We analyze thousands of real estate agents in Sheboygan and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for August 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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Information and statistics on the latest trends in the Sheboygan real estate market. *
May 1, 2026 - Jul 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (May 2026 - Jul 2026).
Homes in Sheboygan have been moving steadily through the pipeline in this rolling three-month window. Active listings are up about 16% year over year, with roughly 308 homes on the market and 212 new listings coming on. Demand is keeping pace, as pending sales have climbed nearly 23% from a year ago and closed sales are up almost 10%.
Pricing has responded to this stronger flow of activity. The typical home value is up about 6% year over year, even as the median list price has edged down slightly compared with last year, suggesting sellers are pricing carefully while buyers still bid homes up.
Conditions still lean toward sellers, with only about 2.5 months of supply and a market gauge pointing to a seller’s market. Homes typically spend 43 days on the market, and more than 43% of recent sales closed above the list price, with the average sale coming in just over 101% of asking. Off-market-in-two-weeks activity is strong as well, with around 60% of homes going under contract quickly. With this mix of rising values, tighter inventory, and strong demand, both buyers and sellers in Sheboygan can benefit from Agent Pronto’s help in finding an agent who understands these trends and can guide their next move.
Sheboygan offers residents a welcoming waterfront community with abundant outdoor recreation, vibrant events, strong local amenities, and a practical, affordable quality of life.
Sheboygan stands apart from nearby Milwaukee and Green Bay with its easy pace, strong shoreline identity, and everyday accessibility to Lake Michigan. Residents enjoy miles of waterfront at Deland Park and the Sheboygan Marina, where sailing, kiteboarding, and lakeside concerts are part of regular life rather than an occasional outing.
Downtown blends historic brick buildings with an arts focus around the John Michael Kohler Arts Center, locally owned restaurants, and year round events. Families appreciate the programming at Mead Public Library and neighborhood parks that range from sports focused spaces to relaxed green corners. Golfers are close to world class courses in nearby Kohler while outdoor enthusiasts can access Kohler Andrae State Park within minutes of city neighborhoods.
Housing in Sheboygan includes older character homes, postwar streets with mature trees, and newer developments on the edge of town. Prices often compare favorably with communities like Oshkosh, which appeals to first time buyers, remote workers, and long time residents looking to right size. Because demand can shift quickly with waterfront proximity, school boundaries, and condition, planning ahead is crucial.
Whether you are preparing to list a home or hoping to secure the right property before the next seasonal upswing, connecting early with an experienced local agent through Agent Pronto can help both buyers and sellers move with confidence and the right timing.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“James Foytik got the job done and did what he was set out to do for us. James got the showing done and on the market like he said to us .James did a good job when the sale got in a bined but got it back on the road to list it again. James got the sale done in atimely matter olso and when things got tuff he got it fixed I was very happy working with him . I would recommend him to any body to sell there house.”
“Levi has been absolutely amazing during our home search/home purchase. We just bought our first home, and we have so much to learn. Levi was extremely patient, flexible, and attentive to us. He was always honest & had our best interests at heart. We knew we could trust him and his feedback. He truly cares about his clients. Anyone would be lucky to work with him. Thank you so much Levi, we are so grateful!”
“Matt and Candie are simply the best, professional,responsive and knowledgeable throughout the entire process. They listened carefully to our needs, communicate clearly, and made everything feel smooth and stress free. I truly appreciated their guidance and attention to detail, and I would highly recommend them to anyone buying or selling a home.”
“Erika was great to work with and had a lot of good contacts to make the home buying process easy and efficient. I woukd definitely recommend her to people buying a house!”
“I felt immediately comfortable having Bob as my realtor. He explained everything clearly, discussed the plan for selling my property&never made me feel the sale of my property wasn't as important to him as it was to me. I highly recommend Bob for anyone looking for a dedicated realtor. He's dedicated, knowledgeable, calm&never once did I feel he wasn't motivated to sell my property. I was completely comfortable with Bob. If you're looking for someone who has your best interests in mind,hire Bob.”
“we used Braylee to look at houses prior to finding our home and she was absolutely great. she helped and made every step of the way comfortable!”
“Renee O'Brien was very understanding, helpful, and kind .... knowledgable in the house situation and problem solving to move the sale along swiftly...”
“We strongly recommend Larry Nielson for selling/buying your next home. He was very knowledgeable, confident and easy to work with.”
“Jen Burns is extremely good realtor I was an out of state buyer and her help was greatly appreciated negotiating with the builders and making sure the house was done to my specifications. I greatly appreciated her help for the last 9 months to keep it on track. Thank you again Jen Burns I really appreciate. Jen also found me a realtor for my home in St. Louis Missouri Jen is very professional and experienced in her profession. Thank you again. Mark Ruess”
“My husband and I were both thrilled and relieved when Krag agreed to help us purchase our neighbors' property. Because of his years of experience and knowledge of the process, the journey went smoothly and quickly. Working with Krag was an absolute pleasure.”
“My experience with Mo Simmons was one of respect support and professionalism for my decision to sell my home of 41 years. From the first prompt contact until closing Mo has been available in all phases in the process with any suggestions or recommendations I was always aware of my options before making my decisions. It has been my pleasure to work with her.”
“They were very prompt. Within minutes of completing the AgentPronto form, I received a call. On a Saturday! Everyone was so nice, and they kept checking in to make sure the realtor was good and if I had questions. An overall good experience.”
“The team was efficient, thoughtful, disciplined and committed. The access to immediate contractor support was also helpful.”
“Alyssa was very professional and accommodating. Definitely recommend her.”
“Amy was very helpful and knowledgeable. Everything went well.”
“The realtor was excellent. Brian Hollenbeck went above and beyond. I was really impressed with all aspects of the process, thanks to Brian.”
“Adam Adler is an excellent agent. We couldn't be more pleased.”
“Jennifer and Trisha were the best! I would recommend them to anyone looking for an agent. ”
“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!!!”
“Brenda Charlson is a terrific realtor. We are moving next Tuesday from Illinois to Iowa and Brenda helped us buy a house VIRTUALLY! She guided and advised us all along the way, set up and conducted virtual tours for us, and even helped us to find local handymen in Iowa so our home will be clean and ready to go when we move in next week. HIGHLY recommended.”
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 Sheboygan. 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.
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.
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.
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 Sheboygan Realtor® or real estate agent today.
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