Molly O'Brien Watkins

Molly O'Brien Watkins About Molly

Real Estate Salesperson

Molly is one of William Pitt Sotheby’s top producers.  A full time professional who has had a lifelong passion for residential real estate, Molly’s clients benefit from her exceptional integrity, dedication, creativity and attention to detail. She is passionate about her clients and their needs and is known for her responsiveness, enthusiasm, patience and support.  With a keen sense for properly pricing properties, she has some of the best listing statistics in the Darien market, consistently selling homes quickly, close to or above asking price.

Molly is a Certified Relocation Specialist, a mentor to new agents, a member of the Darien Board of Realtors, the New Canaan Board of Realtors, the Darien, New Canaan and Greater Fairfield County Multiple Listing Services, as well as the Connecticut Association of Realtors and the National Association of Realtors. 

Having lived in the area for 45+ years (16 in New Canaan and 30+ in Darien), Molly has an in-depth knowledge of Darien, New Canaan, Rowayton and lower Fairfield County, including schools, services, children’s programs, gyms, retail establishments, restaurants and more.  Her familiarity with Town Hall Services, coupled with an established network of lenders, attorneys, inspectors, architects, engineers and builders provides her clients with a tremendous resource base from the outset. 

A graduate of Skidmore College with a Bachelor of Science degree in Business/Marketing, Molly had a long and distinguished career in advertising where she rose to the position of Senior Vice President, Group Media Director at Media Partnership Corp, before retiring to raise her three children. Known as a top-notch print media negotiator, Molly possesses a unique skill-set which enhances her ability to negotiate the best deal on behalf of her real estate clients.

With a passion for interior design, Molly ran a small interior design business for over 10 years prior to earning her real estate license. She brings a designer's perspective to buyers and sellers alike and will happily assist in staging her listings, and help her buyers visualize how they can create their dream home.

An active community member, Molly has volunteered extensively at Ox Ridge School and The First Congregational Church of Darien, was a board member of A Better Chance in Darien and a six-year member of the Darien YMCA Board of Directors.  

As an extension of her passion for real estate, Molly has been involved with multiple renovation projects, completed the construction of a new home on a picturesque piece of property in Darien, and recently purchased a renovated carriage house in Essex, CT. 

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Our agents are recognized in the communities they serve for their deep knowledge, expert guidance and commitment to excellence.

  • Lives In Essex, CT
  • Born In Cincinnati, Ohio
  • Favorite Movie I have many favorites! Scent of a Woman, Gladiator, Shawshank Redemption & The Cider House Rules to name a few!
  • Passion Interior Design
  • Interests Real estate, residential architecture, cooking, travel
  • Inspiration My parents!
  • Can't Live Without Our dogs!

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Agent Specialties

  • Waterfront
  • Relocation
  • Buyer Representation
  • Staging Assistance
  • Construction Experience/Advise

Agent Designations

  • Certified Relocation Specialist

Agent Awards

  • Top Producer 2012-2022

AGENT Highlights

Years in Business

Avg Sales Price

Overall Sales Volume

My Listings and Solds

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Endorsements
Excellent and dedicated service, leading to excellent result. Could not have asked for more! Raymond and Marilyn Hodil
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Endorsements
Excellent dedicated and professional service, leading to excellent result as well. We could not have been more pleased! Raymond and Marilyn Hodil
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Endorsements
I cannot highly recommend Molly enough. She was so thorough when consulting with us and is a complete expert in the area. When we first met she immediately understood our nuances, what we were looking for in a property, and how to guide us to the right opportunities. Absolute pleasure to work with and would recommend her as the first stop if you are looking at real estate in the area. Victor Lu
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Endorsements
Molly O'Brien Watkins did an amazing job selling a very unusual property for us. We had a one bedroom cottage on two acres of wetlands in Darien that most brokers were perplexed by. Molly gathered opinions from multiple brokers and came to us with a very well thought out pricing proposal. She advised us on what needed to be done to the cottage before it was listed and prepared very comprehensive and professional marketing materials. She hosted numerous open houses, coordinated showings with other brokers, managed several bids and within a matter of a few weeks, we accepted an offer that was very close to our asking price. Needless to say, we were thrilled. Molly handled our closing and every little issue to get us to that point with complete professionalism, honesty and enthusiasm. I actually found her pulling weeds in the garden prior to a showing! It is without hesitation that I recommend Molly Watkins for any real estate transactions! S.W. Seller
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Endorsements
Molly is a Realtor in every good sense of the word and beyond - extraordinary, professional, clever, knowledgeable, focused, detailed and honest. She was with us every step of the way in a tough buyers market and met every obstacle with sound and practical advice. From helping us hire painters and a staging company to negotiating a final sale - and in between finding a family for a short-term lease, and then the perfect area condo for us that we still enjoy. Our experience had a happy ending because Molly is a hands on professional who persisted and the buyer she found for our unique property is just the one she described at the start. As a buyer and a seller I recommend her wholeheartedly. S.M. Buyer/Seller
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Endorsements
Molly is the best! She is hard-working, honest and diligent. She represented us as both buyer and seller. Before we even found our new home, she had marketed our old house throughout her William Pitt network, so we had eager buyers waiting for our house to be listed. She prepared beautiful listing brochures, spent hours helping us stage our house for sale and held open houses for both brokers and buyers. She was always available to us – whether it be to show a home in the evening or weekend, answer questions about a listing or go to town hall multiple times to follow up on questions that came up after seeing a home. In addition, having lived in the area her entire life, she is extremely knowledgeable and stays on top of the market. Two things that I think differentiate Molly from other realtors are: (i) her ability to think outside the box (she found our house listed For Sale by Owner” on a non-MLS listing; without her, we would not have looked in New Canaan to begin with and would have never found our house and (ii) her eye” for seeing a home for what it is and/or can be. In many homes that we saw, she was able to offer interesting ideas of how you can renovate/decorate to make a home meet your needs and desires. K.H. Buyer/Seller
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Endorsements
I had bought and sold many homes over the years in Fairfield County. I was in the market for a new one and asked a friend for a referral. I wanted to start a fresh. I wanted an agent who was professional, business like, intuitive...an agent who was simply concerned with determining what her client was looking for and finding it at the best price possible. I was referred to Molly and immediately upon introduction she set out to understand what I was looking for and to deliver!!! While real estate itself is emotional” , the task of surveying the market and determining best fit and value, is highly analytical. The emotion was for me to experience, it was Molly’s job to cull through an expansive inventory and prioritize showings and respect my time. She did just that!! She was with me every step of the way from analyzing the market, to attending countless showings being always prepared with materials, to providing any and all follow up documentation I requested for homes I saw ( involving numerous trips city hall!), to debriefing my thoughts ad infinitum and having her own highly intuitive sense of fit for me and unafraid to share it, to negotiating the offer, attending inspections and negotiating results, to overseeing every last detail of the closing — Molly was there. I’m so grateful to have found such a warm professional to guide me through this journey!!! J.P. Buyer
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Endorsements
Could not have had a better experience. Molly was first rate through the whole process. She guided us through getting our house ready to sell and was spot on in helping us price our home. It sold in 11 days in a slow market! She was also on top of our closing lawyer to get things to us in a timely manner. J. & C. S. Seller
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Endorsements
Molly helped me with my search for a new home two years ago. She is very professional, she listens to your needs, and does not waste your time looking at houses that do not match your criteria. Also, an added benefit to the buyer is, as a decorator, she brings an extra eye to looking for a house...she can totally visualize and describe the house that one may not be able to see. I ended up buying a house privately, but had she represented me in the purchase, I am confident that she would have been a terrific negotiator on my behalf. She is also a complete delight to work with and I highly recommend Molly if you are looking for a house in Fairfield County. H.L. Buyer
double quote
Endorsements
Molly is the best! She is hard-working, honest and diligent. She represented us as both buyer and seller. Before we even found our new home, she had marketed our old house throughout her William Pitt network, so we had eager buyers waiting for our house to be listed. She prepared beautiful listing brochures, spent hours helping us stage our house for sale and held open houses for both brokers and buyers. She was always available to us – whether it be to show a home in the evening or weekend, answer questions about a listing or go to town hall multiple times to follow up on questions that came up after seeing a home. In addition, having lived in the area her entire life, she is extremely knowledgeable and stays on top of the market. Two things that I think differentiate Molly from other realtors are: (i) her ability to think outside the box (she found our house listed “For Sale by Owner” on a non-MLS listing; without her, we would not have looked in New Canaan to begin with and would have never found our house and (ii) her “eye” for seeing a home for what it is and/or can be. In many homes that we saw, she was able to offer interesting ideas of how you can renovate/decorate to make a home meet your needs and desires. K.H. Buyer/Seller
double quote
Endorsements
I had bought and sold many homes over the years in Fairfield County. I was in the market for a new one and asked a friend for a referral. I wanted to start a fresh. I wanted an agent who was professional, business like, intuitive...an agent who was simply concerned with determining what her client was looking for and finding it at the best price possible. I was referred to Molly and immediately upon introduction she set out to understand what I was looking for and to deliver!!! While real estate itself is “ emotional” , the task of surveying the market and determining best fit and value, is highly analytical. The emotion was for me to experience, it was Molly’s job to cull through an expansive inventory and prioritize showings and respect my time. She did just that!! She was with me every step of the way from analyzing the market, to attending countless showings being always prepared with materials, to providing any and all follow up documentation I requested for homes I saw ( involving numerous trips city hall!), to debriefing my thoughts ad infinitum and having her own highly intuitive sense of fit for me and unafraid to share it, to negotiating the offer, attending inspections and negotiating results, to overseeing every last detail of the closing — Molly was there. I’m so grateful to have found such a warm professional to guide me through this journey!!! J.P. Buyer
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Endorsements
I am pleased to share our experience with Molly. Molly represented us in the sale of our home during a very difficult market. The price needed to be right and the marketing aggressive. The materials and information needed to be available for potential buyers on the internet and local papers, and brochures had to be created. Molly prepared exceptional marketing material and utilized all available sources. Molly made sure that we had prepared our home for positive viewings. She was energetic and enthusiastically held broker and public open houses. We were advised on all aspects of assessing the price for the market and had a negotiating plan agreed upon. Molly's strengths came through with her good communication skills, feedback, follow through, and her outgoing personality. She easily communicated with other brokers and potential buyers. Her effort was tireless and detailed. Once an offer was made, Molly expertly handled every aspect of the negotiation and had a deal agreed upon in a few hours! We would strongly recommend Molly as an agent to anyone who wants a hardworking, loyal, outgoing, and very respected agent within the broker community. J.S. Seller
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Endorsements
“Molly helped me with my search for a new home two years ago. She is very professional, she listens to your needs, and does not waste your time looking at houses that do not match your criteria. Also, an added benefit to the buyer is, as a decorator, she brings an extra eye to looking for a house...she can totally visualize and describe the house that one may not be able to see. I ended up buying a house privately, but had she represented me in the purchase, I am confident that she would have been a terrific negotiator on my behalf. She is also a complete delight to work with and I highly recommend Molly if you are looking for a house in Fairfield County. H.L. Buyer

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  • Molly O'Brien Watkins

    Molly O'Brien Watkins

    Real Estate Salesperson
    M.
    Darien
    1057 Post Road
    Darien, CT 06820
    Rowayton
    147 Rowayton Avenue
    Rowayton, CT 06853

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