Find the perfect real estate agent in Winchester, WI

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

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Winchester, WI real estate

Compare the top 15 real estate agents in Winchester

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *

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.

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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.

“Brandi was great. She was very supportive and answered all questions I had. She knew how hard this sale was for our family, selling our Mom's home after she passed. She rocks!”
5 stars
JD
Jean D.
Appleton, WI
“Scott was the best agent I've ever worked with. Thank you for the referral!”
5 stars
PE
Pam E.
Oshkosh, WI
“Mary was very personable; a good fit for us.”
5 stars
DM
Douglas M.
Janesville, WI
“House was sold within 3 months, very happy with the experience. I felt my realtor knew what she was doing.”
5 stars
DZ
Dawn Z.
Milwaukee, WI
“Things couldn't have gone much more smoothly! My realtor match got in touch promptly and from there we were off to the races. Had an accepted offer within a week of meeting her and she was a great resource throughout the process. Rave reviews.”
5 stars
NP
Noah P.
Milwaukee, WI
“Adam Adler is an excellent agent. We couldn't be more pleased.”
5 stars
KK
Kristie K.
Green Bay, WI
“Mrs. JoAnn Otto was a Godsend! Very knowledgeable and extremely professional! Agent Pronto connected me to the right person.”
5 stars
LL
Lawrence L.
Milwaukee, WI
“We were contacted promptly by Jenni Welch of Cardinal Realty. She lined up some showings to accommodate our schedule. We wanted to see another listing that had just gone up and she arranged for us to see later that day. We put in an offer and it was accepted at the end of the next day. 10 days later we closed! Jenni was VERY efficient. We were well pleased!”
5 stars
LS
Linda S.
Berlin, WI
“Extremely satisfied with Agent Cindy Gerard and the whole Agent Pronto experience.”
5 stars
RV
Richard V.
Fort Atkinson, WI
“Richard was great through the whole process!! I am very pleased with his patience and prompt replies to any and all questions I had. I would highly recommend him and will to all family and friends selling their property.”
5 stars
JG
Jessica G.
Oconto, WI

Winchester real estate Market Report.

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

Winchester had 2 new listings and 4 listings that went under contract in April, decreasing the area’s total available inventory to 4—down 0.0% from the previous month. Inventory is projected to have further decreased in May.

The median listing price for homes in Winchester fell 26.42% from March to April, bringing the current median listing price to $292,400. Based on projected data for May, listing prices may continue to fall.

Winchester, WI real estate
10
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 Winchester has to offer.

Winchester offers residents a charming small-town atmosphere combined with welcoming community spirit and access to beautiful natural landscapes.

Winchester captures the essence of tranquil country living while offering the convenience of easy access to nearby communities like Oshkosh and Neenah. Outdoor enthusiasts will find themselves drawn to the pristine stretches of wilderness at Coughlin Nature Area, where hiking and birdwatching abound, and the sparkling Winneconne Marsh Wildlife Area, perfect for kayaking, fishing, or an early morning stroll. The nearby shores of Lake Winnebago attract anglers and boaters throughout the seasons, while local family-owned farms offer opportunities for fresh produce and seasonal events.

Families considering a move appreciate the sense of community fostered by the Winchester School District, known for its dedicated teachers and strong student support programs. Children benefit from small class sizes and personalized learning, while local events like Winchester Picnic Days and holiday markets bring neighbors together in celebration. Quick commutes to larger employment and culture hubs, like Appleton, allow residents to enjoy both rural calm and urban convenience.

With its blend of scenic beauty, excellent schools, and tight-knit neighborhoods, Winchester stands as an appealing destination for those seeking a slower pace without sacrificing amenities. Whether you’re envisioning a lakeside retreat, a family homestead, or a fresh start near vibrant Winnebago County, Winchester welcomes you. Agent Pronto is ready to match you with an experienced local agent—whether your journey means finding your next home or selling your current one.

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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 Winchester 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 Winchester. 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.