Caitlyn Cleary
Caitlyn Cleary

Caitlyn Cleary

Global Real Estate Advisor

Member of Diane Barry Team
  • M
Hartford County Regional
45 East Main Street
Avon, CT 06001

About Me About Me

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 and Caitlyn 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 Third and Fourth Generation Realtors, clients experience a meaningful perspective to the residential Real Estate business. Our business is 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.

  • Born In Langhorne, PA
  • Lives In Simsbury, CT
  • Passion Good Food and Wine
  • Interests Trying New Restaurants, Going to the Beach, Hiking with my Dog - Lexi, Traveling with my Fiance´ - Hutch, and Spending Quality Time with Family
  • Inspiration My Mother
  • Can't Live Without Chocolate

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My Listings and Sales

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Testimonials (4)

Our realtor provided our family, who was moving abroad for the first time, with a wealth of information and advice. Without her, our family's relocation might have been impossible. We are highly satisfied with her dedication and expertise. Jooho Lee Seul Kim
Caitlyn Cleary is a really friendly and helpful person. She kept great communication with me and gave me a lot of useful advice. Really appreciate! Yuanuye Chi
Thank you so much Caitlyn and William Pitt Sotheby's International Realty. My colleague had introduced me to Caitlyn. She did a fantastic job, she was quick, professional and very efficient. I didn't know how I was going to search a rental home. I needed some work and had tried to list online as well as a realtor with no success. She went out her way and beyond to assist us. Thank you again. Mohammed Toufiq
I was looking for a house to live for a year while I visit Connecticut as a visiting scientist. Caitlyn was extremely helpful and professional to provide all the needs to find the right place for my family. Wonsoer Kang

Additional Communities


Caitlyn Cleary in the News

The Hartford Courant

Property of the week: Classic Cape Cod style CT home in historic old village section…

The Hartford Courant

Property of the Week: Exquisite Avon Home Is Perfect for Entertaining, Inside and Outside…


Asking $675K, This Eccentric Connecticut Midcentury Is a World Unto Its Own…

The Hartford Courant

Property of the Week: 59 Garrett Road, Canton…

The Hartford Courant

Property of the Week: 71 Highridge Road, West Simsbury…

The Hartford Courant

Property of the Week: 19 Thistle Hollow, unit 19, Avon…

Contact Me

  • Caitlyn Cleary

    Caitlyn Cleary

    Global Real Estate Advisor
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