Waupun Real Estate

Welcome to Waupun, a charming city located in the state of Wisconsin (WI). Nestled in the heart of the state, Waupun offers a wonderful blend of small-town charm and big-city amenities. With a population of approximately 11,000 residents, this vibrant community is known for its friendly atmosphere and strong sense of community.

Waupun is surrounded by picturesque landscapes, including stunning lakes, rolling hills, and lush forests, making it a haven for outdoor enthusiasts. The city boasts a variety of recreational activities, such as boating, fishing, hiking, and biking, providing endless opportunities to explore the natural beauty of the area.

In addition to its natural attractions, Waupun offers a range of amenities and services for residents to enjoy. The city features a bustling downtown area with local shops, restaurants, and entertainment venues, providing a vibrant social scene. The community also takes pride in its excellent schools, ensuring a high-quality education for children of all ages.

For those seeking a close-knit community with a strong sense of belonging, Waupun is the perfect place to call home. The city's affordable real estate market offers a range of housing options, including charming historic homes, modern single-family houses, and spacious apartments. Whether you're a first-time homebuyer or looking to upgrade, Waupun has something to suit every taste and budget.

Come and discover the beauty and warmth of Waupun, where small-town charm meets modern convenience. With its friendly community, stunning natural surroundings, and affordable housing options, this city in Wisconsin is truly a hidden gem.

Newest Listings in Waupun

$219,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Welcome home to this beautifully updated 3 bedroom, 1 bath home in the heart of Waupun! Fresh updates throughout include newer flooring, fresh paint, newer countertops, an updated bathroom, and more all while maintaining hints of the home?s original character. A metal roof adds extra peace of mind, while the nicely landscaped, oversized yard offers plenty of space to relax, play, and enjoy the outdoors. Top it all off with a spacious 2.5-car garage! This well-cared-for home is ready to move right in!

208 Taylor Street, Waupun

Listing courtesy of Adashun Jones, Inc..

$324,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Estimated completion set for Dec 2026. Buy yourself an amazing Christmas present! A newly constructed home can be yours right around the holidays. 2 bedrooms, 2 bathrooms and a 2-car attached garage all packaged up with a pretty little front porch, and rear covered patio. Basement holds future possibilities as bright as a new year with plumbing for a third bath, egress window for future bedroom and more. Claim this under construction as your own today.

627 Maxon Street, Waupun

Listing courtesy of My Property Shoppe LLC.

$278,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Affordable country living! 3 BR, 1.5 bath home just a short distance from Waupun. All appliances - stove, refrigerator, washer, dryer - are included! Separate family room on the lower level! Great floor plan with bedrooms separated from the kitchen, dining and living rooms! Take a look - ready for occupancy!

N3045 S Frontage Road, Waupun

Listing courtesy of Karsten Real Estate.

$209,999

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Move in ready 3-bed, 1-bath gem in Waupun plus a $3,000 seller credit toward an appliance package! This fully remodeled home sits on an extended lot with room to roam, featuring brand-new flooring, fresh windows and doors, and a stunning kitchen with new cabinetry, counters, and appliances. The oversized 2.5-car garage offers ample space for vehicles, storage, and hobbies. No projects, no guesswork just move in and enjoy.

201 Monroe Street, Waupun

Listing courtesy of Corbett Realty.

$209,900

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Charming, spacious, and full of possibilities! This 4-bedroom, 1.5-bath Waupun home offers the kind of space that?s easy to settle into and make your own. With four bedrooms, there?s flexibility for home offices, guests, hobbies, or simply room to spread out. The home?s inviting character and comfortable layout create a warm, welcoming feel throughout. Outside, you?ll appreciate the added bonus of a large garage with plenty of room for vehicles, storage, projects, and more. Conveniently located in Waupun with everyday amenities nearby, this is a wonderful opportunity to enjoy a home with space, charm, and versatility. Come take a look and imagine the possibilities!

10 N Watertown Street, Waupun

Listing courtesy of Porch Light Realty.

$449,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Welcome home! This 3-bedroom ranch is situated on 3 acres with approximately 600 feet of Rock River frontage and convenient highway access. The home features first-floor laundry and a 27x47 shop offering additional garage space, storage, or room for hobbies and projects. Recent updates include a new roof in 2025, new carpeting in the living room, new flooring in the dining room and kitchen, and a new patio in 2026. Enjoy plenty of space inside and out with room to relax, entertain, and make this property your own!

N3486 Guenther Road, Waupun

Listing courtesy of Keller Williams Prestige.

$255,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Beautifully renovated and move-in ready! This charming 3-bedroom, 1-bath home offers fresh updates throughout, including brand-new LVP flooring and carpet throughout the entire house. The main level features a spacious living room, dining area, family room with a cozy gas fireplace, and a bright sunroom/4-season room separated from the living room by beautiful white French doors. The upgraded kitchen is a standout with a beautiful tile backsplash and fresh, stylish finishes. All three bedrooms are conveniently located upstairs. The basement adds fun personality with a bonus toilet and adorable mint green sink, plus additional space for storage. Enjoy the freshly painted front deck and detached 2.5-car garage. Schedule your showing today!

426 Jackson Street, Waupun

Listing courtesy of Zellner Real Estate.

$124,900

ACTIVE Status

This 13 +/- acre property sits just out of the city limits of Waupun, blending recreational land with everyday convenience. Hunt right out your back door while staying just a short drive from shopping, dining, and services in town. A potential building location makes this tract well suited for a future home site combined with private hunting ground, offering the best of city and country living in one package. Portion of parcel T21-14-15-32-04-004-00 to be surveyed off

Home Avenue, Waupun

Listing courtesy of Whitetail Properties Real Estate LLC.

$774,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Quality built and exceptionally maintained 4 Bed, 4 Bath custom beauty on near two acre partially wooded setting on the north edge of the City of Waupun. Generous floorplan includes breakfast bar center island kitchen, grand size laundry room, and partially finished lower level with egress bedroom. Rec room ceiling unfinished. Offers both main floor and upper level bedroom suites with private baths. Rear screen porch to deck overlooks a paradise of mature trees, (3) landscaping ponds and stunning landscaping beds. (6) car garaging includes attached heated 2.5 car, 2.5 car heated workshop and (2) 1 car garages. Includes tax parcel WPN1415320302400 which is a mobile home owned by tenants paying 300/month to rent lot & parcel WPN1415320302200 which is a 1/2 acre buildable residential lot.

223 Woodland Drive, Waupun

Listing courtesy of Klapperich Real Estate, Inc..

$159,900

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 Street, Waupun

Listing courtesy of Weichert, Realtors - Great Day.

$235,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE 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 Street, Waupun

Listing courtesy of Rock River Realty, Inc..

$679,900

ACTIVE Status

Attention Investors. Brick 8 unit apartment building. All 1 bedroom units, Tenants pay utilities, Wall air units, coin washer and dryer area, private/secure tenant storage area, Large private parking lot. Great area and rental history.

241 S Madison Street, Waupun

Listing courtesy of Martin Real Estate.

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