- Agent Pronto
- Wisconsin
- Middleton
- Highland
Find the perfect real estate agent in Highland, Middleton, WI
We analyze top real estate agents in Middleton’s Highland neighborhood and across the country to find you the most proven local agents, for free.
Compare the top 25 real estate agents in Highland
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 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.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“Extremely satisfied with Agent Cindy Gerard and the whole Agent Pronto 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.”
“Excellent agent to work with, efficient and diligent. Brian was very professional. A quick sale. I would recommend him to anyone.”
“Mary was very personable; a good fit for us.”
“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.”
“Scott was the best agent I've ever worked with. Thank you for the referral!”
“Adam Adler is an excellent agent. We couldn't be more pleased.”
“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!”
“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.”
Highland real estate Market Report.
Information and statistics on the latest trends in the Highland real estate market, updated for May 2025. *
The typical home value in Highland is projected to be $552,500 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $475,000—up 53.23% over the previous 12 months. For comparison, city-level data pegged home values at $487,500 in Middleton for the most recent reporting period. That number is expected to float around $526,250 in May.
Highland had 6 new listings and 9 listings that went under contract in April, decreasing the area’s total available inventory to 3—down 25.0% from the previous month. Inventory is projected to have further decreased in May.
The median listing price for homes in Highland fell 0.0% from March to April, bringing the current median listing price to $500,000. Based on projected data for May, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 86.5 days, compared to 135 days in April 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this May.
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 Highland has to offer.
Highland offers residents a charming blend of vibrant community spirit, beautiful greenspaces, and convenient access to local amenities.
Highland offers a harmonious blend of suburban comfort and vibrant community living in beautiful Middleton. Here, winding residential streets are lined with mature trees and well-maintained homes, giving way to parks and green spaces just waiting to be explored. The neighborhood's location makes it a favorite among those seeking tranquility without sacrificing proximity to city conveniences—or the renowned downtown Middleton, just minutes away.
Families are drawn to Highland for its access to outstanding education. The area is served by the highly-rated Middleton-Cross Plains Area School District, with Elm Lawn Elementary School providing a well-rounded curriculum and enrichment programs. For older students, Kromrey Middle School and Middleton High School stand out for their academic offerings and extracurricular activities. In addition, numerous parks—including the ever-popular Lakeview Park—offer hiking trails, playgrounds, and serene picnic areas.
Weekends in Highland mean easy outings to local favorites. A quick drive delivers you to the innovative Middleton Public Library or the quirky delights of the National Mustard Museum. You’re just a short commute from neighboring Madison, opening even more possibilities for dining, culture, and career opportunities.
Whether you’re setting down roots or planning your next move, Highland provides the perfect balance of comfort, community, and connection. For buyers dreaming of a place to call home or sellers ready for their next adventure, Agent Pronto offers expert guidance every step of the way.
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 Highland 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 Middleton. 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 Middleton 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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