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Rutland, WI real estate

Compare top Rutland real estate agents.

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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Learn more about what Rutland has to offer.

Rutland offers residents a welcoming small-town atmosphere, a tight-knit community, convenient access to nature and local services, and a balanced, family-friendly pace of life.

Rutland, WI real estate

Rutland is a largely rural community that offers easy access to nearby employment and services while maintaining a quiet, open feel. Residents enjoy spacious homesites, country roads, and a slower pace, yet daily essentials and commuter routes are close at hand.

Outdoor recreation is a major draw. The Ice Age National Scenic Trail crosses the town, providing miles of hiking and snowshoeing. Nearby Lake Kegonsa State Park offers swimming, camping, and boat access, while the Sugar River State Trail is popular with cyclists. Families appreciate access to respected school districts, with information and calendars available through the Stoughton Area School District and Oregon School District.

Everyday conveniences are found in adjacent communities. Stoughton features a walkable downtown, supported by resources from Stoughton, and nearby Oregon offers additional shopping, dining, and services. Larger city amenities and employers in Madison are within a practical commute, making Rutland appealing for those who want space without losing urban access.

Housing options range from established farmsteads to newer custom builds, so working with someone who understands local zoning, wells, and septic systems is important. A knowledgeable Agent Pronto partner who truly knows Rutland and nearby areas like Dane County, McFarland, and Fitchburg can streamline decisions and reduce stress for both buyers and sellers.

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“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!”

Mac Sullivan · Milwaukee, WI

Photo of Kyle Ristow
Forward Realty Partners
“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.”

Shawn Burke · Cape Coral, FL

Photo of Bonson Team
Century 21 Selling Paradise
“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.”

Beverly G. · Milwaukee, WI

Photo of Mo Simmons
Synergy Real Estate Group
“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!!!”

Charmaine R. · Rockford, IL

Photo of Karl  Gasbarra
Gambino Realtors
“Very good. Rena did an excellent job representing us for both the purchase of our new house and the sale of our previous house. I greatly appreciated being paired with her and saving the time and stress of searching for her myself.”

Sara C. · Sun Prairie, WI

Photo of Rena Ripp
eXp Realty, LLC
“Liz was always available. She gave me confidence when it was needed because this was a huge challenge for my husband and I. her communication skills were at the top of the list. She was also patient with us and not push us.”

Christine Wenger · Oconomowoc, WI

Photo of Liz Kostroski
NextHome Success
“Amy was a fantastic broker to have on our side. She helped us understand the process, kept us informed during the entire process, and was always available for communications with prompt replies and follow up. She is very knowledgeable and was able to clearly convey details and processes to us. We didn't worry about anything as Amy was on top of everything at all points in the process. We trusted Amy to work on our behalf and in our best interested and she lived up to that trust without question. We highly recommend Amy!”

Dave and Brenda · Whitewater, WI

Photo of Amy Fox
NextHome Success
“Attentive and caring agent. Worked hard in a less than optimal market to get our house sold.”

J. M. Sparkman · Stoughton, WI

Photo of Jason Gober
Metro Brokers LLC
“She is great!”

Keri · Kenosha, WI

Photo of Justine Peltier
Century 21
“Quick contact made by assigned real estate agent. Was able to make an appointment at my earliest convenience!”

Julie M. · Monona, WI

Photo of Lavik Home Team
eXp Realty The Lavik Home Team

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 Rutland. 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.


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