We analyze top real estate agents in Winter and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 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.
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.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“My husband and I could not say enough great things about Katrina. She helped us through the purchase of our new home and the sale or of our old. When it came to purchasing our new home, she was extremely responsive, professional, and provided extremely knowledgeable insight into the home buying process. She was with us every step of the way and made us feel at ease throughout a big life moment! Thank you Katrina!”
“I have bought 7 personal residences before as well as many investment properties and Bob Limosani was by far the best real estate broker i have ever worked with. Unbelievable customer service and superb knowledge of the professiona and of the the area.”
“Krag did a great job from the beginning when he first showed me the property till the end of the purchase of the property of my new home. He got back quickly when I had any questions. He also was very informative about the property and seemed very upfront and honest about any questions or concerns I had. If I decide to sell this home in the future and buy another, I would definitely usel Krag again!! Thank you for the amazing job!”
“The team was efficient, thoughtful, disciplined and committed. The access to immediate contractor support was also helpful.”
“It's always a pleasure working with Levi. He's well connected in the area and extremely knowledgeable about the market. We always felt he had our best interest at heart when attending showings or helping us with offers. We were able to sell our house in just a couple days and felt the marketing was great. We highly recommend working with Levi!”
“Jennifer Burns is very professinal , commumicative, and available on short notice. The best !”
“Alyssa was very professional and accommodating. Definitely recommend her.”
“My Wife and I were first time homebuyers in a very difficult market. Renee guided us through the process and answered any and all questions we had. We're extremely pleased with the end result and would happily work with her again in the future.”
“Matt was amazing ! Extremely knowledgeable with the market and went over and above the call of duty when helping us locate our new home !”
“Erika did an outstanding job with the sale of the property. We really appreciate all her extra athefforts. Thank you.”
“Nielson did what they said they would do and they did it well.”
“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.”
“It really was a great pleasure working with Mo, she became family and really went to work with and for us. We are grateful and congratulations to us all.”
“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!!!”
“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.”
“Great experience would use Barry again. All worked out well. Excellent experience.”
Winter offers residents a charming small-town atmosphere combined with a rich array of outdoor recreational activities and community events.
Winter balances wide-open Northwoods beauty with the everyday comforts people crave. Framed by forests and freshwater, the village sits in Sawyer County with easy access to the shops, clinics, and events in nearby Hayward. Life here moves at a thoughtful pace, but weekend plans come quickly: ride, hike, or snowmobile the 74-mile Tuscobia State Trail, cast for musky on the Chippewa Flowage, or wander deep into the Chequamegon-Nicolet National Forest for wildlife watching and quiet paddles.
Outdoor lovers will also find a worthy day trip at the Flambeau River State Forest, where white pines tower over winding water. Cultural connections run strong, too; programming and arts from the Lac Courte Oreilles Band of Lake Superior Chippewa enrich the region’s story and calendar. When you’re staying close to home, a stop at the destination-worthy Winter Greenhouse turns into an afternoon of inspiration for gardens and patios.
Families appreciate that the School District of Winter keeps class sizes intimate and activities within easy reach; explore academic offerings, athletics, and community programs through the district’s site at winterwarriors.org. Whether you commute, work remotely, or run a local venture, Winter offers a rare blend of elbow room and everyday connection.
Considering a move or planning to sell? Agent Pronto can quickly introduce you to a proven local real estate professional who knows Winter’s market and can guide you from first showing to final signature.
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 Winter. 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 Winter Realtor® or real estate agent today.
