We analyze thousands of real estate agents in Milwaukee’s Highwood Estates neighborhood and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 2026.*
* 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 faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the Highwood Estates real estate market. *
Jun 1, 2026 - Aug 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jun 2026 - Aug 2026).
Year over year, Highwood Estates shows mixed price movement, with the typical home value down a bit while the median list price is up compared with last year. Relative to the broader Milwaukee market, typical home values in Highwood Estates sit higher, even as Milwaukee as a whole has seen modest price gains.
Inventory has loosened compared with a year ago, with active listings up and months of supply rising nearly 60 percent, yet conditions still register as a seller’s market. Homes are spending fewer days on market than a year ago and the share selling above list price has dipped, but the average sale-to-list ratio has crept higher, signaling buyers are still bidding strongly on desirable properties.
Looking at the latest rolling three-month period ending in August 2026, prices are down from early summer peaks while list prices remain relatively firm. Sales volume has eased, with fewer homes sold than a year ago, even as new and pending listings indicate steady activity. Buyers navigating these shifting signals and sellers weighing pricing and timing can both benefit from local expertise, and Agent Pronto can help them find an agent who understands Highwood Estates and the wider Milwaukee area.
Highwood Estates offers residents a welcoming, family-friendly community with well-kept homes, tree-lined streets, easy access to parks and local amenities, and a strong sense of neighborly pride.
Highwood Estates in Milwaukee offers a practical balance of quiet residential streets and everyday convenience, appealing to both long‑time residents and newcomers. Tucked on the northwest side of the city, the neighborhood provides mostly single‑family homes with yards, access to local schools, and a straightforward commute via nearby routes into Milwaukee and surrounding job centers.
Daily needs are close at hand, with shopping clusters along Appleton Avenue and frequent bus connections through the Milwaukee County transit network. Outdoor time is easy to plan. Residents can head a short distance to Dineen Park for fishing, playgrounds, and sports fields or enjoy the larger trail system and recreation facilities at Kern Park along the Milwaukee River. Families also appreciate access to nearby schools such as Rufus King International High School and community resources like the Milwaukee Public Library system.
Dining options range from neighborhood diners to global cuisine in adjacent areas such as Washington Heights and Riverwest, while entertainment and cultural venues downtown are a manageable drive. For those who prioritize practical livability, Highwood Estates offers a stable, accessible base with city amenities close by.
Choosing an agent who understands Highwood Estates and the broader Milwaukee market can make every step smoother. Agent Pronto connects buyers and sellers with local real estate professionals who know the streets, pricing trends, and nuances of this neighborhood, helping reduce stress from the first conversation through closing.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“I knew Krag was going to be our agent within the first few minutes of meeting him. He clearly knows the business like the back of his hand and provided exceptional guidance through the entire process. We haven't bought/sold many houses so having someone with Krag's knowledge and experience was imporant to us. He's an absolute professional and I wouldn't hesitate to recommend him to represent anyone who's in the market to buy/sell!”
“Libby was so patient with me through the whole process. I changed locations and type of house I was looking amongst other things. It never seemed to bother her. She was very honest with me through every house we looked through. I could really tell she cared about me finding a house that felt right for me. She helped me get to the bottom of a question I had about the house I finally did purchase over a year later. I would highly recommend Libby to anyone looking to buy a home! She made me feel very taken care of and supported through the whole process.”
“We worked with Matt and Candie on real estate transactions in Cape Coral, FL, Ft. Myers, FL and Madison, WI. With all 4 transactions, their knowledge of the market and neighborhoods was excellent. They have great negotiation skills when it came to purchasing and selling our homes. They were also very helpful in all the aspects of selling and buying a new home. Whether you needed help finding a service provider to get something repaired, coordinating with getting utilities switched over, or getting your modem out of the home before closing, Matt & Candie were always there. They are really great partners to have when selling or buying your home!”
“Renee was very helpful in our search for a house. She was very friendly, knowledgeable and very easy going personality. She and her office assistant were always available if there were any questions”
“Levi was great every step of the way. Very knowledgeable about the local real estate market. Gave good advice regarding pricing and marketing our home for sale. Very accessible. We were extremely happy with our experience working with him. Highly recommend him!”
“Braylee was amazing with all the time and effort she put in to help us every step of the way!”
“I met Jim Foytik by chance when I responded to a Realtor.com ad for house I was interested in. he met us at the house and handled the offer which was accepted. In order for Jim to have done this at all, he needed to know the listing realtor to get an extension on the offer deadline. He quickly and precisely put together the offer and his inut pursuaded me to chnage my mind on what I was gong to do. His influence made the difference because our offer was the offer that was accepted. Throughout the process, I would text him questions and would get prompt replies. the take-away for me in this experince is the reator you work with can make all the difference in the world. When buying a home, It is a competitive marketplace and winning is never an accident accident, or by luck and Jim Foytik is a winner. I highly recommend Jim Foytik to anyone selling their home or looking to buy a home.”
“Brian did a great job on helping us to find the right condo. We started our search without not really knowing what we were looking for. Brian helped us figure it out. I looked at a lot of properties, until we narrowed it down to 4 And we found what we were looking for. Thanks Brian!”
“Erika was great to work with and had a lot of good contacts to make the home buying process easy and efficient. I woukd definitely recommend her to people buying a house!”
“I felt immediately comfortable having Bob as my realtor. He explained everything clearly, discussed the plan for selling my property&never made me feel the sale of my property wasn't as important to him as it was to me. I highly recommend Bob for anyone looking for a dedicated realtor. He's dedicated, knowledgeable, calm&never once did I feel he wasn't motivated to sell my property. I was completely comfortable with Bob. If you're looking for someone who has your best interests in mind,hire Bob.”
“We strongly recommend Larry Nielson for selling/buying your next home. He was very knowledgeable, confident and easy to work with.”
“Jen Burns is extremely good realtor I was an out of state buyer and her help was greatly appreciated negotiating with the builders and making sure the house was done to my specifications. I greatly appreciated her help for the last 9 months to keep it on track. Thank you again Jen Burns I really appreciate. Jen also found me a realtor for my home in St. Louis Missouri Jen is very professional and experienced in her profession. Thank you again. Mark Ruess”
“My experience with Mo Simmons was one of respect support and professionalism for my decision to sell my home of 41 years. From the first prompt contact until closing Mo has been available in all phases in the process with any suggestions or recommendations I was always aware of my options before making my decisions. It has been my pleasure to work with her.”
“They were very prompt. Within minutes of completing the AgentPronto form, I received a call. On a Saturday! Everyone was so nice, and they kept checking in to make sure the realtor was good and if I had questions. An overall good experience.”
“The team was efficient, thoughtful, disciplined and committed. The access to immediate contractor support was also helpful.”
“Alyssa was very professional and accommodating. Definitely recommend her.”
“Amy was very helpful and knowledgeable. Everything went well.”
“Adam Adler is an excellent agent. We couldn't be more pleased.”
“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!!!”
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 Highwood Estates. 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 Highwood Estates Realtor® or real estate agent today.
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