Find the perfect real estate agent in Highland, WI

We analyze top real estate agents in Highland and across the country to find you the most proven local agents, for free.

Highland, WI real estate

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.

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We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.


Highland real estate Market Report.

Information and statistics on the latest trends in the Highland real estate market, updated for October 2025. *

Highland had 2 new listings and 2 listings that went under contract in August, increasing the area’s total available inventory to 5—up 25.0% from the previous month. Inventory is projected to have further increased in September.

Of those 5 active listings, 20.0% reduced their price in the month of August. The median listing price for homes in Highland grew 25.0% from July to August, bringing the current median listing price to $262,500. Based on projected data for September, listing prices may continue to grow.

Highland, WI real estate
25
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Highland has to offer.

Highland offers its residents a charming and welcoming community atmosphere alongside beautiful natural landscapes and a variety of local amenities.

Highland blends small-town ease with quick access to the Driftless Area’s rolling ridgelines and streams. In the heart of Iowa County, residents enjoy a friendly pace with practical conveniences, plus short drives to the county seat in Dodgeville, the artist-forward streets of Mineral Point, and the cultural draw of Spring Green. Weekends fill up fast: hike sandstone bluffs and oak savannas at Governor Dodge State Park, a regional crown jewel with beaches, waterfalls, and miles of trails, via the official park page at Governor Dodge State Park. For a one-of-a-kind outing, the immersive galleries and architecture at House on the Rock are just down the road.

Families appreciate the close-knit feel of Highland Community Schools, where small class sizes, active athletics, and community-backed programs create a strong foundation from kindergarten through graduation. Around town, you’ll find everyday essentials, local dining, and seasonal events that bring neighbors together, while nearby farmers markets and studios in Mineral Point and performances in Spring Green expand your weekend choices.

Housing runs the gamut from classic farmhouses and mid-century ranches to newer builds on quiet streets. With straightforward routes to employers in Dodgeville and beyond, Highland offers an easy-going home base with room to grow. Whether you’re buying your first place or planning a sale, Agent Pronto can connect you with a local real estate expert who knows the market and gets results.

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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!

Sarah W.

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 Highland. 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!


Frequently Asked Questions

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 Highland. 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.