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Windy Keene
Serving Jacksonville, St. Johns County, Clay County, and Nassau County!
- Buy
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A Little Bit About Me:

Raised in Southern Mississippi, Windy holds a BSBA in Accounting from The University of Southern Mississippi. Her season in accounting was short-lived and she went to work for a real estate company doing their books. This move inadvertently sent her in an entirely new direction!
While working 9-5, Windy decided it was time to go to work for herself. She got her real estate license.
Windy loves her clients, or as she calls them, "her people." She considers herself a guide, walking alongside her clients to the next stage of their life. Sometimes she's helping them grow, sometimes downsize, and sometimes she's helping them through unexpected life changes. Her accounting background gives her an incredible attention to detail that only serves to make your transaction smooth and easy!
When she isn't working hard for her clients, Windy loves to travel, especially when there's hiking involved! She has hiked the Incan Trail to Machu Pichu, the Grand Canyon, Angel's Landing in Zion, and just recently did 40 miles of the Appalachian Trail! She and her husband love serving in ministry together and are members of Fruit Cove Baptist. Windy is currently serving in a new ministry called Embrace Grace that lovingly walks alongside young girls experiencing an unexpected pregnancy. Her husband and two children (and two dogs!) also love paddleboarding, boating, and snorkeling!
Some of my Reviews!
- Chris MillerWorking with Windy Keene was an absolute pleasure from start to finish. She worked tirelessly to help us find, negotiate, and close on the right place for us. Throughout the entire process, her communication was exceptional—she consistently kept us informed and coordinated seamlessly with the other side so we always knew where things stood. Windy went above and beyond at every step. When our mortgage lender was slow on closing day she stepped in proactively, stayed on top of every detail, and pushed things across the finish line without missing a beat. Her local market knowledge, relentless work ethic, and dedication to her clients make her stand out. We would definitely work with Windy again and highly recommend her to anyone moving to or buying in the area!
- nikki symasekWe were moving from out of state. Windy was amazingly helpful and kind and reassuring when dealing with all the unknowns that come with a long distance move. Not looking to move again soon, but would definitely use Windy if we need a realtor in the future.
- Betsy GranacherWindy is a fantastic realtor! She was involved in every step of the process, and we could not have done it without her. We highly recommend Windy for her knowledge, responsiveness, and most importantly, her integrity.
- Bruce NordstromWindy did an amazing job selling my elderly mom’s home, she handled the sale with grace, empathy and professionalism. Windy not only knew how to price the home, she also coordinated staging, getting the right people to make repairs(at a reasonable price)and any other needs that came up, all while we lived out of town. We got a great offer quickly and closing was a breeze. If you are looking for an exceptional agent look no further than Windy Keene!
- Kelly LannomI highly recommend Windy Keene if you are buying or selling a home. We have completed 11 real estate transactions with her. She is knowledgeable, professional and such a pleasure to work with. She will guide you through every step of the way and will work around your schedule! She’s amazing and I wouldn’t consider anyone else for my real estate needs!
- Ashley BonningMy husband and I have bought and sold several homes over the years, working with a variety of realtors along the way. While many of them were good, none compared to the experience we had with Windy. From start to finish, she went above and beyond every expectation. Windy guided us through each step of the process with exceptional expertise and care. She kept us organized, communicated clearly and consistently, and made sure we understood every detail so we could make confident, informed decisions. Her professionalism, attention to detail, and genuine dedication made what can often be a stressful process feel seamless and enjoyable. Thanks to her hard work and guidance, we found and purchased a home that was everything we had hoped for, and more. If you’re looking to buy or sell a home and want a realtor you can completely trust, someone who will advocate for you, keep you informed, and genuinely care about your goals, Windy is the best choice you could make. She’s truly in a class of her own.
- Debbie HendersonWindy is an amazing agent! She was instrumental in getting my son’s VA assumable deal closed and I know if it was not for her persistence this deal would not have gone through. I would not hesitate referring Windy to my friends!!
- Rena HowellWe can not say enough great things about Windy! She did an amazing job helping us to navigate selling our house in this questionable market. She worked diligently to ensure we were successful. We relied heavily on her knowledge and expertise and she did not disappoint. If you are looking for trustworthy, responsive, and reliable, she is absolutely the one. Thank you Windy for helping us to close that chapter and move on to the next!
- Connie WilliamsWindy is the best. Clearly professional and knowledgeable, guided us through the difficult process of selling a house and buying a condo. Kept us informed every step of the way and prepared us for the unexpected. Very patient and supportive, I highly recommend her to anyone who needs a realtor.
- Clark MeredithWindy was knowledgeable and responsive. I highly recommend her.
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10,000+ Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
4 Beds3 Baths2,753 SqFt1/61 61Open Sat 11AM-1PM$440,000
1844 CHATHAM VILLAGE DR, Orange Park, FL 32003
Listed by FADER & CO REALTY LLC • KYLE ANTHONY JUSTICE
2 Beds2 Baths1,782 SqFt1/22 22Open Fri 1PM-5PM$399,990
248 APPLEJACK DR, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
3 Beds2 Baths1,671 SqFt1/10 10Open Thu 1PM-5PM$314,990
5864 LAGOON CRUISE WAY, Jacksonville, FL 32234
Listed by LENNAR REALTY INC • JENNIFER RICHELLE SMART
4 Beds2 Baths1,626 SqFt1/6 6Open Thu 3PM-6PM$294,990
5648 LAGOON CRUISE WAY, Jacksonville, FL 32234
Listed by LENNAR REALTY INC • JENNIFER RICHELLE SMART
4 Beds3 Baths2,304 SqFt1/54 54Open Sat 11AM-1PM
3 Beds2 Baths1,884 SqFt1/48 48Open Sat 4PM-7PM$379,000
63 RIVER STRAND LN, St. Augustine, FL 32084
Listed by ALLIANCE REALTY & FINANCIAL SERVICES, INC • KAREEM TANNOUS
5 Beds4 Baths2,853 SqFt1/29 29Open Fri 1PM-5PM$599,990
123 CEDAR KNOLL CIR, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,423 SqFt1/14 14Open Fri 1PM-5PM$579,990
960 BROOK FOREST DR, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,520 SqFt1/32 32Open Fri 1PM-5PM$529,990
1072 BROOK FOREST DR, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,190 SqFt1/54 54Open Fri 1PM-5PM$509,990
175 CHESTNUT GROVE RD, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,190 SqFt1/50 50Open Fri 1PM-5PM$499,990
143 CHESTNUT GROVE RD, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,190 SqFt1/54 54Open Fri 1PM-5PM$489,990
1058 BROOK FOREST DR, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths1,948 SqFt1/35 35Open Fri 1PM-5PM$479,990
399 BROOK FOREST DR, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,246 SqFtOpen Fri 1PM-5PM$419,990
2493 JENNINGS FARM DR, Middleburg, FL 32068
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,500 SqFt1/2 2Open Fri 1PM-5PM$419,990
3465 GOLDEN EYE DR, Orange Park, FL 32065
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
5 Beds4 Baths2,728 SqFt1/2 2Open Fri 1PM-5PM$399,383
14300 FIREBIRD DR, Jacksonville, FL 32234
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths2,188 SqFt1/2 2Open Fri 1PM-5PM$387,990
3490 GOLDEN EYE DR, Orange Park, FL 32065
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds3 Baths1,975 SqFt1/21 21Open Fri 1PM-5PM$344,990
14401 EPPLY DR, Jacksonville, FL 32218
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
3 Beds2 Baths1,711 SqFtOpen Fri 1PM-5PM$339,990
3416 GOLDEN EYE DR, Orange Park, FL 32065
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
3 Beds3 Baths1,519 SqFt1/28 28Open Fri 1PM-5PM$273,990
7644 COMMANDER LN, Jacksonville, FL 32256
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
2 Beds3 Baths1,395 SqFt1/33 33Open Fri 1PM-5PM$238,118
5537 ARROW LN, Jacksonville, FL 32210
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
3 Beds4 Baths2,028 SqFt1/51 51Open 11/14 2PM-6PM
2 Beds2 Baths1,581 SqFt1/22 22Open Fri 1PM-5PM$349,990
249 DAY DREAM DR, St. Augustine, FL 32092
Listed by OLYMPUS EXECUTIVE REALTY, INC • NANCY PRUITT
4 Beds4 Baths3,110 SqFt3DOpen Sat 12PM-2:30PM