Win Kelly - Realtor, Broker - Associate

Work with me, it's a Win/Win!
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Count on a Realtor Who is Familiar With Saint Augustine, FL

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 investors, buyers, and sellers reach their property goals. 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.

sunlight hitting florida house

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

Pono Beaver 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 such a tremendous help for us during this buying experience. She went above and beyond what we would have expected. We would definitely recommend her to any and all that would be looking for a realtor.

    Win was absolutely amazing. She went over and above the call of duty. She worked morning noon and night and weekends. She is phenomenal at what she does we appreciate everything she did for us and I would definitely recommend her to all of my friends and family

    Win was a pleasure to work with. She was very knowledgeable regarding the area where our lot was located and provided valuable guidance regarding its sale.

    Win Kelly goes out of her way to find and match clients to the best property. Her faith and positive nature shine above all-I really feel that she has my best interests at heart. She is available to answer all questions intelligently and quickly, as well as to connect you to resources that might be helpful-especially helpful if you are new to the area or to the home buying/selling business.