Find the perfect real estate agent in Windsor, IL

We analyze top real estate agents in Windsor and across the country to find you the most proven local agents, for free.

Equal Housing Opportunity
Windsor, IL real estate

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.
Agent profile screenshot
Agent profile screenshot

Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“It's been great working with Bobbi - she is very responsive (never once missed a phone call or text), always on point but never pushy, be it her advice on pricing changes or negotiating an offer or following up on repairs. She arranged multiple open houses, brought in a steady stream of potential buyers, helped us a lot thru the whole process, made it easy for us even after we moved out of state and got our home sold just before the winter hit. Loved working with her and would definitely recommend her. ”
5 stars
PD
Priya D.
Champaign, IL
“Cheri Gibson was the best I have ever dealt with. She was professional at all times. She answered all our questions. She is very knowledgeable. I would highly recommend her to anyone looking to sell/buy. The house was listed and sold in one day.”
5 stars
SE
Sharon E.
Aurora, IL
“Thank you, Agent Pronto, for recommending Karl. He was an amazing agent and just got the job done! I would recommend your service and Karl to any future home sellers or buyers!!!”
5 stars
CR
Charmaine R.
Rockford, IL
“Dena was amazing! She helped us tremendously...She helped us with a new lender and made our dream come true, and not even Covid-19 stopped us! Forever grateful. ”
5 stars
NO
Nancy O.
Aurora, IL
“Agent Pronto was quick to connect me to Mike Frank, a gem to work with. The sale transaction went very smoothly. Mike Frank was patient, conscientious, and responsive. All in all, it was a very pleasant experience working with him.”
5 stars
ST
Shirley T.
Chicago, IL
“James called me within the hour and was available to meet with me in just a few days. He put the listing up and it sold in 10 days. Very happy with the result!”
5 stars
LS
Lisa S.
Chicago, IL
“It was great! We were put in touch with the best real estate agent around!”
5 stars
AS
Adrienne S.
Aurora, IL
“Steve rocks! He was on top of things and kept me informed as issues arose. He pulled me off the ledge a few times and he was surprised that I called to thank him after the closing. He's a keeper.”
5 stars
DC
Dorothy C.
Chicago, IL
“Excellent service from both Donna and Lisa!”
5 stars
NE
Nancy E.
Pekin, IL
“We had to sell a relative's house after her death and we live over an hour away from the property. We used Agent Pronto to interview three different agents because we were unfamiliar with the area. We settled on Scott Paul. He is by far the best realtor we have ever worked with. (We have worked with six other realtors over the years.). He is professional, conscientious, thorough, and hard-working. We highly recommend him.”
5 stars
KA
Kathy A.
Grayslake, IL

Windsor real estate Market Report.

Information and statistics on the latest trends in the Windsor real estate market, updated for June 2025. *

Windsor, IL real estate
5
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Windsor has to offer.

Windsor offers its residents a welcoming community-driven atmosphere with charming local amenities and a peaceful, small-town vibe.

Windsor offers a small-town atmosphere paired with a surprising array of amenities, perfect for those eager to plant roots or embark on a new journey. Located within Shelby County, Windsor captures a strong sense of unity and friendliness, making it ideal for families and individuals alike. The city’s heart beats strongly at Windsor Junior-Senior High School and Windsor Elementary School, where academics and extracurricular activities come together to nurture students from kindergarten through graduation.

Residents and visitors alike enjoy Windsor’s connection to the outdoors. The nearby Wolf Creek State Park and Lake Shelbyville create endless opportunities for fishing, boating, hiking, and picnicking, immersing you in scenic beauty with every season. The city’s calendar is dotted with festive events at Windsor’s American Legion, showcasing its spirited community.

Conveniently close to Mattoon and Charleston, Windsor is ideally situated for those seeking both tranquility and access to shopping, entertainment, and higher education. Delicious local dining, like at Angry Redhead's Bar & Grill, brings neighbors together over hearty Midwestern fare.

Whether you’re looking to settle down, move closer to family, or find a tight-knit community where you can truly belong, Windsor delivers a peaceful pace of life without sacrificing opportunity. Agent Pronto is here to connect both prospective buyers and sellers with expert real estate agents to make every move in Windsor a seamless experience.

Woman smiling

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!

Sarah W.

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!


Frequently Asked Questions

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.