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$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.

$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.

$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..

$284,900
4 Beds ⋅ 2 Baths ⋅ 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 Street, Waupun

Listing courtesy of My Property Shoppe LLC.

$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.

$?
ACTIVE Status
For Lease. Newly Available Spaces in Beautiful Downtown Waupun! There are 3 adjacent 750 Sq Ft Suites that are available individually or combined. The B2 Commercial Zoning allows for many potential uses such as a coffee shop, personal services, professional office, or even a restaurant! The Landlord is willing to Update the spaces with a minimum 3 year lease term of $900/month per suite including all utilities. There's even a basement that's great for storage. Call now to see the new home for your business!

16 S Mill Street, Waupun

Listing courtesy of Zellner Real Estate.

$?
ACTIVE Status
For Lease! This 952 Sq Ft space on Main St in thriving Downtown Waupun is a great spot for your new or expanding business! Formerly used as a Massage Business, this storefront offers multiple rooms and a large reception/waiting area that could be a great retail location for a boutique shop. The building is well maintained with plenty of character with apartments above offering built in clientele. The rent is $850/month plus utilities. Call now to walk through the new home for your business!

215 E Main Street, Waupun

Listing courtesy of Zellner Real Estate.

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.

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.