DeWayne A. Powell

DeWayne A. Powell

Licensed Real Estate Salesperson

DeWayne A. Powell
  • M
2 Park Row
Suite 1
Chatham, NY 12037
Great Barrington
306 Main Street
Great Barrington, MA 01230

Real estate is the perfect combination of esthetics and emotion. About Me

Real estate is the perfect combination of esthetics and emotion.

For DeWayne A. Powell, real estate is the perfect combination of esthetics and emotion. He takes much satisfaction in helping others find shelter that provides security and fulfills a personal, social or community need. “When I can make the right match between buyers and sellers (and their personalities and needs) I feel an enormous sense of pride and accomplishment.”

Entrepreneurial and independent-spirited to the bone, DeWayne is a dedicated professional. A former practicing attorney, he is a skilled negotiator with over 36 years of experience in litigation and corporate law, the music entertainment and fashion industry, and real estate, all of which he brings to bear in service of his clients’ best interests.

As is evident from the many testimonials that he has amassed over the years, DeWayne is well liked and praised by his clients. Whether their budget is $100K or $10MM, he’ll do the necessary research to find the “one” and will go the full distance to help them overcome any obstacles and get to the closing table—from creative deal structuring to keeping a watchful eye on the transaction details that can mean the difference between failure and success.

DeWayne and his husband live between a classic-six pre-war apartment in the Washington Heights section of NYC and a ca. 1850 center hall colonial farmhouse in Ghent, NY. The farmhouse sits on 48 acres of fertile soils, on which the famed Hawthorne Valley Farm purveyors have been known to grow hay, wheat, and barley and where grazing cattle dot the rolling fields in spring, summer, and fall. Politically active and a self-described “chronic volunteer,” DeWayne is a former long-serving member of the Hudson Area Library Board of Trustees and of the Perfect Ten After School, Inc., Board of Trustees. He is also an active member of his law school’s black alumni organization. He currently serves on the board of the Columbia Greene Board of REALTORS®.

DeWayne is a native of Nassau, Bahamas, and is a graduate of both Georgetown University’s McDonough School of Business and Boston College Law School. He is a frequent traveler, loves engaging with people of diverse cultures—and is an especially avid fan of anything Brasilian. He has a conversational knowledge of Portuguese, Spanish, French and German. The child of West Indian immigrants, he is also fluent in Jamaican patois.

DeWayne has been actively practicing real estate since March 2014. He is licensed to practice real estate in New York, Massachusetts and Connecticut.

  • Born In Nassau, Bahamas
  • Lives In Ghent, NY & NYC, NY
  • Favorite Movie Guess Who's Coming to Dinner
  • Passion Gardening
  • Interests Music, travel, dance, film, cooking
  • Favorite Lyric "I'm not perfect, but I'm perfect for you" (as sung by Grace Jones) (songwriters: Galdston/Jones/Skinner/Travers)
  • Inspiration Smarts and a quick wit
  • Can't Live Without Music and travel

Agent Designations

  • Licensed Real Estate Salesperson

My Listings and Sales

Loading listings...

Testimonials (37)

DeWayne was an absolute joy to work with! We were referred to him by a friend after having a challenging experience with another broker, and we immediately understood why he came highly recommended. His knowledge about the housing market, as well as all the right questions to ask about the (very) old house we ended up buying, was invaluable. Moving up to the Hudson Valley area from Brooklyn, it was also great that DeWayne knew the area so well. His calm confidence, combined with a great sense of humor, made us look forward to every interaction. Highly recommend DeWayne!

Elizabeth I.
DeWayne is truly the best! I had the pleasure of working with him for my very first home purchase, and I couldn’t have been in better hands. He understood what I was looking for and he provided me with several great option until we found the right one. DeWayne was professional, respectful, diligent, patient, and understanding and because this was my first home purchase,  he took additional time to answer all my questions and thoroughly explain the home-buying process. I was so fortunate to find DeWayne. Julius S.
It was such a pleasure working with DeWayne Powell. He was very professional and very responsive. We were amazed at how fast he was able to find a buyer for our house, and we would highly recommend him to anyone looking to buy or sell real estate. Raymond D.
We were incredibly lucky to connect with DeWayne during the beginning of our home search. It meant a lot to us to have someone in our corner who we knew we could trust (especially with a life decision this large), and who asked all the questions we never even thought of. Buying a home for the very first time can be a daunting and nerve-racking experience, but we always knew we could rely on his feedback, his expert opinion and his recommendations. We valued his input each step of the way and we honestly couldn't have done it without him. We are eternally grateful for his patience and support and can't wait to start our lives in our new home! Thank you, DeWayne! Victoria S. and Mike M.
DeWayne's professionalism and passion about real estate is what made my decision to work with him easy. His kind demeanor and expert advice made selling my home easy and practically effortless. He was patient and explained away my many questions and concerns. I highly advise anyone looking for a real estate agent to give DeWayne a call. I'm sure you will find yourself impressed with his talents. Thank you again, DeWayne, for making my home sale so successful. Deborah D.
We can't recommend DeWayne highly enough. He is everything you'd ever wish for in a real estate agent, starting with the fact that you immediately forget he is one because he makes looking for a house so much fun! And we were demanding clients in a hot market. Frankly, we expected to be looking for a very long time and not necessarily be on top of DeWayne's list. But we always felt as if we were his only clients, he truly listened to what we were looking for, he registered both of our reactions especially when they were not aligned. And when he made the impossible possible by finding us a home that checked all our boxes in barely 10 weeks, we were stunned. And it didn't stop here. DeWayne negotiated expertly on our behalf, put us in touch with a fabulous legal team and a great inspector - he simply impressed us every step of the way!! We don't exaggerate if we say, DeWayne surpassed our expectations. Heike B. Z. and Mahmoud Z.
DeWayne was an awesome agent and we recommend him highly! He's super knowledgeable–about the local market and also pretty much everything else you need to know/consider when buying a home. We worked together for a few months and it really felt like he was with us every step of the way. Home buying is emotional and at times terrifying in the best of the circumstances–throw in a pandemic and a crazy market and it becomes only more so. But knowing that DeWayne had our back and was dedicated to doing right by us (not to mention keeping us level-headed and calm) really meant everything. And it led us to our perfect home. Thank you, DeWayne! Samantha M. and Reg A.
DeWayne was very responsive and real with us from the beginning. He never pushed things on us we weren’t interested in and gave us sound advice during showings and during the entire process that led to our ultimate decision. We appreciated his constant support and care along the way. We would absolutely recommend working with him in finding your dream home! Sarah E. and Konrad K.
We were so grateful to have found DeWayne through Zillow. As a first-time home buyers he made us feel at ease. We really felt that he had our best interests at heart throughout the process. In a very competitive market, DeWayne was quick to respond on a property we knew was going to be the one. He knew exactly what to do to make sure our offer was accepted. Thank you, DeWayne! Tahnee A. and Quynh L.
DeWayne helped us buy a home in upstate New York. It was in the midst of a global pandemic, and we were first-time buyers, new to the area. He was extremely responsive, patient, and flexible, working his schedule around ours and working magic, always managing a full day of showings on short notice. His knowledge about the area, renovation and maintenance, and local service providers made the entire process easier. And he made us laugh, which kept everyone sane. Dan L. and Phoebe J.
DeWayne was so incredible to work with. We started our journey giving him very little direction on where we wanted to be, but we knew, in general, the kind of property that we wanted. DeWayne tapped his local knowledge and spent a full weekend with us showing a wide variety of homes. From that weekend together, DeWayne quickly learned our aesthetic and what was important for our second home, and when the opportunity struck he didn't hesitate to tell us to move quickly. As first-time Hudson Valley homebuyers, DeWayne's referral list of local experts (inspectors, attorneys, etc.) was extremely helpful and enabled us to close quickly. We highly recommend DeWayne and hope to work with him again one day soon! Fiona M.
We can't recommend DeWayne more highly. We had a tough road to closing, and he held our hand every step of the way, helping us navigate everything from broker resources to where the basement light switch was when we moved in. We are sending all of our friends to him because he's full of integrity, kindness, and is also charming as all get out. Lodro R. and Adreanna L.
Working with DeWayne was an absolute pleasure. DP knows the area extremely well, navigating us around the Catskills towards our final (and now purchased) property. We gave DeWayne a pretty broad ask and he helped us narrow things down quickly and realistically according to the market demands. Once we were ready with an offer, DeWayne moved fast and assured both us and the sellers that we were a great match. We enjoyed spending the weekdays and weekends in his company as he curated many fabulous homes for us. DeWayne really is a treasure! We have been recommending him to our friends for their Catskills search. Thanks, DP! Karl S.
DeWayne is a truly wonderful person and the most impressive agent we have ever worked with. We had explored 5 different agents with vary degrees of dissatisfaction until we found DeWayne through Zillow. He answered our request immediately, was always professional and courteous, had amazing knowledge about potential properties and towns we looked at with him, and was an all-around brilliant and effective agent. I can think of no better person to represent us in a real estate transaction. He sent us relevant listings, connected us with fantastic people to execute the purchase when our offer was accepted and guided us generously through the home buying process. He is a true treasure and the best agent you will find! Brent and Melissa S.
DeWayne is great to work with. He knows the market, and provides honest, actionable counsel. I was very happy with the offers he generated and his ability to keep things moving forward in this challenging time. On top of that, he is a great guy to know in Hudson! Peter D.
DeWayne has an attention to detail and professionalism that made him the obvious choice for us. He staged our home beautifully and had helpful strategies to sell quickly and above ask. I would recommend him to anyone. Laura L.
DeWayne is an absolute gem of a realtor and human being. He's everything you want professionally: knowledgeable, hard working, intuitive, experienced, connected, patient, fun and committed. Knew from day one I was lucky to find him! Carolyn G.
DeWayne helped my family and me with every aspect of purchasing a vacant land parcel in Columbia County expertly and quickly! Even after the closing, he has been a great resource for advice on the area and finding professionals and other resources to help us with our home planning. Bill C.
Of all the real estate agents I've ever dealt with, DeWayne is by far the best. He is a great negotiator and is extremely detail oriented. In the past year, DeWayne has helped my wife and me navigate an all-cash purchase of an estate from the 1700s, and helped us sell three properties we owned - (1) a "regular" 4-bedroom, (2) a house with many unique features and (3) a small vacation cottage. He was knowledgeable in all facets of buying and selling these varied properties. The best part of working with DeWayne was his attention to detail; my wife and I both felt as though we didn't have to keep track of all the various things we needed to do because we were confident that DeWayne wouldn't let anything fall through the cracks. Scott R. and Katherine S.
DeWayne was a great partner. I looked at houses on the internet while living in San Francisco before I moved back east. DeWayne helped me line up showings of a bunch of properties in single weekend and found the one I ended up buying. As a first-time home buyer I found that he was super patient in helping me navigate the process. Thank you, DeWayne!!! Jared G.
We were introduced to DeWayne via a mutual friend, and I'm so grateful for that introduction. DeWayne more often than not knew more about the properties we were looking at than the selling broker. He was fantastic at following up selling brokers on any questions we had and keeping on them for answers. He's so well researched and organized, giving us packets of information on every property we looked at.After our first day together he immediately got to know our style and curated a list of properties for us to look at that he knew we'd like. I also love that DeWayne is incredibly genuine and calls things as they are, if something was off about a property he'd call it out and not sugar coat it just to push us to buy.My husband and I are starting to think about buying an apartment in Manhattan and the thought of spending our weekends with DeWayne to look through properties makes me so happy! He's a true gem. Julia B. and Nick B.
DeWayne is extremely knowledgeable and was very perceptive as to what we were looking for. He was able to make our time efficient by sending us information on a broader but carefully curated set of listings so that we could narrow it down. Delightful to work with. Joanne D.
In our search for property in Dutchess County, we worked with a number of brokers including DeWayne Powell.  DeWayne completely understood our goals and showed us properties that met and even exceeded our expectations.  We highly recommend DeWayne. Ray B.
My husband and I had the pleasure of working with DeWayne Powell during our purchase of a home in Hudson, NY. While the transaction, like many New York real estate transactions, had its fair share of complications, DeWayne was personable, knowledgeable, responsive and patient throughout. I would highly recommend DeWayne, and we look forward to working with him again if the opportunity came up! Alice W.
DeWayne found us our dream house on the first day of house hunting. In fact, it was the first house he showed us. We saw about a dozen houses in the area where we were looking and he just knew this one would be for us and it was. He also provided us with information to find a great contractor, lawyer, arborist, and everyone in between. We got a great deal, too. Buying a house with DeWayne's help was the best possible experience, and I would recommend him to everyone looking in the area. Thank you, DeWayne, for making a dream come true for us, we had so much fun with you! Patrick and Samantha P.
Having little to no experience of real estate outside New York City, DeWayne was a godsend for us. He knew our worries before we did, pointed out the pros and cons of each potential property, and helped us with difficult process issues. His personality made this process pleasurable as well. I HIGHLY recommend working with DeWayne. Hall C. and Michael K.
DeWayne is an exceptional real estate agent. I was impressed with his knowledge of the area, his candor and demeanor, responsiveness and follow through. He did his job very well and I was happy to have worked with him. I'd recommend him to anyone buying or selling real estate! Gregor P.
DeWayne Powell was recommended to me–very highly–by a mortgage broker I’ve worked with for years. DeWayne proved to be extremely helpful, thoughtful, responsive and generous. I think DeWayne has excellent judgement. He definitely came through for me. In my opinion, DeWayne Powell is someone you can trust. I certainly do. Dr. Elizabeth T.
Mr. Powell is a sincere and creative professional who gets results for his clients. Randall and Pam J.
I cannot say enough good things about DeWayne Powell! He helped our family make the difficult transition from Manhattan to West Hurley with patience, good humor, vast knowledge and a great deal of skillfulness. I really don’t think we would have been able to do it without him! He found the house (after tirelessly finding us possible homes to peruse), a contractor and an inspector to look it over, carefully walked us though the offer and contract to completion, and even helped us find a realtor to sell our home in NYC! DeWayne is the best and we count ourselves as a family very lucky to have worked with him. Ayumi T. and Martin R.
DeWayne knows what he's doing and working with him has been easy, enlightening, and overall very helpful. Though we ultimately decided not to buy the property that most interested us, I would not hesitate to recommend him, and look forward to the possibility of continuing our search with his assistance in the future. David A.
Although I did not end up buying anything with DeWayne, he took the time to take my daughter and me around the Hudson area and introduce us to the local area, restaurants, events, etc... and show us many different properties. We decided to go for a more beachy country home, but spent a lovely weekend with DeWayne in the Hudson valley area. At some point, I was also considering getting something in Manhattan and, very patiently, he sent me a number of listings to show me what was available in my price range. DeWayne is personable, very knowledgeable of the markets he works in and has the patience of a saint. I can definitely recommend him. Diana W.
We’ve been working with DeWayne Powell for close to a year now as we research, assess and begin to understand the real estate market in the Hudson Valley, NY area. From day one, DeWayne has been an invaluable resource and along the way he has become a trusted friend. He has deep knowledge of the market, a wealth of insight into the subtleties of certain listings and a wide network of other professionals (inspectors, builders, handymen, etc.) to help us in our search. DeWayne is incredibly polite, polished and professional. We feel more than comfortable recommending Dewayne to anyone looking for a house in the Hudson Valley. Charlie W. and Julie M.
DeWayne was the best real estate agent my husband and I could have hoped for in the search for our first home. He is very perceptive and a great listener, and always seemed to have our best interest in mind. While he encouraged us to consider some properties we wouldn't initially have noticed, we never felt like we were being upsold, and it helped all three of us better identify what we were really looking for in a home. We never felt pressured or rushed to make a decision, but when it was time to make a bid, he was ready, responsive, and immediately available to us. He had helpful advice for us about everything from home inspectors and contractors, to local restaurants and events. We really felt DeWayne was on our side, a strong advocate and guide to have through all stages of the homebuying experience. Dr. Christine L. and Bill G.
DeWayne did an awesome job in showing properties and the community in helping me decide on a vacation home. He was unfailingly patient and interested, and extremely knowledgeable in the locality and the process. I highly recommend him! Dr. Karen H.
DeWayne was thorough, knowledgeable, and conscientious. I would recommend him to anyone looking for New York real estate. He was also very interesting and engaged and I enjoyed spending time with him. Robert G.
Warm, personable, consummate professional! DeWayne was interested in knowing us and our specific needs. He has great knowledge of the market as well as local areas. Marianne and Howard Z.

DeWayne A. Powell in the News


In Upstate New York, a Monumental Cor-Ten Steel and Stone Home Asks $2.5M…

Contemporary Meets Country: $2.5M Modern House Wows in the Woods of Gardiner, NY…    

Hudson Valley 360

High demand persists in local housing market…

The Berkshire Eagle

Brokers describe the filming of a ‘House Hunters’ episode in the Berkshires. Spoiler: No, it’s…

Times Union

5 questions to ask to find the right realtor for you…

Upstate House

The Sleeve House Leads the Way to a Contemporary Architecture Boom…

Contact Me

  • DeWayne A. Powell

    DeWayne A. Powell

    Licensed Real Estate Salesperson
  • This field is for validation purposes and should be left unchanged.