Waupun Real Estate

Welcome to Waupun, Wisconsin—a charming city that beautifully blends small-town warmth with a vibrant community spirit. Nestled in the heart of Dodge County, Waupun is known for its rich history and picturesque landscapes, making it an ideal place for families, retirees, and anyone looking to embrace a slower pace of life.

Waupun boasts a population of around 11,000 residents who take pride in their tight-knit community. The city is home to a variety of local shops, restaurants, and parks, ensuring that there’s always something to do. Whether you're enjoying a leisurely stroll along the beautiful Waupun Park or participating in one of the many community events held throughout the year, you’ll quickly feel at home in this welcoming environment.

For those who appreciate the outdoors, Waupun offers abundant recreational opportunities. The nearby Horicon Marsh, one of the largest freshwater marshes in the United States, is a haven for birdwatchers and nature enthusiasts alike. Additionally, the city’s well-maintained trails are perfect for biking, hiking, and enjoying the great Wisconsin outdoors.

Education is a cornerstone of the Waupun community, with excellent schools that prioritize student success and development. The city also has a strong sense of community pride, evident in its local events, such as the annual Waupun Festival and the popular Farmers Market, where residents come together to celebrate local produce and crafts.

If you're considering a move to a city that offers both charm and opportunity, Waupun is a hidden gem waiting to be discovered. Come explore what makes this city so special, and find your perfect home in Waupun, Wisconsin!

Newest Listings in Waupun

$289,900

3 Beds ⋅ 3 Baths ⋅ 2029267 MLS ⋅ ACTIVE Status

Beautifully updated 3-bedroom, 3-bathroom home on a desirable corner lot with mature landscaping, a fully fenced backyard, and a swing set—perfect for entertaining, relaxing, and making memories. This home underwent an extensive renovation in 2022, with updates throughout, including the kitchen, flooring, plumbing, electrical outlets, lighting, lower-level interior doors, paint, and the addition of 1.5 bathrooms. Even more recent improvements include a new washer (2025), 80-gallon water heater (2026), and front entry door (2026). There are simply too many updates to list! Come see this beautiful, move-in-ready home for yourself and experience everything it has to offer.

422 W Main St, Waupun

$197,500

2 Beds ⋅ 2 Baths ⋅ 2028887 MLS ⋅ ACTIVE Status

Move in Ready Home!! This 2 bedroom, 2 bath home is waiting for you! A spacious living room, screened in porch with a fenced in yard for your pets to roam. Schedule your showing today. Motivated Seller that needs to relocate due to family concerns.

524 Bronson St, Waupun

$184,000

2 Beds ⋅ 1 Baths ⋅ 2028872 MLS ⋅ ACTIVE UNDER CONTRACT Status

Great starter home! Located in a quiet and established neighborhood. Move-in ready and updated! This ranch-style home consists of 2 bedrooms and 1 bath. The total square footage is 936ft. The updates include a newer kitchen with brand new cabinets and vinyl plank flooring The vinyl plank flooring runs throughout the house. There is plenty of storage in this home with built in closets and cabinets wherever you turn. Enjoy the large fenced in backyard. Get it before it is gone!

207 Grandview Ave, Waupun

$720,000

3 Beds ⋅ 2 Baths ⋅ 2027994 MLS ⋅ ACTIVE UNDER CONTRACT Status

Country living at its finest! This well-maintained farmhouse blends timeless character with modern comfort, featuring beautiful original woodwork, gleaming hardwood floors, and spacious living areas throughout. A thoughtfully designed primary suite addition offers a private retreat complete with a jetted tub. Outside, you'll fall in love with the large garden, colorful perennial beds, and inviting curb appeal. Conveniently located just minutes from Waupun, you'll enjoy the peace of the countryside with city amenities close at hand. Bordering the Wild Goose State Trail, the property provides direct access to miles of hiking and biking. Ideal for a hobby farm, the acreage offers productive pasture and hay ground, a large pond attracting waterfowl, an established trail system for peaceful walks, and planted food plots that support outstanding trophy deer hunting. Whether you're seeking recreation, farming, or your own private retreat, this exceptional property truly has it all.

W10150 Church Rd, Waupun

$299,900

4 Beds ⋅ 2 Baths ⋅ 2027982 MLS ⋅ ACTIVE Status

Charming turn-of-the-century home on Carrington St. in the heart of Waupun, beautifully blending timeless character with thoughtful modern updates. This inviting home showcases original natural woodwork, hardwood floors, and select leaded windows that reflect its historic charm, along with a delightful second-story airing porch perfect for relaxing and enjoying the neighborhood. The updated kitchen and bathrooms, central air, and vinyl insert windows add everyday comfort and convenience, making this home truly move-in ready. Outside, you’ll find a rear deck ideal for entertaining, a fenced-in yard, and a 1-car garage that complete this exceptional property. A rare opportunity to own a home with character, charm, and modern livability in a great central location. New roof in 2024. Main Floor Family Room could be a 5th bedroom.

414 Carrington St, Waupun

$260,000

3 Beds ⋅ 2 Baths ⋅ 2027411 MLS ⋅ ACTIVE UNDER CONTRACT Status

Step inside this Beautifully maintained Cape Cod offering the perfect blend of timeless charm and modern updates!! Seller improvements include Roof, Gutters, Windows, Doors, Flooring, Water Heater, Fenced-In-Yard, and Concrete driveway. Inside you will love the large mud room, open flow of the Kitchen/Dining/Living Room, finished lower level. Enjoy the fenced backyard, large deck, patio, garden, lean-to, and 2-car Attached garage. Clean, comfortable, and Move-In ready.

197 Brandon St, Waupun

$189,900

2027302 MLS ⋅ ACTIVE Status

Location . Location . Location . * Investor Ready A high-visibility premier commercial building positioned for strong returns. Surrounded by established businesses and steady consumer flow, this site offers the exposure and flexibility investors look for in a long-term asset. Easy ingress/egress, and strong street presence, the site provides the foundation for a business that wants to be seen. Because high-traffic locations command strong foot/vehicle counts, businesses that rely on volume and visibility would thrive best here. .. Retail and Franchise Outlets Drive up service Restaurants, specialized coffee/beverage shops, fitness studio etc. .. Medical or Wellness Practices .. Professional & Financial Services Local bank branch, insurance brokerages, Real Estate brokerage etc. Possibilities are endless.

735 W Main, Waupun

$219,900

3 Beds ⋅ 2 Baths ⋅ 2026524 MLS ⋅ ACTIVE UNDER CONTRACT Status

Price Reduced! 3+ BR, 1 full bath ranch home with a semi-finished loft room and additional storage on the upper level! Large living area! New kitchen & bedroom flooring, new fridge and microwave plus an electric stove and dishwasher. High efficiency gas furnace and refreshingly cool central air. Laundry room with washer & dryer, workshop and more storage and play area in the basement. Large two-car garage plus a large separate storage/workspace and attached breezeway. Nice-sized yard with mature trees and a garden shed. Available immediately!

812 E Jefferson St, Waupun

$313,000

2 Beds ⋅ 2 Baths ⋅ 2025190 MLS ⋅ ACTIVE Status

2 Bedroom Ranch Home located on the West end near medical center, schools, local recreation and easy access to everyday amenities. Main level has a open concept and basement with full bathroom and egress window. Home is 2 years old and has a attached 2 car garage. Move in, make it yours and start building home equity. Measurements are approximate, buyer to verify if important.

723 W Brown St St, Waupun

$259,900

3 Beds ⋅ 2 Baths ⋅ 2022007 MLS ⋅ ACTIVE UNDER CONTRACT Status

Charming 3 bedroom, 2 bathroom home, boasting almost a half acre lot with a beautiful deck overlooking the spacious yard. The fantastic hardwoods throughout add to its overall beauty. The 4 stall garage is great for all your toys and extra storage. This will not last long, call today for your private showing!!

300 Rounsville St, Waupun

$729,900

4 Beds ⋅ 3 Baths ⋅ 2019610 MLS ⋅ ACTIVE UNDER CONTRACT Status

Located in the prime subdivision of Fairway Estates where golf course is just a swing away. This generous sized home features 4 bedrooms and 3 full baths. An open floor plan on the main level which is suitable for entertaining or relaxing. The primary bedroom on the main level has a generous sized bathroom and closet. Natural light fills this room during the day, which highlight the beams on the ceiling. The basement is finished with another large living, bar, and play area. The fourth bedroom/office is tucked away. Enjoy the surround sound while watching movies and don't forget to stock the mini-fridge with the drinks of your choice. Step outside the home on the main level deck or from the lower patio where you will be greeted with a delighful view of nature, a salt water fiberglass pool wiith heater, and hot tub to enjoy! In the gathering away by the pool shed, hook up your t.v. and enjoy whatever the hottest sport is at the time! I would say "Go Brewers!"

43 Dog Leg Ln, Waupun

$460,000

2016202 MLS ⋅ ACTIVE Status

S Patte Drive, Waupun

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