Win Kelly - Realtor, Broker - Associate

Work with me, it's a Win/Win!
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Count on a Realtor Who is Totally Involved With Saint Johns County, FL Real Estate.

Welcome! I’m Win Kelly, a realtor with more than 23 years of experience and complete knowledge of St. Augustine, FL. My life’s mission is to help with the very fundamental need for a home; buyers, sellers, and investors are able to reach their real estate goals through my dedication to their needs My clients are like family, so rest assured that you will get a top seat and be treated with utmost respect and care. I’ve been blessed with staging techniques, pricing strategies, and negotiation skills to get the highest return and competitive advantages! Counseling buyers & sellers with sound advice, expertise and personal care for the past 18 or so years, I’ve been blessed with the knowledge, staging techniques, pricing strategies and insightful negotiating skills to promote the highest return for sellers and a competitive advantage for buyers. A testament to my blessings is that over 80% of my business comes from repeat client referrals.

florida house

Sell your home at the right price using top marketing strategies.

residential florida house

Find a home that fits your needs and expectations at the best price.

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Looking for high return on investment? I can help you find the best opportunities.

Our Neighborhoods

Our Neighborhoods

area san agustin fl

St. Augustine, FL

area anastasia island fl

Anastasia Island, FL

Ponte Vedra Beach, FL

St. Johns County, FL

Buyers & Sellers

Knowing your home’s worth and selling it at the right price or finding your dream house is challenging without the proper knowledge. Both processes have a lot of paperwork, strategies, and negotiations involved that can consume a lot of time. I can guide you through every step and help you set realistic goals to simplify the experience. So enjoy the new path you set for yourself, and let me help you turn this into an exciting event where you can expect total transparency. Count on me to present you with updated information about the market, the latest listings, and tips to sell or buy quickly!


Secure a high return on your investment with a real estate agent who is interested in achieving your goals along with you! I have great connections with lawyers, inspectors, and contractors who can help you determine the best course of action before investing. Moreover, my complete knowledge of the local market and my negotiating skills make me a valuable ally who won’t rest until you find a suitable property.

Find the Right Property Today!

In need of a buyer’s agent in St. Augustine, FL? Count on me to put my skin on the game and invest in your purpose. Contact me for a free marketing analysis! I also provide the first $500 in staging and home preparation for new listings. Call (904) 501-7138.

I help sellers, buyers, and investors in these areas:

    Our Trusted Brands & Partners

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    Our Client Testimonials

    Win was and is the best realtor I’ve ever had the pleasure of working wth

    This is the second time we have used Win Kelly as our broker; most recently to sell our St. Augustine condo. We couldn’t be happier with the outcome on either occasion. We initially told Win that we did not want to put any money into our condo to sell it, but she convinced us that new carpet, kitchen appliances and interior paint would end up paying for themselves.

    Win did an outstanding job in assisting us in selling the house. She did a fantastic job readying the house for the market and staging the home and it looked better than it ever did. We had a lot of bumps in the road during the selling process due to needed repairs and Win was able to assist us getting everything taken care of in the most calm and professional manner. I would absolutely engage Win again in our home buying/selling process and highly recommend her services. She is a true professional.

    I have already submitted a survey attached to another email.