We analyze thousands of real estate agents in Lewisboro and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Information and statistics on the latest trends in the Lewisboro real estate market. *
Jul 1, 2026 - Sep 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Lewisboro’s rolling three-month snapshot through September 2026 shows inventory up from a year ago, with active listings rising about 15 percent to 82 and months of supply nearly doubling to 2.2. Even with more choices, contract activity is mixed, as homes sold are up slightly year over year while pending sales have slipped nearly 13 percent.
Prices are adjusting to this changing balance, with the typical home value down about 9 percent year over year in the rolling three-month view. List prices have edged only slightly lower than a year ago, and sellers are still seeing strength, as the average sale-to-list ratio sits just above 104 percent.
Competition dynamics tell a nuanced story in Lewisboro, with nearly 59 percent of recent sales closing above asking, up from last year. With median days on market holding around 26 days and the area still classified as a seller’s market, Agent Pronto can connect both buyers and sellers with an agent who understands these trends and can help them navigate their next move.
Lewisboro offers residents a close-knit community with scenic open spaces, excellent schools, and a balanced mix of rural charm and accessible cultural and recreational opportunities.
Lewisboro is a scenic, low density community in northern Westchester that offers easy access to Stamford, Connecticut and White Plains while preserving a relaxed, small town feel. With several hamlets including Cross River, Goldens Bridge, South Salem, Waccabuc, and Vista, it provides a range of residential options that still share the same school district and town services.
Daily life here is centered on nature and convenience. Residents enjoy miles of trails at Ward Pound Ridge Reservation and waterfront recreation at Lewisboro Town Park. The town library, Lewisboro Library, anchors community programs, while family activities are supported through Lewisboro Parks and Recreation. Local dining and shopping in nearby Katonah and Mount Kisco broaden options without sacrificing Lewisboro’s quieter pace.
For commuters, the Goldens Bridge station provides Metro-North service to Manhattan, and I 684 and the Saw Mill Parkway are within reach. Families value the Katonah-Lewisboro School District for its campuses and strong extracurricular offerings.
Whether you are upgrading, downsizing, or relocating from New York City, navigating Lewisboro’s lake communities, back roads, and school catchments can be complex. A locally informed agent helps you understand micro neighborhoods and pricing, reducing stress for both buyers and sellers. Agent Pronto connects you with that kind of expertise so your Lewisboro move feels manageable from start to finish.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Vesna was wonderful. She did an amazing job. She is a world class professional. No excuses just results. Long story short God bless me with her. She is simply a legend. Hands-down the best. My words could express how instrumental she was in selling my property. Thank you Vesna!”
“Trish was incredible to work with. As a first time homebuyer she made the process so easy and smooth from start to finish. Trish went above and beyond to show me several properties and was always accommodating of my tricky schedule. Trish also sent weekly updates by email with progress and next steps which took the stress out of the home buying process! Trish was super responsive morning noon and night. I highly recommend her for anybody looking to buy or sell!!!”
“I haven’t even purchased a home with Robert yet, and I can already say without hesitation that he has earned every one of these five stars. When I first started working with Robert, I wasn’t even entirely sure what my next chapter looked like. I went from considering renting, to buying a home, to exploring an income-producing property, and now to seriously considering building my dream home. Through every pivot - and there have been a few - Robert has never made me feel like I was wasting his time or needed to hurry up and make a decision. He has simply met me where I am, answered what feels like a thousand questions, educated me, encouraged me, and helped me think through what makes the most sense for my life and my future. And he has quite literally walked through homes with me and told me, flat out, “Do not buy this house.” That matters to me. Robert is not interested in simply selling me a home so he can collect a commission. He has been very clear that he does not want to be part of the worst financial decision I ever make. He wants to be part of the best one. That means he will point out what I may not see, tell me when something gives him pause, and steer me away from a property if he believes I would regret it later - even if that means we keep looking. I cannot overstate how much trust that builds in a relationship with a real estate agent. What also sets Robert apart for me is his commitment to veterans. Robert is an Army veteran himself, and his knowledge of VA benefits, VA home loans, and the resources available to veterans goes far beyond knowing how to complete a real estate transaction. He genuinely wants veterans to understand and receive the benefits they have earned. In my case, his knowledge of benefits 100% changed my life. During one of our conversations, Robert encouraged me to pursue a VA disability claim for an injury that occurred when I was in service. This wasn’t even something I knew was available to me. He helped me understand that these benefits existed for all veterans- not just those who were injured during deployment or combat. I never knew this as I got out in the early 90’s and this wasn’t explained to veterans then. I followed his advice, filed my claim, and ultimately received a VA disability rating that, without question, changed my life. There was no commission attached to that. No house sale.. Nothing in it for him other than knowing he was helping someone. He simply saw another veteran who might be entitled to benefits she had earned and took the time to point me in the right direction. I will never forget that. Robert is knowledgeable, patient, straightforward, and incredibly generous with his time and expertise. He’s also a family man, and I think that shows in the way he approaches his clients. He doesn’t seem interested in simply putting people in houses. He wants to understand what you are trying to build for yourself and your family, and then help you make the smartest possible decision about how to get there. So yes, someday I fully expect this review will include the story of the house Robert helped me buy or, at this rate, the dream home he helped me build. But he has already helped me with something far bigger than a real estate transaction. If you are a veteran looking to buy a home, particularly someone who isn’t completely sure what benefits or opportunities are available to you, I cannot recommend Robert highly enough. And veteran or not, if you want an agent who will actually listen, educate you, protect your interests, and stay alongside you until the right decision becomes clear, Robert is exactly the kind of person you want in your corner.”
“Marlena did the outstanding job finding my dream home. she did not give up until I found exactly what I was looking for. She really is a great real estate agent. I I highly recommend her.”
“Lisa Jeanneret of Corcoran Country Living was the listing agent for the home we sold in Mahopac, which sold very quickly. Lisa also helped us find our new home in Hopewell Junction, which was not easy. We wanted to move closer to family & friends in the Wappingers/East Fishkill area. Lisa stuck with us for over a year looking at several houses, even when my wife and I were ready to give up, until we found the right match. Lisa has a lot of local knowledge and was able to recommend various resources to help conclude our sale and purchase, including lawyers, engineers and contractors.”
“Deborah was responsive and easy to communicate with throughout the process. We appreciated her help in getting the transaction completed. She assisted with our pre-listing checklist and was our main point of contact after we were under contract.”
“Buying a home is one of the biggest decisions you’ll ever make. Bruno made the process less stressful and I can’t imagine having gone through the process with anyone better than him. From day one, he was incredibly patient, never once making us feel rushed or pressured. We looked at many homes out several offers and no matter how many questions we had or how many showings we requested, he was always available and happy to show us the houses. What impressed me the most was how much he genuinely cared about making sure we made the right decision. He took the time to educate us throughout the entire process, explaining things in a way that was easy to understand and making sure we felt confident every step of the way. His knowledge of the market was incredible. He told us that interest rates were likely to go up and that home prices would continue to increase, and he was absolutely right. The market won’t be the same in a few months he kept telling us. Thanks to his advice, we felt confident moving forward when we did, and looking back, we’re so grateful we listened. More than just being a great realtor, he was someone we completely trusted. He always had our best interests at heart, was honest, responsive, and genuinely invested in helping our family find the right home. Some realtors want a quick purchase and to move on. He pointed out potential issues and recommended several services for after the home purchase. We’re incredibly thankful for everything he did for us and couldn’t recommend him more highly. If you’re looking for someone who is knowledgeable, trustworthy, patient, and truly cares about his clients, you won’t find anyone better than Bruno.”
“From the moment we met Rosanna, we knew she was our person. She comes with a calm that is comforting in the chaos of figuring out a milestone as hefty as a new home. She listened to our needs and wants and found us potential homes that fit the mark. We really felt like the homes we were visiting fit our vision plus or minus a few things. We bid on 3 homes and all of them fit our criteria exactly. Rosanna kept in constant communication without being overbearing or overwhelming. She answered our questions quickly and gave us recommendations to build out the rest of our team- which turned out to be the best team in the business. On a personal level, Rosanna set up showings for us for a total of 24 homes in the span of 8 months. She never made us feel like we were being picky or difficult and understood the gravity of choosing a starter home. I cannot emphasize how amazing it felt to be seen, understood, and given patience in this process. Along the way, she really got to know us, making suggestions based on each of our personal likes and dislikes. That's not a MUST in realty, but an added bonus. Rosanna brought a lot of laughter to the process that can seem daunting adn stressful. This skill eases a ton of the tension that comes with the search. I highly recommend Rosanna as YOUR person to help you find your new home.”
“Sherry did an excellent job staging my house and marketing it. We had One open house and during that open house we had mutliple offers, resulting in a quick sale, thanks to Sherry expertise. I highly recommend.”
“Helen and Dan did such an amazing job assisting me in my search for an apartment! As a first time renter, I had no idea how any of it worked. Helen and Dan walked me through it, were extremely responsive, and found my dream place. They are some of the most professional people I’ve ever had the pleasure of working with, and would recommend them to anyone who needs real estate assistance. Thank you so much for everything!”
“No one knows how to match people to real estate like Yara does. She knows what she is doing and gives 1000% effort in everything she does. I bought my first home with Yara’s help 13 years ago with a very small down payment. She just helped me sell it this month for half a million more than what I bought it for. Yara helped me negotiate a lower price when I was the buyer and helped me get higher bids when I was selling. She is very dedicated to her work and can get the job done like no other. VERY HIGHLY RECOMMENDED! NO#1 - see for yourself”
“We had an incredible experience working with CK team at eXP Realty!! From start to finish both Catia and Kayleigh went above and beyond in every possible way. Their communication was truly outstanding—no matter the time of day, They were always available to answer our questions, walk us through details, and make sure we felt confident every step of the way. What really stood out was how hard they fought to help us get the home we have now. both were determined, strategic, and completely dedicated to making it happen for us—and thanks to their persistence and expertise, they succeeded. We genuinely felt like they were just as invested in our dream as we were. They also put in so much time and effort behind the scenes to ensure everything was running smoothly. From coordinating details to keeping us informed, they made what could have been a stressful process feel organized and manageable. One of the things we appreciated the most was that every step, they made sure we felt supported and never once pressured us into making a decision or going beyond what we were comfortable with. Their priority was always what was best for us, and that level of patience, honesty, and commitment made the entire experience feel both exciting and secure. We couldn’t have asked for a better experience, and we’re so grateful for everything they did for us. We love our new home!! Highly recommend them to anyone looking for someone who truly cares and delivers results!”
“Jeffrey did an outstanding job assisting us with finding our dream home. He was consistent, patient, and knowledgeable. We were able to find and close promptly, which was completely pleasing to our family. I definitely recommend working with Jeffrey to help you find your dream home.”
“Michael was great to work with during the home buying process. He kept me informed throughout the process and helped negotiate a prolonged sale that took some unexpected turns. Thank you, Michael!”
“I am glad that I contacted Agent Pronto, so I got to connect with Martha Gaffney. It has been a great pleasure working with her and she worked really hard to get me a house which is well worth it. Thanks Martha and thanks Agent Pronto for the opportunity. ”
“Purchasing a home can be a very stressful process especially for a first time homebuyer I recommend to anyone looking to buy or sell she is extremely knowledgeable in many areas Daisy explained and guided us through the entire process. She was always available to answer all questions/concerns at any time! Daisy shared tips from packing/ moving to navigating through the unexpected challenges that came our way. I could not imagine buying my first home without having Daisy by our side”
“Alban helped me and my family to find our house...he was really patient and helpful during the entire process.... We bought the house almost 2 months ago and since this is our new house there were many things that we needed help with and he been continuing helping and answering our questions or concerns....100% recommended.”
“Phil was so amazing through the whole process of selling my apartment. He was so knowledgeable about the market, responsive to my questions and circumstances, and made the whole process less stressful. He is a kind, wonderful person and I would recommend him to anyone.”
“BEST IN THE TRADE...GOAT. Rebecca Kane is very professional and knowledgeable in the real estate market. She went all out to make sure everything step throughout the process went smoothly. She treated us like FAMILY. EXCELLENT SERVICE!!!!!”
“Lamar took the time to understand what was important to us as buyers. It was especially challenging since we were relocating to Long Island from Florida. He was patient and was there doing Video Tours with us. Lamar is a Realtor to have on your side.”
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Lewisboro. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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