- Agent Pronto
- Virginia
- Windsor
Find the perfect real estate agent in Windsor, VA
We analyze top real estate agents in Windsor and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Windsor
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for July 2025. *
* 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.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent. Here’s what some of them have had to say about our service.
“Mark was a great person to work with. I found him to have a high level of integrity and I would not hesitate to recommend Mark or use him again if conditions warranted. Mark was a pleasure to work with and I feel that he placed my requirements above his, a wonderful representation of a professional realtor and individual. Highly recommended!!”
“Great communication and overall great service!”
“Deb Kelly did a fantastic job!”
“We had a 5-star experience. Thank you so much for helping us close on our new condo!”
“Because I was trying to do a long distance short sale, I needed someone who really knew what they were doing. I was given the name and number of Colin. He took on the challenge and a little over two years later, we finally closed. If you have done a short sale before, it is a very trying ordeal! Colin took good care of the house, had repairs done, and always had clients waiting in line with a new contract. I believe it was the 5th contract and a lot of patience that got us to closing.”
“Kimberly and Holly were very personable and professional. They were very informative. They guided us through this cumbersome and tedious process. They both were great to work with and kept us abreast with what we needed to do to sell our home. We are most grateful to work with them. They know what it takes to sell a house!”
“The experience went extremely well. I was immediately in contact with June James. And she was amazing. From the start, I could feel her professionalism and her competency. She was courteous, respectful, and we couldn't be any happier.”
“Everything worked out perfectly. The transaction time was unbelievably fast.”
“It was a pleasure dealing with you all. Everything went very smoothly. Everyone was very professional and courteous. Brett Sisk went overboard helping us sell our home and buy a new one. He was great and is truly a great friend going forward!!”
“Working with Tamia was a joy. She was very good at walking us through every process and introduced us to her lender and then the ball got rolling quickly. I highly recommend Tamia!”
Windsor real estate Market Report.
Information and statistics on the latest trends in the Windsor real estate market, updated for July 2025. *
Windsor had 5 new listings and 6 listings that went under contract in May, decreasing the area’s total available inventory to 6—down 0.0% from the previous month. Inventory is projected to have further decreased in June.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Windsor has to offer.
Windsor offers its residents a charming community with rich history, welcoming atmosphere, and convenient access to local parks and amenities.
Windsor is a community where the slow pace of life beautifully intersects with modern conveniences and genuine Southern hospitality. Located just a short drive from Smithfield and offering easy access to Suffolk, Windsor presents residents with the rare opportunity to enjoy peaceful, small-town living while remaining within reach of bustling cities and coastal destinations.
The heart of Windsor beats within its local gems like Windsor Castle Park, where scenic walking trails and open spaces invite outdoor adventures. The annual Windsor Farmers’ Market brings fresh produce and local artisan fare to Main Street, fostering a strong sense of connection among neighbors. Educational opportunities abound thanks to the well-regarded Windsor High School and Georgie D. Tyler Middle School, part of the Isle of Wight County school district, both known for their engaging programs and supportive staff. Families are thrilled by the Windsor Library, a hub for community events and lifelong learning.
Embracing both tradition and progress, Windsor’s historic downtown hosts seasonal festivals and community parades that honor its roots, while newer developments provide fresh dining and shopping experiences. Residents enjoy the convenience of recreation at Windsor Town Center and appreciate quick commutes to larger employment and entertainment centers like Chesapeake.
For those considering buying or selling a home, Windsor offers an inviting blend of community spirit, educational excellence, and small-town peace. Let Agent Pronto connect you to the right local expert for your next move in Windsor.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Windsor to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Windsor. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Windsor real estate journey a success.
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. 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.
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