Jennifer Lewis Bennett | Berkshire Hathaway HomeServices Hudson Valley Properties
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Jennifer Lewis Bennett

Jennifer Lewis Bennett
Real Estate Salesperson Licensed as Jennifer Lewis Bennett

Woodstock, NY 24 Mill Hill Road Woodstock NY 12498

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When you hear my voice, you’ll know I’m from Texas. But I love New York. It’s my home away from home and has been for the past thirty years. I first discovered Ulster County while living in Manhattan. The beloved hustle and bustle of the City led to an ever-increasing desire for the rolling landscapes of the Hudson Valley. I started as a weekender, then decided to change careers and moved here permanently. Prior to real estate, I had a rewarding ten-year career as an investment banker on Wall Street. My clients included the City of New York, the State of New Jersey, and Lincoln Center. When I closed a $90 million financing in seven days, the Governor named me a Kentucky Colonel, one of my proudest achievements. Now in real estate, my clients find I apply that same focus and expertise to locate desirable properties, negotiate pricing, and steer each transaction to a smooth closing. Importantly, my efforts are backed by the leadership and integrity of Berkshire Hathaway. Together, we’ll find exactly the right property for you. Education: Master of Public Policy from Harvard’s Kennedy School of Government. Rotary Fellow at the Johns Hopkins School of Advanced International Studies, Bologna, Italy. Phi Beta Kappa, summa cum laude, Bachelor of Arts from the University of Texas at Austin. Graduate of the High School for Performing and Visual Arts, Houston, Texas.

MATTHEW H. | CLINTONDALE, NY Verified Buyer
No online review can express how grateful we are to have had Jennifer as our Realtor during our first home buying process. Not only is she a seasoned finance industry professional, she’s a rare combination of warmth, expertise, firmness, and humor, regardless of home buying budget and goals. Even when our house search in Ulster County (summer and fall 2023) continued to result in unexpected twists, she never tried to sway our priorities, or overbid where we did not feel comfortable. Instead, she objectively would inform us of usual standards in her experience vs our search. She did this all while making sure we were reasonable in our requests, while also asking for what we prioritized! In the end, we got the first house we looked at, and she heard our reasons and offered nuanced and non-forceful feedback every step of the way, while explaining negotiating processes to us with clarity and great patience. During what is historically the most difficult time to buy a home in America yet, Jen was a priceless choice for us. We will forever be grateful we had such a thoughtful but professional agent by our side — as well as a wonderful person!
October 27, 2023
RYAN P. | ACCORD, NY Verified Buyer
Jennifer is hard working, diligent, patient and creative.
September 20, 2023
Verified Buyer
We searched for the right property for my nonprofit for years and Jennifer never gave up, always had great ideas, and helped to make this happen for us. AMAZING work, a pleasure to work with.
April 03, 2022
Zillow Review Verified Client
Jennifer is extremely knowledgeable, professional and goes above and beyond what is expected of an agent. She was quick to answer any questions I had and make the process smooth and worry free. Her suggestions and knowledge of the market resulted in an quick sale and an excellent price. I can’t recommend Jennifer enough, she is amazing.
February 23, 2022
Zillow Review Verified Client
Jennifer helped us buy our first home in the fall of 2018 - a magical 1890s farmhouse in Clintondale, NY. We LOVE it. The house was at the top of our budget but Jennifer was incredibly smart with how she presented us and our offer. Even though the seller received higher offers, Jennifer somehow made it happen for us. The whole process was not without complications though! We were living in Seattle at the time, and our inspection revealed some previously unknown issues with the property that required remediation. Jennifer deftly handled those negotiations and ensured that the seller took care of the issues completely and safely as conditions of the sale. We could not have asked for a better representative. She worked her butt off for us. We are so grateful to her for making our dream come true. Earlier this year we began looking into buying a commercial property and Jennifer was our first call. Above all, Jennifer is a lovely person to be around. She's funny, kind, and soulful. We cannot recommend her enough!
December 28, 2021
MARGARET S. | KINGSTON, NY Verified Buyer
I cannot imagine a better real estate broker! Jennifer was superlative. Mine was a minor transaction, the purchase of a field adjacent to my property. Jennifer treated it in the same manner that she would have treated a much bigger transaction. Her strong work ethic is marked by total thoroughness, diligent research, and creative solutions. There seemed to be no avenue that she did not pursue in an effort to secure the property while getting me the best possible deal. Not one for the hardball of real estate, I appreciated Jennifer's ability to take the lead and deal with whatever came our way. With all this comes a kind and remarkably affable nature. I had never had the pleasure of knowing a realtor who didn't "push" at some point in the process, but Jennifer is that person. I recommend her without reservation.
December 20, 2021
Zillow Review Verified Client
I cannot imagine a better real estate broker! Jennifer Lewis Bennet was superlative. Mine was a minor transaction, the purchase of a field adjacent to my property. Jennifer treated it in the same manner that she would have treated a much bigger transaction. Her strong work ethic is marked by total thoroughness, diligent research, and creative solutions. There seemed to be no avenue that she did not pursue in an effort to secure the property while getting me the best possible deal. Not one for the hardball of real estate, I appreciated Jennifer's ability to take the lead and deal with whatever came our way. With all this comes a kind and remarkably affable nature. I had never had the pleasure of knowing a realtor who didn't "push" at some point in the process, but Jennifer is that person. I recommend her without reservation.
December 18, 2021
Zillow Review Verified Client
It's hard to put in words how much I recommend Jennifer. I am sure my words won't give enough justice to how wonderful she is! Jennifer was our broker when our family was looking for a second home in the Woodstock vicinity. My husband and I have very particular tastes and finding homes to fit our needs, isn't always the easiest. Jennifer patiently showed us upward of 35 homes until we walked into a sweet little old farmhouse with an I.G. pool, and with a significant creek running through the property. The house had good bones, but what really sold us, was the amazing energy got from it. Jennifer helped us through the offer process (which was accepted), the inspection, the mortgage application, and then some. All was looking good until the sale of my husband’s apartment fell through. This meant that we could no longer meet the requirements of the contract which was contingent on the sale of his property by a specific date. We were devasated at the prospect of losing the home we’d fallen in love with and starting over. So Jen worked with us to put together a proposal to the seller. After a heartfelt letter to the seller, and renting the home from him for a set period, we were able to close on the property AND had 3 months of living in it (as renters) until such a time. This was 13 years ago. Since then, Jennifer has managed more than a dozen other sales and rentals for us and our friends. Most importantly, she was able to help us acquire our dream home as well as manage the rental and finally the sale of our original property. ?Not only do we believe it, but our real estate attorney also mentioned at a recent closing that our broker is the smartest and the best in the business.
December 12, 2021
Zillow Review Verified Client
An expert in her craft! I truly can’t say enough about Jennifer Bennett. She is the reason l now live in my dream home. Her attention to detail and vast knowledge of the business is unparalleled. She has a genuine desire to help her clients find their happy place which I found to be very refreshing and unique. And she will be with you every step of the way. For a first time home buyer that was incredibly helpful as there were so many things I had no knowledge of that Jennifer took the time to explain to me. I highly recommend this thoughtful and thorough agent!
December 05, 2021
Zillow Review Verified Client
Jen is a dynamic figure and the embodiment of the perfect partner — the kind of person you want sitting at the table next to you, not across from you. Desperate, fleeing Los Angeles in the twilight of 2016, our paths crossed with Jen when we made our "Under the Tuscan Sun" decision to buy and rehabilitate a historic stone home in upstate New York. Referred to us by a friend, we've gone onto to refer all of our friends to Jen, too. Why? Because she got it. She got us. And she led us all the way through the process from identifying a home of interest, to validating "it's the one" to getting into contract, to closing - and everything in between. Need a structural engineer to inspect your home? How about two? Want to talk to someone on the historical committee about your home? Done. Need the roof inspected? Done. The electrical issues sorted? Done. Need help convincing sellers you're the right buyer? No problem. Since closing on our home in 2016, Jen has gone on to help us with myriad other real estate - and life - related things. And we couldn't be more grateful to have Jen by our sides as our partner and friend.
September 07, 2021


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