“Alyssa was very professional and accommodating. Definitely recommend her.”

We analyze top real estate agents in Sheboygan’s Roosevelt Park neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.
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.
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.
“Alyssa was very professional and accommodating. Definitely recommend her.”
“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!”
“Levi was HIGHLY recommended by a close family member to us. She spoke so highly of him that our expectations were high and he actually exceeded them! As first time home buyers we were extremely nervous/scared to say the least but Levi made this entire process feel like a piece of cake! I will continue to refer him to anyone I know and will be more than happy to work with him in the future!!”
“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 !”
“I would recommend Realtor Bob Limosani to my family and friends. Bob was very knowledgeablle and he was a complete professional throughout the entire process of selling our home. Thank you so much Bob!!!”
“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.”
“We had a lot of anxiety about this process going in and Krag was extremely helpful. He was very detailed with every step and made sure we felt comfortable throughout the process. We could tell he had a lot of knowledge about houses and even would tell us what year something was in that house or how it can be changed. It was a quick experience but we had a lot of fun looking at various houses. Krag was very open to looking at what we wanted and being able to give us advice on finding the right home. He truly helped us find a home that we are excited to live in and make ours.”
“Jenn is a terrific agent. We used her years ago and I immediately thought to call her when we were ready to sell. She is a very understanding and intuitive person. Found her to be a great support during this process. Our house sold in two days. Her knowledge and experience were excellent.”
“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.”
“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.”
Information and statistics on the latest trends in the Roosevelt Park real estate market, updated for August 2025. *
Roosevelt Park had 6 new listings and 5 listings that went under contract in June, decreasing the area’s total available inventory to 2—down 60.0% from the previous month. Inventory is projected to have further decreased in July.
The median listing price for homes in Roosevelt Park grew 26.09% from May to June, bringing the current median listing price to $277,400. Based on projected data for July, listing prices may continue to grow.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Roosevelt Park offers residents a welcoming community with beautiful green spaces, recreational amenities, and a charming atmosphere perfect for enjoying outdoor activities and fostering local connections.
Roosevelt Park delivers a unique flavor of community living within Sheboygan, offering a balanced atmosphere of recreation and residential comfort. Families and outdoor enthusiasts are drawn to the namesake Roosevelt Park, a well-appointed community space featuring playgrounds, walking trails, and picnic shelters that serve as the heart of weekend gatherings and seasonal celebrations. Enjoy the convenience of nearby Lake Michigan, whose shoreline provides scenic beauty and opportunities for lakeside relaxation or water activities that appeal to all ages.
Local education abounds with choices such as Cooper Elementary School, recognized for its dedicated staff and active parent-teacher community. Older students benefit from nearby Sheboygan North High School, known for robust academics and extracurricular achievements. On weekends, you’ll find neighbors strolling to Bookworm Gardens or enjoying performances at the John Michael Kohler Arts Center, both offering enriching experiences just minutes away. Dining and shopping options line local streets, where independents and favorites like the Sheboygan Farmers Market offer delicious fare and unique finds.
Proximity to other desirable neighborhoods—such as End Park—enhances access to even more urban amenities, while excellent public transit and commuter routes ensure that downtown Sheboygan is always within easy reach. Roosevelt Park maintains a welcoming spirit through active neighborhood associations and seasonal events, fostering lasting bonds among its residents.
Whether you are looking to buy your first home or thinking about selling in Roosevelt Park, Agent Pronto is ready to guide you in connecting with a local real estate expert to ensure your next move is as seamless as possible.
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!
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 Roosevelt Park 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.
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!
Tips and market insights to make your Sheboygan real estate journey a success.
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.
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.