Find the perfect real estate agent in Sheboygan, WI

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

Sheboygan, WI real estate

Compare the top real estate agents in Sheboygan

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

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Sheboygan real estate Market Report.

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

The typical home value in Sheboygan is projected to be $246,000 for the month of September. August’s finalized data reported the typical value of a home in the city to be $249,000—up 7.33% over the previous 12 months. For comparison, county-level data pegged home values at $318,200 in Sheboygan County for the most recent reporting period. That number is expected to float around $320,800 in September.

Sheboygan had 37 new listings and 46 listings that went under contract in August, decreasing the area’s total available inventory to 96—down 12.73% from the previous month. Inventory is projected to have further decreased in September.

Of those 96 active listings, 26.04% reduced their price in the month of August. The median listing price for homes in Sheboygan fell 3.96% from July to August, bringing the current median listing price to $240,000. Based on projected data for September, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In August 2025, the median time for a listed property to go pending was 42 days, compared to 48 days in August 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this September.

Sheboygan, WI real estate
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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 Sheboygan has to offer.

Sheboygan offers its residents a vibrant community with stunning Lake Michigan views, inviting beaches, and a rich blend of cultural and recreational activities.

Sheboygan lines the Lake Michigan shoreline where sunrise paints the harbor and a lively surf scene has earned it the “Malibu of the Midwest.” Life orbits the water: stroll the South Pier boardwalk, watch kiteboarders arc across the waves, or step into the galleries and performances at the John Michael Kohler Arts Center. The City of Sheboygan keeps a full slate of parks, events, and services, while downtown menus lean into fresh-caught fare, craft brews, and riverfront patios that glow after dusk.

Outdoor time comes easy, from dune hikes at Kohler-Andrae State Park to miles of bikeways and salmon runs on the Sheboygan River. Families value the programming and choice opportunities in the Sheboygan Area School District, plus nearby technical and university options that support lifelong learning.

Housing spans tidy bungalows, mid-century blocks, and new builds near commerce hubs, with quick access to Kohler, Sheboygan Falls, and Plymouth across Sheboygan County. Weekends fill easily with farmers markets, arts festivals, and beach days—then winter pivots to snowshoeing, ice fishing, and cozy cafes.

Considering a move or a sale here? Agent Pronto can connect you with a trusted local agent who knows the nuances of the market and can guide you confidently from first showing to closing.

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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 Sheboygan 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 Sheboygan. 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 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.