jennifer Reddington was an outstanding experience from start to finish! Her deep knowledge of the market and spot-on advice about the listing price generated incredible interest, resulting in multiple offers and a fantastic over-asking final sale price. Jennifer provided excellent guidance and support during the pre-listing phase, including connecting us with trusted vendors who helped get the house market-ready. Her communication skills are second to none—always responsive, patient, and happy to answer any and all questions. Throughout the process, she made us feel like her top priority, blending professionalism with a warm and personable approach. Jennifer turned what is a stressful process into a smooth and manageable experience. We couldn’t have asked for a better partner in selling our home. If you're looking for a real estate expert who is highly knowledgeable, hardworking, resourceful, and truly pleasant to work with, I can’t recommend Jennifer highly enough!
Jennifer and her team go above and beyond, they are truly the best agents we have ever worked with (and we’ve moved a lot!). Jennifer knows the market incredibly well, is articulate and thoughtful in all of her communications. We have recommended the Georgio Reddington Team to many friends and family members who have also been very impressed!
Jennifer is fabulous! Everything relative to preparing, listing, and selling our home was handled professionally with grace and good humor. Her prompt communications made for clarity and provided the timely assurances we needed throughout the process. Thank you, Jennifer, and the entire Georgio Reddington Team!
We worked with Jennifer on both the purchase of a new home, and the sale of our prior home. Jennifer is a true advisor, and helped us through every step of the process from initial discussions, neighborhood identification, thoughts on properties and was deeply involved in negotiation of the transaction. Jennifer's knowledge is unparalleled, both of the market itself, and how to get the best outcome in a transaction. She was with us every step of the way, and her broader team is fantastic. You are in great hands with Jennifer and the GR team. Absolute full-service advisors, could not imagine working with anyone else.
Jen was fantastic as we searched for an apartment. Although this was hardly a high priced purchase she was with us at every step offering her extraordinary insight and guiding us to an acquisition that fit all of our needs. I cannot recommend her more highly. One of a kind.
I cannot recommend Jennifer highly enough! From our very first conversation while I was still in Chicago, I knew I had found the right person to guide us. In just 15 minutes, she provided valuable insights I hadn't considered and thoughtfully challenged some of my assumptions - it was the most natural connection I had after speaking with several agents. Jennifer went above and beyond throughout our entire home search. Not only did she help us find the perfect home, but she also helped our family of five get our footing in a completely new city. I asked all sorts of random questions along the way, and she always came back with perspectives that were genuinely useful. What sets Jennifer apart is her expertise, responsiveness, and authentic care for clients. She clearly loves what she does, and it shows in every interaction. If you're looking for an agent who will truly support you through one of life's most important decisions, Jennifer is the one to call. We're so grateful for all the help and couldn't be happier with our new home!
We found Jennifer through an open house and asked her to represent us in our home search. From the start, she took the time to truly understand our needs, priorities, and budget, and guided us with clarity and confidence through what felt like a chaotic and unforgiving market. With her support, we successfully purchased our first home, and the process felt far more manageable because of her expertise and steady guidance. Even after closing, Jennifer has remained incredibly helpful and responsive as we navigate our new living situation!
Jennifer Reddington was amazing!! We recently bought our first house through her and had the best experience. She is so quick to respond to any and all questions and is very knowledgeable when it comes to the area. Highly recommend her!!
Jennifer is best-of-the-best and was absolutely wonderful to work with! Would highly recommend her and her team to anyone interested in Rye or the area. For first time home buyers in a very challenging buyers market, she had her "finger on the pulse" on how to navigate very competitive bids to be successful. She was an absolute joy to interact with, extremely personable, very professional, and very helpful for anyone new to the area. Thank you Jennifer!!