Real Estate professional in New Canaan, CT About Me

Real Estate professional in New Canaan, CT

Whether browsing, buying or considering selling, your Fairfield County, Connecticut real estate needs deserve the attention of a conscientious, experienced professional. What does that look like in practice? Full-time, concentrated effort, unmatched service, accessibility and informed communication, all coupled with attention to detail are responsible for Carol's annually achieving top award winning positions in the New Canaan office. Carol has sold or listed over $200 million of properties in her real estate career to date. Her core areas of expertise include: New Canaan, Stamford, Darien, Wilton and throughout Fairfield County.

After successful experience in financial management, an exciting stint in the world of fashion and home/interior decor publishing, fund raising in New York City, Carol joined William Pitt Sotheby's International Realty in Stamford headquarters and quickly became a leading producer. Now, she is celebrating her 38th year in real estate with the company. Since beginning her career in Stamford, she has moved to, and worked in, Darien and Wilton before joining the New Canaan office. She also now calls New Canaan home and warmly regards the town as her favorite place to live and work. Carol is also the mother of three children and seven step children. 

With deep roots in her community, Carol contributes to numerous community activities and non-profit organizations such the Bluenotes (singing and performance to seniors across Fairfield County), St. Aloysius Parish, The Getabout, and Staying Put -- all organizations  serving seniors in New Canaan. She is also an avid golfer and tennis player, a cooking enthusiast, and a member of the Country Club of New Canaan - serving as a member of both the Men's and Women's Golf Committee (a unique honor) and the Junior League. When not working energetically on behalf of her community, Carol enjoys traveling and has worked with many international clients - boasting an impressive network locally and internationally.

Carol is a Certified Relocation Specialist having won the Company's Top Relocation Award,  an eBuyer Specialist, a New Home Construction Specialist. She also belongs to the National Association of Realtors, Connecticut Association of Realtors, New Canaan Board of Realtors, The Greater Fairfield County Consolidated Multiple Listing Services and the New Canaan Alliance for Business Professionals. 

  • Born In Montclair, NJ
  • Lives In New Canaan, CT
  • Passion Philanthropy, community
  • Interests Sports: tennis, golf, skiing, equestrian
  • Inspiration A constant need to seek, learn, accomplish - especially as I get older - and work with those around me in the elder community
Nothing Compares.

Agent Designations

  • Accredited Buyer Representative
  • Certified Buyer Representative
  • Certified Residential Specialist
  • Resort and Second Home Property Specialist

My Listings and Sales

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Testimonials (10)

Carol Hollyday has worked tirelessly to keep us in mind whenever an appropriate house or lot became available. We recommend her highly! Christopher & Kimberly Van Munching
Thanks for doing such a great job with the sale of my condo.  You made it so easy for me with your suggestions for making the property appealing and yet natural.  It sold quickly due to your expertise. J. Schurman
Thanks for doing such a great job with the sale of my condo.  You made it so easy for me with your suggestions for making the property appealing and yet natural.  It sold quickly due to your expertise. J. Schurman
When buying or selling real estate, choosing the right realtor is crucial. You need one who is experienced and knowledgeable about the market in your area, and one you feel confident is able to advise and guide you through the whole process, with your best interest at heart. Carol Hollyday was that perfect realtor for me while selling my house in New Canaan, CT. Carol marketed the property beautifully. She was never too busy to contact me daily or to oversee the smallest details. I am most grateful. C. Johnson
I'm sing the praises of Carol Hollyday, who during my time in New Canaan: found a rental so that my family could settle in, found a home so my family could enjoy our lives there, and sold that home for me when our time to move on had arrived.   When we first began to look for a home in New Canaan, we desperately needed someplace quickly.  We had already sold our previous home in Harrison, NY, and needed to find a place within 60 days.  More importantly, it was early August and school would begin soon, so we needed to be able to enroll our three sons before the school year started.  Carol showed us everything available, including rentals.  After showing us all of the available homes that met our requirements, she asked which of them did I want to bid on?  I'm sure my answer, "none of them", was disheartening for her, but she helped us close an appropriate rental with the objective of re-starting the search the following spring.  It didn't take that long.  In November she found the perfect home for us.  I literally took two steps into the house and knew it was the place for my family.  Carol helped us to negotiate a fair price with the seller and we closed on that house in December of that year.Over the years that we lived in New Canaan, Carol was immensely helpful in getting us settled, introducing us at the Country Club of New Canaan, keeping tabs on how our sons were doing in school and sports.  It was as if she was our guardian angel, guiding us to have the best possible experience while enjoying our new home.Of course, children grow up.  And our home became too big for just my wife and me.  A job opportunity in Boston came up, and we listed the house with Carol.  About three weeks after listing, it became apparent that a near term move was not in our best interest and we pulled the listing.  I'm sure that was very frustrating for Carol, but she always told me to do what was best for me.  Some six months later, circumstance would allow us to move on from our home.  Carol found a buyer in a day.  One Day.  So, she's the best realtor, ever, and I've had a lot of experience moving around. Joe M.
Thanks to Carol’s amazing partnership and guidance, we successfully downsized our parents into the perfect condo.  Carol helped us navigate the local market for both purchasing the condo and selling our family home of 52 years. From educating us on how to make a successful offer in a super competitive market to being knowledgeable and quick to respond, Carol was instrumental in communicating to all the responsible parties during a stressful transition for our family. We saw firsthand Carol’s years of experience in action, and we can’t recommend her enough to anyone looking for a home in the area! The Stoops Family
I enjoyed working with Carol very much. I would highly recommend her to others.  She listens well and gives good advise in a calm manor. She cares and is always there for you and is good at finding workers who can help with the sale.  I also think that Carol is excellent at marketing and seeks out people who might be future happy buyers and an excited  buyer makes for an easier sale and transition. Ann W.
I would like to take this opportunity to thank you for your time, and effort in selling our property in New Canaan. With your experience and know how in fairly pricing our  property in New Canaan, and your help in negotiating the purchase price, you  made the process of selling our property quite easy for us as sellers, and also for the buyers Neil B.
I wanted to let you know how happy I am to have worked with you to sell my house. You were extremely professional and at the same time very helpful and caring. Working with you was a wonderful experience. I want to thank you so much. You are the best. Marylou W.
Carol did a great job representing me in the sale of my condo in New Canaan. Of course, she covered all the bases with regard to listings, showings and negotiations. Additionally, she went above and beyond the call of duty in helping me manage several construction projects at the unit, as I don't reside in the local area. I can't imagine accomplishing all this without Carol's expert assistance. Carol has my hearty and unreserved recommendation! John Holme

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  • Carol Hollyday

    Carol Hollyday

    Real Estate Salesperson
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