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 June 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. *
Mar 1, 2026 - May 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 (Mar 2026 - May 2026).
Inventory in Sheboygan has inched up in this rolling three-month view, with about 242 active listings and months of supply down year over year to 2.5. Homes are moving through the pipeline steadily, as roughly 159 new listings and 164 pending sales reflect an uptick in contract activity compared with last year. Closed sales are also higher, with homes sold rising nearly 14 percent year over year, pointing to solid buyer demand.
Pricing has adjusted more gradually than sales activity. The typical home value is up just under 1 percent from a year ago, while the median list price is rising faster, gaining almost 6 percent year over year as sellers test higher asking prices.
Homes are taking longer to sell than a year ago, with the median days on market around 48 and up sharply year over year, even though supply has tightened compared with last year. Fewer properties are commanding bidding wars, with the share sold above list slipping to about one-third and the average sale-to-list ratio hovering near 99 percent, suggesting pricing is closer to market reality than in recent years. With Sheboygan still showing seller-friendly conditions but more breathing room for buyers, Agent Pronto can connect both buyers and sellers with an agent who understands these shifting 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.
“Thanks to Levi's expertise and dedication, our home sold for asking price before it was ever listed on the market. He made the process incredibly easy and kept us informed every step of the way. We are grateful for the outstanding results and would gladly recommend him to family and friends.”
“I love working with Kyle. His communication is excellent, his marketing is top notch, and we consistently sell our properties quickly and often over ask. Working with a professional is a priority for us and Kyle consistently exceeds our expectations. Thank you, Kyle!”
“Matt and his wife were very helpful throughout the sales process. They went above and beyond to facilitate the sale and showings of our home. Communication was excellent throughout.”
“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.”
“Working with Erika Braatz on the sale of 406 W Blodgett St, Units 1 & 2 was an outstanding experience. From the very beginning, Erika was organized, patient, and incredibly responsive. I always felt informed and supported, never rushed or left wondering what was happening next. Erika took time to explain each step, offered clear guidance, and handled every detail with professionalism and genuine care. What could have been a stressful process ended up feeling manageable because I knew Erika was on top of everything. It was clear Erika truly had my best interests in mind throughout the entire sale. I’m very happy with the outcome and extremely grateful for Erika's hard work, communication, and kindness along the way. I would absolutely recommend you to anyone looking to buy or sell a property. Thank you for making this such a positive and successful experience!”
“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.”
“Scott was the best agent I've ever worked with. Thank you for the referral!”
“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!!!”
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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