Highland Homes for Sale

Welcome to Highland, a charming city located in the state of Wisconsin. Situated in a picturesque region, Highland offers a perfect blend of natural beauty and small-town charm. With a population of around [insert population number], this close-knit community is known for its friendly residents and welcoming atmosphere.

Highland is a place where you can truly feel at home. The city boasts a variety of housing options, including a range of beautiful homes for sale. Whether you're looking for a cozy cottage, a spacious family home, or a modern apartment, Highland has something to suit every taste and budget.

The real estate market in Highland is thriving, with a diverse range of properties available. From historic homes with character and charm to newly constructed houses with all the modern amenities, there is something for everyone. The city's real estate market offers a mix of affordable options for first-time buyers, as well as luxurious properties for those seeking something more upscale.

Living in Highland means enjoying a peaceful and relaxed lifestyle, surrounded by the beauty of nature. The city is known for its scenic landscapes, including rolling hills, lush forests, and picturesque lakes. Outdoor enthusiasts will find plenty of opportunities for hiking, fishing, boating, and other recreational activities.

In addition to its natural beauty, Highland offers a range of amenities and conveniences. The city has a vibrant downtown area with local shops, restaurants, and entertainment options. There are also excellent schools, parks, and community facilities, making it an ideal place to raise a family.

If you're looking for a place to call home in Wisconsin, Highland should be on your radar. With its friendly community, beautiful homes for sale, and stunning surroundings, this city has a lot to offer. Start your search today and find your dream home in Highland.

Newest Highland Homes for Sale

$1,185,000

5 Beds ⋅ 4.5 Baths ⋅ ACTIVE Status

Custom build (2012)/2025 roof, 5 bd/4.5 bath estate highlights zero-entrance first-floor accessibility with views from every room, three private decks, and soaring cathedral ceilings with custom cherry cabinets and Corian counters. A large, tranquil primary retreat offers large en suite and closet. Three living suites?each complete with its own kitchen, laundry, and bath. A heated 3-car attached garage with living quarters up. Every detail thought through. Bring your animals, hobbies, or home office to the 2016-built workshop/barn with water, electric, and heat. Garden room with plumbing in the lower level. Wood backup heat and a gas fireplace make every season warm and welcoming. Picture windows frame sweeping countryside views. 40+ acres with Otter Creek frontage adjacent to conservation land?this 5,800 sq ft property has room for everyone. An hour from Madison, three hours from Chicago/MKE, and a world away from the noise. Come see what it feels like to have enough space to exhale.

4526 County Road Q, Highland

Listing courtesy of Compass Real Estate Wisconsin.

$529,000

5 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Escape to the peaceful countryside with this charming 5-bedroom farmhouse nestled on approximately 26 acres in the rolling hills of Iowa County, just outside Highland. A new survey is pending, with approximately 12 acres of pasture and 12 acres of tillable land, making this an excellent opportunity for hobby farmers, livestock owners, or anyone seeking room to roam. The home features a newer bathroom and a spacious 420-square-foot enclosed porch?the perfect place to enjoy your morning coffee, unwind in the evening, or take in the beautiful country views year-round. Outside, you'll find a 55' x 45' machine shed offering abundant space for equipment, vehicles, workshop needs, or storage. Whether you're looking to start a small farm, enjoy recreational land, or simply embrace the quiet country lifestyle, this property offers endless possibilities. Come experience the beauty, privacy, and scenic landscapes that make Southwest Wisconsin such a special place to call home.

5100 Lagoon Road, Highland

Listing courtesy of Potterton Rule Real Estate LLC.

$269,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Affordablity at it's best! Tired of renting? The American Dream of home ownership is alive & well right here, right now! Beautifully updated two-story home on a spacious corner lot spanning 1.5 lots with mature landscaping, a large deck, and fenced area. Inside features stunning Wisconsin quartzite countertops, farmhouse sink, full-height backsplash, dual stacked microwave/oven, new upstairs flooring, updated toilets with bidets, new water softener, and two water heaters totaling 90 gallons. The spacious primary suite includes a jacuzzi tub, separate shower, and quartzite vanity top. The heated oversized garage offers dual driveway access, tandem depth for extra vehicles, camper or boat storage, workshop space, wood-burning stove, and gas hookup option. Exterior updates include a new 10 ft garage door, re-leveled driveway concrete, and new gutters on the west side. A well-maintained home with quality updates and exceptional functionality throughout! Come see for yourself!!!

308 Spring Street, Highland

Listing courtesy of Dare To Dream Team Real Broker LLC.

Start Your Search

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.