Waterloo Real Estate

Welcome to Waterloo, Wisconsin – a charming city nestled in the heart of Jefferson County, where small-town charm meets vibrant community spirit. Known for its rich history and picturesque landscapes, Waterloo offers a delightful blend of rural tranquility and urban convenience, making it an ideal place to call home.

With a population of just over 3,500 residents, Waterloo boasts a close-knit community atmosphere where neighbors become friends. The city is surrounded by stunning natural beauty, featuring lush parks, scenic walking trails, and the serene banks of the Crawfish River. Outdoor enthusiasts will revel in the opportunities for hiking, fishing, and picnicking, ensuring that every season brings a new adventure.

Waterloo is also home to a variety of local businesses, charming boutiques, and delicious eateries that cater to every palate. The vibrant downtown area is perfect for leisurely strolls, with its historic buildings and friendly shops inviting you to explore. The city hosts several community events throughout the year, from farmers' markets to festive parades, fostering a strong sense of camaraderie among residents.

Families will appreciate the quality of education offered in Waterloo, with well-regarded schools and access to extracurricular activities that nurture young minds. Additionally, its strategic location near major highways provides easy access to nearby cities like Madison and Milwaukee, making it convenient for commuters.

In Waterloo, you’ll find a welcoming community, rich history, and a peaceful lifestyle that truly embodies the best of Wisconsin living. Come discover your new home in this hidden gem!

Newest Listings in Waterloo

$424,900

5 Beds ⋅ 2 Baths

Have it all. Lovingly standing for more than a century, this beautiful 1896 Victorian is looking for her next family to love and enjoy. This rare historic home offers timeless character with many quality features. Situated on a picturesque 1.2-acre lot surrounded by oak trees, this remarkable property boasts a park-like setting that provides both beauty and tranquility. The historic carriage house adds charm and functionality, while the expansive grounds offer the perfect backdrop for everything from quiet mornings with a cup of coffee to family gatherings and outdoor entertaining. Featuring 5 bedrooms, 2 bathrooms, and approximately 2,888 square feet, this home showcases many of the architectural details that make Victorian homes so beloved.

Waterloo

Listing courtesy of Homestead Realty, Inc.

$294,500

Consider being the proud owner of a popular local business! This property offers endless possibilities. It's a turnkey coffee cafe or easily converted to whatever your future business goals may be. Located at a high traffic location that is well traveled by commuters. The business is also positioned near local shopping, schools, and sporting events. Sitting on a wonderful 1.65 acre lot that provides so many opportunities for hosting community inspired events and lots of additional parking. Ponder how the huge fenced lot can be utilized to grow your new business. Currently operating as Paradiddle's Cafe since 2019, offering delicious beverage and food options with unique indoor and outdoor seating. The building offers a 23x54 main floor footprint with a large finished lower level.

1003 N Monroe St, Waterloo

Listing courtesy of Shorewest Realtors, Inc..

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Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. 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.