“What can I say about Cassandra, she was totally amazing during the entire home buying process. As first time home buyers, we were scared of the process and did not know what to expect but Cassandra made everything clear and easy to understand. She guided us expertly through some difficult situations and even fought for us and our interests. If I could give her ten stars or more I totally would. She is a total boss in real estate and I can't think of anyone better to help families find their forever home!”
- Agent Pronto
- Florida
- Windsor
The best way to find top real estate agents in Windsor, FL
We analyze thousands of real estate agents in Windsor and nationwide to find you proven local professionals, for free.
Compare top Windsor real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for April 2026. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Windsor real estate Market Report.
Information and statistics on the latest trends in the Windsor real estate market, updated for April 2026. *
Year-over-year, Indian River County’s typical home value has risen by 6.49 percent, moving from roughly the high $300,000s to about $410,000. Compared with that broader backdrop, Windsor stands out as a much higher-end enclave, with a typical home value of about $3,300,000 in February 2026.
In the latest month, Windsor’s homes are taking time to change hands, with a median of 444 days on market. At the same time, buyers have been negotiating meaningful discounts, as homes have sold for about 82.6 percent of their list price on average and none have closed above asking.
Looking ahead to March 2026, Windsor’s typical home value is projected to hold steady at around $3,300,000, while Indian River County as a whole is expected to edge up to about $416,000. Whether you are a buyer navigating long marketing times or a seller pricing a high-value property, Agent Pronto can connect you with an agent who understands these conditions and can guide both buyers and sellers through the process.
Learn more about what Windsor has to offer.
Windsor offers residents a welcoming, well-connected community with safe neighborhoods, convenient amenities, and abundant outdoor and cultural opportunities that support a high quality of life.
Windsor is a quiet, rural community in Alachua County that offers a slower pace of life while remaining within an easy drive of Gainesville and the University of Florida. Broad open spaces, lakes, and two lane roads define the landscape, yet daily needs and major services are close enough to keep routines practical and predictable.
Residents often build their lives around outdoor access. Nearby Newnans Lake is popular for fishing, birding, and sunrise views, and the surrounding wetlands give Windsor a distinctly natural feel. To the west, Gainesville’s Depot Park and the connected Gainesville-Hawthorne State Trail offer paved paths for walking and cycling, expanding recreation options without sacrificing Windsor’s quieter setting.
Families appreciate access to Alachua County Public Schools, with resources outlined by the district. For groceries, healthcare, and dining, many residents rely on hubs in nearby Gainesville, Waldo, and other surrounding communities such as Micanopy. Cultural, medical, and employment opportunities cluster around the University of Florida corridor, yet Windsor’s housing options generally feel more spacious and secluded.
Because the area can be highly local in its road networks, zoning, and water or septic considerations, working with an agent who truly knows Windsor reduces uncertainty during a move or sale. Agent Pronto connects you with professionals who understand the area’s nuances, helping both buyers and sellers navigate the process with less stress.
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“Abbey was absolutely phenomenal to work with as our realtor. My husband and I were very nervous about the home-buying process as first-time buyers, but she made everything feel seamless and stress-free. Amazingly, she found us our dream home within just ONE week of working with her! Abbey truly listened to what we were looking for and found us the perfect home at an unbeatable price in the exact location we wanted, including the school district we hoped to be in. She guided us through every step of the home-buying process—from paperwork to the inspection—so we could close without any headaches. If you’re looking for a knowledgeable, responsive, and personable real estate agent, Abbey is the one to work with. She goes above and beyond for her clients, and we couldn’t recommend her more highly.”
“Working with Diane was truly one of the best decisions I made during my home buying journey. From the moment we met at one of her open houses, she went above and beyond. She actually spent the rest of her day helping me look at homes and getting a real understanding of what I was looking for. That level of dedication meant so much to me. Diane is incredibly knowledgeable and asked all the right questions to make sure she could find the perfect home for me, not just any house. She was patient, committed, and worked so hard throughout the entire process to make everything smooth and stress-free. I’m so grateful I happened to walk into her open house that day. If you’re looking for a realtor who truly cares, works tirelessly for her clients, and wants you to have the best home-buying experience possible, I would absolutely recommend Diane.”
“Once I submitted my request I received multiple agent recommendations. I contacted Maria and she took care of everything. Between her contact and listing, we were consumer by offers. Within 7 days, we had an offer that was above our expectation. Maria was on top of everything, clear and prompt communication on every opportunity / every offer! It was great working as a team with Maria thru the process!”
“Cory did an excellent job from start to finish. He was professional, responsive, and made the entire process smooth and stress-free. I really appreciated his attention to detail and clear communication. Highly recommend working with him.”
“Kristin is absolutely a gem. We put our home on the market during a rough period. Not only was it hurricane season, but also election time and the new school year starting back up were huge factors we had to work with. Needless to say it didn't sell right away but Kristin never slowed down. She marketed our home non stop and was available to help us anytime we had any questions. We reposted our home after a short break from the holidays and within no time she had a buyer. I could really go on and on about Kritin Silvers professionalism. I have and will continue to recommened her to friends family and anyone else looking for a realtor who Truly listens to the needs of their clients. When you pick to work with Kristin you can know that she is listening to you, she wont convince you to do things her way for a quick sale and to me that is Very Important!”
“I was blown away by how quickly everything happened. Loodmy listed my home, and within just a few days, we had multiple offers. He’s professional, easy to talk to, and knows how to market a property the right way. I felt confident from start to finish.”
“Zach has been nothing but 100% professional. He answers all correspondence quickly and effectively. I must also say that his ability to get a deal finished is unparalleled. He truly has a gift with working in real estate.”
“Paul Hutton is a dream come true. He went through everything thoroughly. Paul has the patience of Job. So kind, considerate, respectful. He goes above and beyond to find the property that is just right for his client. I can't praise him enough. I was very fortunate to get him as my agent.”
“We highly recommend Vinnie to anyone looking for an experienced, reliable, and knowledgeable real estate professional. We were delighted with his services throughout the entire process of selling our home. He provided us with extremely helpful advice and guidance every step of the way and ensured that we understood all aspects involved in selling our home.”
“I would HIGHLY RECOMMEND using Larry A. Mastropieri and Joy Mastropieri as your premier Boca Raton/South Florida realtors!! This team was incredibly responsive, knowledgable, professional, and sold our home at the right price in less than a week! They came prepared to meet with us and provided an overview of thier comprehensive marketing plan, comps in the area, and appropriate sales approach for our home. They even went ABOVE and BEYOND in assisting us with closing out our open permit after the sale. AWESOME experience!! Would definitely use them again!!”
“Our buying and selling was a long and process, however Priscilla was very resourceful, persistant and dedicated to help us sell and find a home that met our needs.”
“Evan made buying and selling my homes a pleasant experience.. His knowledge and expertise was comforting as he guided me through the entire process. I would use Evan as my realtor again in the future.”
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”
“Joe is the quintessential real estate agent. He is knowledgeable, punctual, and patient. It was a joy to work with him! ”
“Elizabeth and Dan were absolutely amazing. From start to finish. I got my dream home because of them.”
“Thank you Agent Pronto. After trying to sell our Condo for 7 months (with another agent) we contacted Agent Pronto. We interviewed 3 Real Estate Agents whose names we got from Agent Pronto. All of them had good qualifications. Jacob Edri was the Realtor we chose. He has personality, and a vast knowledge of the use of social media and other means of marketing. We never had any problems with him. Jacob is a great communicator, caring and he treats you as if you are part of his family. He goes the extra mile to get the job done.”
“A+++++. Best realtor in the state of Florida. Professional and attention to detail is excellent. Goes above and beyond for her clients.”
“Sh was always available and did a fantastic job with a complicated situation”
“Very professional and deep knowledge of the home building and sales business.”
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Windsor. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Windsor Realtor® or real estate agent today.
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