“Krag was very good communicating and very responsive with any questions. I would certainly recommend him!”
RE/MAX Affiliates
- Agent Pronto
- Wisconsin
- Winter
Find the perfect real estate agent in Winter, WI
We analyze top real estate agents in Winter and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Winter
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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.
The easiest way to find the best real estate 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.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“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!”
RE/MAX Port Cities
“Jennifer Burns is very professinal , commumicative, and available on short notice. The best !”
Century 21 Affiliated
“Bob was easy to work with. Knowledgeable Z, friendly, always available.”
Homestead Realty Inc.
“Alyssa was very professional and accommodating. Definitely recommend her.”
eXp Realty
“Katrina was the nothing short than exceptional. She was very personable and yet had a strong knowledge base to answer any questions that came up along the way. She went above and beyond without being asked on a number of occasions for us and our home. Our home sale took longer than we were expecting. However, Katrina reassured us along the way and never stopped promoting, advertising, making calls, and reaching out to different avenues until we accepted our offer. I have sold a number of homes and properties in my life and Katrina was HEADS and SHOULDERS above anyone else I have ever worked with. She was an absolute delight to work with!”
RE/MAX Affiliates
“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.”
Keller Williams North Shore West
“Matt was amazing ! Extremely knowledgeable with the market and went over and above the call of duty when helping us locate our new home !”
Century 21 Selling Paradise
“Erika did an outstanding job with the sale of the property. We really appreciate all her extra athefforts. Thank you.”
Erika Braatz Exp Realty
“Nielson did what they said they would do and they did it well.”
Nielson Real Estate Services
“Amy was very helpful and knowledgeable. Everything went well.”
Keller Williams Premier Realty
“The realtor was excellent. Brian Hollenbeck went above and beyond. I was really impressed with all aspects of the process, thanks to Brian.”
Coldwell Banker Realty
“Adam Adler is an excellent agent. We couldn't be more pleased.”
Coldwell Banker The Real Estate Group
“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.”
Synergy Real Estate Group
“Scott was the best agent I've ever worked with. Thank you for the referral!”
Berkshire Hathaway First Weber Inc
“Jennifer and Trisha were the best! I would recommend them to anyone looking for an agent. ”
RE/MAX Forward
“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!!!”
Gambino Realtors
“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.”
RE/MAX Advantage Realty
“Great experience would use Barry again. All worked out well. Excellent experience.”
Century 21 Affiliated
“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.”
eXp Realty, LLC
Learn more about what Winter has to offer.
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.
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!
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 Winter 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 Winter. 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!
Resources for buyers and sellers.
Tips and market insights to make your Winter real estate journey a success.
Frequently Asked Questions
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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. 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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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.
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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.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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