Diane Barry Team
Diane Barry Team

Diane Barry Team

at William Pitt Sotheby's International Realty

  • M
Hartford County Regional
45 East Main Street
Avon, CT 06001

Click here to view our Medical Moves brochure.

Looking for a full-time professional Realtor who is in tune with today's market?

LOOK NO MORE ... The Diane Barry Team will respect your goals, take time to understand your expectations and work seamlessly with others during your real estate transaction. Our clients also benefit from a Trusted Group of Advisors to include Mortgage Consultants, Real Estate Attorneys, Home Inspectors and Licensed Contractors.

Diane, Caitlyn and Allana offer personalized solutions to suit all selling, buying or renting needs. Sellers experience a creative, aggressive and customized approach to pricing, the latest technology in digital marketing, home staging and results-driven negotiating throughout the sale process. Buyers benefit from expertise in the local Real Estate market and a focused home search, with real-time feeds from MLS. As experienced Realtors, clients receive a meaningful perspective to the residential Real Estate business. Our career has been built upon referrals with devotion to serving clients before, during and after the sale. Relevant and current information on local Real Estate trends and industry knowledge is provided through our ongoing Client Appreciation Program.

Experience positive results with our knowledge, enthusiasm and expertise in negotiating hundreds of transactions.

  • $124+ million in sold properties
  • Top 2% Nationally 
  • Consistent top producing Realtors in the Farmington Valley, CT

We are passionate about giving back to the Healthcare Community and guiding Physicians, Nurses, Therapists, Scientists and Social Workers through seamless and stress-free transactions from start to finish. Contact us for current market information when you are buying or selling.


Your Dedicated Advocate Every Step of The Way.


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Our Listings and Sales

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Testimonials (58)

Diane Barry and Caitlyn Cleary are absolutely brilliant to work with. This is my second home sale using this team and they are always so kind, courteous, responsive, professional, knowledgeable, accommodating, helpful and supportive. I truly would not use anyone else. WPS is lucky to have them! And I am lucky to call them my friends!! Helen Thomas
Diane and Caitlyn are truly the professionals. They know the market well and help the clients with valuable advises. They are excellent communicators and get things done effectively and efficiently. I enjoyed very much working with them and had great experience with them when I bought and sold my house. Dongchun Jiang
Diane Barry and her daughter were an exceptional team. Because of their expertise the house sold in 3 days with many offers over the listed price. I am also extremely grateful to them for all of the advice they shared with me. My aunts home is in CT, and I am in NJ, which made things a little complicated, But their advice ranging from house clean out options, people who could fix smaller issues in the house quickly and with high quality, and many other questions answered made the process so easy. Every person recommended exceeded my expectations. It was a great pleasure to work with them, and i strongly recommend using Diane if you need a real estate agent. I can't say enough good things about her. Estate of Lois Ohare Exect. Kathy Hurley
Yhis iss a first=rate organization treating clients with respect and dignity and information so essential to a real estate transaction. My recent dealing in selling my home was treated with patience, kindness and extreme professionalism==relieving me of anxiety and concern. It is with the final result, I recommend Sotheby's to anyone considering a change in real estate. Jane W Hazen Trustee
The service and execution by Diane and Caitlyn were extraordinary. They explained everything and were extremely responsive. Their pricing was spot-on and we actually received over-asking on the sale of our house. Very satisfied. Peter Murphy
Diane Barry and the Diane Barry Team were fabulous. The moment we signed the listing Diane and her team jumped into action. We knew immediately we'd chosen the right realtor. With Diane's guidance and input the property was ready for market within 10 days when we thought going into it we would need at least a month to be ready. Once we hit the market, the listing garnered a lot of interest and multiple offers. While that isn't unique under current conditions, the professionalism and experience of Diane and Team definitely played a role, and, after the sale agreement was signed Diane's attention and constant communication kept the process moving forward. The entire transaction was remarkably smooth. To the Diane Barry Team we give 5 stars and many thanks for their great service. Phil Sartori and Christine Dorvel
Diane and Caitlyn were fantastic to work with. Our family was relocating from Chicago, IL to New England. Our original search area included Connecticut, which is how we connected with Diane and Caitlyn. After nearly a year of looking while we rented, we ultimately ended up buying a home in Marblehead, MA so we weren't able to use Diane and Caitlyn as our agents. But Diane and Caitlyn were incredibly helpful all along the way. They were exceptionally knowledgeable about home construction, schools, neighborhoods, and communities. They had an attention to detail that made us both feel like they were treating the potential purchase as their own. At each showing, they took the time to carefully inspect the property, pointing out important things we might never have noticed. We would highly recommend them to anyone looking to buy a home. John Owen and Britt Decker
Diane Barry & Caitlyn Cleary were trusted and effective advisors during my first home selling process. They listened, presented well-researched options and gave me valuable insight into real-time market trends and provided great referrals from lawyers to movers and contractors. I always felt like I was in the driver's seat with experienced real estate agent co-pilots who gave me calm and constructive advice especially during intense contract negotiations. The virtual staging was a game changer and a differentiator, enabling prospective buyers to visualize themselves in my home while still preserving privacy for the homeowner. Selling a home is a meaningfully different process than buying one. Both Diane and Caitlyn are well respected by the real estate community and have strong networks, and they helped me to achieve a successful sale of my home. Thank you! West Hartford Homeowner/Seller
Diane Barry and her team are awesome. They are knowledgeable and professional. They know their business and have their clients’ best interest. Loretta Albert Trust
The Diane Barry team were responsive, friendly and provided us with great guidance throughout the entire process. We would highly recommend them! Jennifer Wolfberg
Diane and Caitlyn were amazing! In an incredibly challenging market for a buyer they were calm, strategic, and empathetic. They were focused on getting us in the right house and not just the first house. Further, once the contract was signed, their engagement didn't stop. They have supported us every step of the way, have gone above and beyond, and ensured that we got the right property for our family at a fair price. I couldn't recommend them more highly. Easily the best realtors that I have ever worked with. Thank you! Michael Lutz
I highly recommend WP/Sotheby's as highly knowledgable professionals in the high end real estate market. My agent (Diane Barry) was incredible detail focused, and always instantly responsive. She intimately knew the market, what the profile of the potential buyers would be, and found just the right buyer at the right price for all parties. The transaction was timely, and both parties were happy with the outcome. She knew how to keep the energy positive and moving in the right direction for all. April Lukasik
Exceptional duo who truly work for their clients - they are swift, tenacious and communicative. By far the best realtors I’ve ever had the pleasure of working with. Could not recommend more. David Baum
Diane is very professional and reactive. She was able to understand my needs and select the best place for me and my family. I will recommend her to everyone.  DJAMEL B. - Avon, CT
Diane and Caitlyn are the Super Heroes of Real Estate. We have never worked with professionals more knowledgeable, responsive, solution focused, with more empathy and a good sense of humor.  The Old Trope about the stress of buying and moving being equal to death and divorce is no exaggeration. However, the Diane Barry Team’s competence helped to substantially reduce our stress.  They know all the professionals in the related fields, and their recommendations and guidance were superb. We cannot recommend them highly enough! Judy and Mike - West Simsbury
"As first time home buyers, we had no idea what to expect about the process and had only heard horror stories from our friends’ experiences. Turns out, working with Diane + Caitlyn was a dream! They worked hard to make it a smooth and easy process with zero hiccups. They were flexible in showing us homes around our schedule and were gracious and understanding when we were picky. When we put in an offer on our future home, Diane + Caitlyn were careful to explain the process to us and were so speedy with the documents, contracts, and necessary communication. They set us up with all the most professional connections, of which they have many (from Mortgage lenders to Attorneys to Chimney Sweeps), and were genuinely wonderful to work with. Thank you so much Diane + Caitlyn for making what can sometimes be a miserable process one that was instead very pleasant and stress free!" Emily B. - West Hartford
Diane and Caitlyn helped us to buy our first home and made this daunting experience go incredibly smooth! Their expertise, local connections and commitment to help us find our perfect home really made it efficient and fun for us. We were in a multiple offer with 9 other Buyers, and their knowledge and experience helped us prepare a winning offer! They treated us like family and we cannot recommend them enough!  Thanks so much for all your help ladies !! Caitlyn and Sam - Manchester
I would recommend Caitlyn Cleary to others.  She is an excellent communicator and always professional and friendly. Jennifer Carlson - Middletown
Caitlyn was always very responsive with any questions we had. Had a great deal of knowledge when it came to marketing our home. She was a pleasure to work with. Thomas Smith - Avon
Caitlyn was quite knowledgeable in marketing our home on social media and understanding where to target interested buyers for our home. She was friendly, easy to work with and always responded promptly when contacted. MI NAMKOONG - Avon
Caitlyn was professional, knowledgeable, responsible, honest, friendly and patient with us “first time buyers”. JOLIE GARFINKEL - Avon
"Working with Caitlyn on our first home purchase has been a wonderful experience: she has made herself available 24/7, met and even anticipated all of our requests with curtesy and impeccable timing, which has made all of the difference given the unusual market difficulties of these times. With her incredible network of professionals, she has been absolutely exceptional during the process of home inspection, guaranteeing that we would pay a fair price for our home while planning for fixes and renovations. We would certainly recommend Caitlyn and her team for any new or seasoned home buyer: you'll be in trusted hands!" FRANCESCA MENGHI - West Hartford
Working with the Diane Barry Team on our first home purchase has been a wonderful experience. Diane and Caitlyn made themselves available 24/7, met and even anticipated all of our requests with courtesy and impeccable timing, which has made all of the difference given the unusual market difficulties of these times. Their incredible network of professionals has been absolutely exceptional during the process of home inspection, guaranteeing that we would pay a fair price for our home while planning for fixes and renovations. We would certainly recommend Diane and Caitlyn for any new or seasoned home buyer-you'll be in trusted hands! FRANCESCA AND ANDREA - West Hartford
"They were wonderful and sold my house in record time. So nice and kind. Everyone should use them as their Realtor." Jennifer Bates - Harwinton
Diane and Caitlyn: Just a note to let you know how much we appreciate the amazing assistance you provided us on the sale of our Avon condo during these difficult times.  The Diane Barry team is second to none.  Your step by step assistance during the listing and sale process is unique, providing 24/7 support and guidance through all of the steps required in the selling process.  The professional contractors available through your network of contacts were enormously helpful and readily available to answer all of our needs.  You and Caitlyn do terrific work and we would readily recommend your team to anyone needing a focused, results driven Real Estate Team.  We thank you for a job well done.  TOM AND NANCY - Avon
Caitlyn was always on her A-game, consistently communicating to me, ensuring all information was shared and that I was clear on next steps. She is a pleasure to work with, compassionate, caring, and covering all aspects of the home selling experience. She and Diane are an amazing team! DIANE GRABOWSKI BARRY CO TRUST - Bristol
Caitlyn is a consistent professional, a clear communicator, a pleasure to work with. DIANE GRABOWSKI BARRY CO TRUST - Bristol
I want to say “thank-you” to my Realtor Team, Caitlyn and Diane.  They sold my home in record time; less than a week.  They were very much aware how stressful this process can be.  They treat everyone’s home as if it was their own.  I was also very impressed how professional they were.  Anytime I had a question, they were always available by phone or email.  This was key when selling a home.  I wish them much success and health during this different time in the World. Jennifer - Harwinton
Diane is a pleasure to work with - an amazing professional, a clear communicator, a team player, with an attention to every detail. We were blessed to have her on our team to help sell our Dad's Bristol Estate of three properties.  Managing the sale of Dad's Estate remotely from Massachusetts we were thankful for Diane and Caitlyn's support to represent our best interest and provide essential resources every step of the way! Diane - Massachusetts
Diane Barry is a consummate professional. She always reached out to me to make sure I understood every step of the process, and communicated consistently to me. She stepped in to assist in many unusual circumstances affecting our ability to sell 3 homes in my Dad's Estate. She provides outstanding customer service in an empathetic, compassionate way. Diane and Caitlyn are an amazing team! Carol - Massachusetts
Multiple offers within 48 hours equals a beyond amazing experience with Diane and Caitlyn! They were hands on helpful from the initial research and brainstorming for the perfect price, to the assistance we didn’t realize we needed during the process, and the incredibly smooth closing process. Highly recommend this dynamic team! MELISSA C MARTIN - Simsbury
Caitlyn was very supportive, attentive, and knowledgeable throughout both the sale of our home as well as finding us a new place to live.  MATTHEW LEWIS WALLACE - Simsbury
Diane and Caitlyn were on top of every part of the process and made things as seamless as they could for me. Using their network of mortgage brokers, attorneys, inspectors, and appraisers let me really allow the professionals to do their thing and communicate with each other. I did not have to worry about anything falling through the cracks and I was confident in their abilities to take care of everything that needed to be done. At no point did I worry that what they were suggesting wasn't in my best interest. While the homebuying process is inherently stressful, Diane and Caitlyn got things done in an incredibly efficient way. I will highly recommend them to anyone looking for a realtor! AMANDA LYN M. - Farmington
This is my second transaction with Diane. She made an exception to sell an estate property for me in Wethersfield. Diane blends her high level of professionalism with personal warmth and no nonsense delivery of services and advice to make the sale happen. You immediately trust Diane to get things done in the best way possible. The addition of Caitlyn Cleary to her team somehow elevated an already excellent level of service from Diane. I would highly recommend her to anyone buying or selling a home in the Farmington Valley. Bill T - Wethersfield
Selling our house in a Buyer's market was an emotional experience.  Diane Barry was realistic, patient, and had market knowledge; serving not only as our Realtor but at times our Psychologist as well.  Always positive and helpful throughout the sale of our home.... a real Pro who has seen it all. JOHN C. & BEV R. - Avon, CT
Diane is a true professional and did a fantastic job guiding us through both a home sale and subsequent purchase. We highly recommend her!  ERIC T & PATRICIA M C. - Avon, CT
Selling our house in a Buyer's market was an emotional experience.  Diane Barry was realistic, patient, and had market knowledge; serving not only as our Realtor but at times our Psychologist as well.  Always positive and helpful throughout the sale of our home.... a real Pro who has seen it all. JOHN C. & BEV R. - Avon, CT
Diane and Caitlyn could not have been more professional helping us Sell our Condo and Buy a Home.  In addition to everything being done promptly, they were extremely personable which provided us with the ease we needed, during that stressful time. We recommend the Diane Barry Team to everyone. Their expertise is second to none!!!Thanks again for helping us to find our Forever Home. JAIME & DARLENE D. - Avon, CT
Diane is the consummate professional and is passionate about real estate and client relations. Her knowledge combined with genuine care of her buyers and sellers sets her apart among real estate agents. Her calm and timely response to any question or issue made the process of selling our home as smooth as possible. I strongly recommend Diane for all your real estate needs! MARIA & ROBERT D H. - Avon, CT
Three months ago, I did not know Diane Barry. I chose her as my realtor sight unseen to sell my house in Avon. I did this because of her reviews and outstanding performance record.  I know now how right I was with my Realtor decision. The house was under contract in 2 days, closing within 2 months. Every step of the way she was on top of things and communicated them to me. Her knowledge and experience was certainly a contributing factor.  Thank you Diane Barry! Sandy - Avon, CT
I'm very happy that, with the help of my excellent realtor, Diane Barry, I sold my house on Cold Spring Road in Avon yesterday. Diane was wonderful to work with, knows the market and appropriate selling strategies, and offered me encouragement and positive energy through the whole process. Thanks, Diane, you're the best!! Helen T - Avon, CT
Diane -I wanted to write and express the appreciation of our entire family for the work you did in getting us ready to list, and ultimately sell my mother's home.  As an out of state Executor of the Estate, I appreciate your attentiveness to detail, your follow through on matters that arose, and the resources you gave us to address issues that needed attention.  From our initial meeting, to pricing, to preparing the house, right through to the contract and closing, you were great to work with. We sold in 1 day at over asking price. I would recommend you to anyone who is looking to sell a property.  Art - Ohio
To use every superlative adjective to describe my experience with Diane, from listing my house to the closing, would be accurate! Thank you again! Elizabeth K - West Hartford
Our experience with Diane Barry was very positive, she was extremely professional, positive and a hard worker. Her warm and delightful personality made a stressful time feel easier. We always felt whatever she did was in our best interests. She is smart and very experienced, truly outstanding. We recommend her to our friend and she sold her house very quickly! VIVIAN & GERRY - West Hartford, CT
Diane is a true professional. Knowledgeable, reliable and responsive. We highly recommend her for any real estate needs.  PATRICIA C. - Avon, CT
Diane was totally involved with every detail and challenge during the listing and selling of my home. She was sensitive to our challenges as a seller and provided good advice during the process. She is professional and caring. We could not have asked for more! Scott D. - North Granby, CT
 Diane is knowledgeable, professional and personable. She is also tuned in to the emotional dynamics of selling one’s house. I have already recommended Diane to my neighbors. DAPHNE W. - Avon, CT
Diane is very thorough, direct, no-nonsense and hardworking. She is on top of each development in the sales process and has excellent communication skills. Robert M. - Avon, CT
I absolutely would recommend Diane and I already have! Diane made the process so easy. She stayed on top of everything, regularly communicated status updates, offered good practical ideas and shared her local business network to make this as smooth as possible. KENNETH W. - Bloomfield, CT
Diane was a wonderful help when things could get sticky in the buyer/seller conversations. She really is very good with communication and getting what the client needs and wants in the end. A+, we will use her services again. Joseph D - Farmington, CT
We absolutely recommend Diane to anyone. She is a true expert who is passionate and dedicated to her clients every step of the way. When you want to sell a house and have a pleasant experience while doing it, Diane should always be the realtor of choice. Jessica D - Avon, CT
Diane was extremely professional and a joy to be around. She made herself available at any time my wife and I wanted to look houses. She truly made the entire home buying experience more enjoyable. Anthony C - West Hartford, CT
Diane Barry is an exceptional person. Beside her expertise and superb knowledge of the local market she is very helpful and attentive to the needs of her clients. It was a pleasure to work with her and I will recommend her highly. DAVID & SONIA L. - Avon, CT
Diane was awesome. She provided a very comprehensive review of the process of selling a house with precise knowledge, and kept an open mind and listened to me when I had my own thoughts and suggestions. We worked very well together to stage and market my house, and it sold in 24 hours. Amazing! She's the best, and I have referred other people to her for their home sale as well.  MARY KATHRYN H. - Avon, CT
Diane was great to work with for our new house search. She is very knowledgeable of the trends in the market and educated us from the start and along every step along the way. We really felt she was working for us and provided us with the support we needed to get through it. Diane was quick to respond to all our questions with great professionalism and was caring. She was the best!  PATRICK & MARY KATHRYN H. - Southington, CT
Diane is very professional and reactive. She was able to understand my needs and select the best place for me and my family. I will recommend here to everyone.  DJAMEL B. - Avon, CT
Diane is the consummate real estate professional. She is knowledgeable, friendly, and her follow-up is stellar. She ensures that the process keeps moving - even when others involved are slow to respond. We couldn't be more happy with Diane's service and highly recommend her.  ALEXA & JEREMY B. - Coventry, CT
From our first phone call, Diane was ready, willing and able to sell our home and help us purchase our forever home.  JOHNNY & STEPHANIE B. - Bristol, CT

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