- Agent Pronto
- Wisconsin
- Madison
- First Settlement
Find the perfect real estate agent in First Settlement, Madison, WI
We analyze top real estate agents in Madison’s First Settlement neighborhood and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in First Settlement
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for July 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. Here’s what some of them have had to say about our service.
“Mary was very personable; a good fit for us.”![]()
“Excellent agent to work with, efficient and diligent. Brian was very professional. A quick sale. I would recommend him to anyone.”![]()
“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.”![]()
“Extremely satisfied with Agent Cindy Gerard and the whole Agent Pronto experience.”![]()
“Brandi was great. She was very supportive and answered all questions I had. She knew how hard this sale was for our family, selling our Mom's home after she passed. She rocks!”![]()
“House was sold within 3 months, very happy with the experience. I felt my realtor knew what she was doing.”![]()
“Mrs. JoAnn Otto was a Godsend! Very knowledgeable and extremely professional! Agent Pronto connected me to the right person.”![]()
“Adam Adler is an excellent agent. We couldn't be more pleased.”![]()
“Things couldn't have gone much more smoothly! My realtor match got in touch promptly and from there we were off to the races. Had an accepted offer within a week of meeting her and she was a great resource throughout the process. Rave reviews.”![]()
“Scott was the best agent I've ever worked with. Thank you for the referral!”![]()
First Settlement real estate Market Report.
Information and statistics on the latest trends in the First Settlement real estate market, updated for July 2025. *
First Settlement had 2 new listings and 1 listings that went under contract in June, decreasing the area’s total available inventory to 1—down 50.0% from the previous month. Inventory is projected to have further decreased in July.
The median listing price for homes in First Settlement fell 0.0% from May to June, bringing the current median listing price to $674,950. Based on projected data for July, listing prices may continue to fall.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what First Settlement has to offer.
First Settlement offers residents a vibrant blend of historic charm, charming community spaces, and convenient access to the city's attractions and amenities.
First Settlement stands as a bridge between Madison's storied past and its dynamic present, making it a magnetic neighborhood for those who crave both history and the heartbeat of urban life. As the city’s oldest neighborhood, First Settlement stretches from the sparkling shores of Lake Monona to the base of the iconic Wisconsin State Capitol, providing residents with an easy walk to beloved local destinations like the Madison Children's Museum, the Overture Center for the Arts, and the Saturday Dane County Farmers’ Market on Capitol Square.
Living here means embracing a lifestyle where classic architecture intertwines with contemporary living spaces, all interspersed among tree-lined streets and cultural landmarks. The area's restaurants and cafes—such as the historic Shamrock Bar & Grill—offer a taste of both local flavor and community tradition. Families will appreciate the neighborhood's proximity to the highly rated Lapham Elementary School as well as easy access to East High School, both of which are part of the Madison Metropolitan School District.
Nature lovers and urban explorers alike are drawn to First Settlement for its unbeatable access to Lake Monona's biking and walking trails, the Bernard-Hoover Boathouse, and green spots like Law Park. A sense of community flourishes at events held at the Capitol Square, uniting neighbors and visitors for music, art, and seasonal festivities.
With its unique blend of historic gravitas and modern energy—plus walkability to both Downtown Madison and the burgeoning developments of Tenney-Lapham—First Settlement offers an exceptional living experience. Whether you’re looking to buy or sell a home, Agent Pronto can connect you to an experienced local real estate agent who will guide you every step of the way in this vibrant Madison neighborhood.

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 First Settlement 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 Madison. 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 Madison 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.