Waterloo Homes under $300,000

Welcome to Waterloo, Wisconsin – a charming small town that perfectly balances the tranquility of rural life with the conveniences of modern living. Nestled along the banks of the beautiful Crawfish River, Waterloo is known for its friendly community, rich history, and picturesque landscapes that make it an ideal place to call home.

One of the most appealing aspects of Waterloo is its affordability. For those looking to settle down without breaking the bank, the city offers a variety of homes under $300,000. Whether you’re a first-time homebuyer, a family seeking a cozy abode, or someone looking to downsize, Waterloo has something for everyone. From quaint single-family homes to inviting townhouses, you'll find properties that boast character and charm, often featuring spacious yards, modern amenities, and easy access to local parks.

The community is vibrant and welcoming, with numerous local events, farmers' markets, and festivals that foster a strong sense of belonging. Residents enjoy the convenience of nearby shopping, dining, and recreational activities, all while being surrounded by the natural beauty of Wisconsin's countryside.

Waterloo is also conveniently located just a short drive from larger cities like Madison and Milwaukee, making it easy to enjoy the best of both worlds – the peace of small-town living and the excitement of urban life.

If you’re ready to discover your dream home in a community that feels like family, Waterloo, WI, awaits you with open arms. Explore the affordable housing options today and start your journey to a brighter future in this delightful city!

Newest Waterloo Homes under $300,000

$295,000

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status

SHOWINGS START 9/19/26. Watch the seasons change over the Waterloo Wildlife area (4000 acre DNR property) which is your backdrop for this 4-bedroom, 1-bath, sturdy farmhouse on .8 acre lot. Great for entertaining. The living room is huge - make a spot for a home office, or additional dining space, or a reading corner, in addition to the seating area! The eat-in kitchen has room to work without bumping into anyone! Create the ambience that best suits your lifestyle! Convenient main-level laundry and full bath. 4x5 rear porch leads to side yard and is a great spot for kicking off those shoes after yard work. Stairs and upper level have exposed wood floors - refinish to your liking with paint or stain, or add carpeting! Perhaps you could add another bathroom upstairs? 2 smaller bedrooms share the hallway closet. Extra-large 2.5-car detached garage has its own electrical panel, making it a great space for your hobbies! Joint driveway has 1/3 shared upkeep costs.

596 Portland Road, Waterloo

Listing courtesy of Century 21 Affiliated.

$175,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Bring your ideas and make this property your own! Offering 3 bedrooms plus a bonus room, this home provides flexible space and plenty of potential for the right buyer. Step outside to a deck with space to relax or entertain, plus room to potentially add a garage. The property is ready for updates and improvements, making it a great opportunity for an investor, renovator, or buyer looking to build equity and add their own touches. Bring your vision and see the possibilities!

339 Taylor Street, Waterloo

Listing courtesy of EXP Realty, LLC.

$225,000

1 Beds ⋅ 0.5 Baths ⋅ ACTIVE Status

Beautiful location on just over 11 acres with additional common areas with access to Grant River for fishing, atv and hiking trails. The property has a cabin with electricity, shed (12x10) and a screened in porch (24X10) that is peaceful and absolutely amazing! Beautiful yard that is often frequented by deer, turkey, rabbits, squirrels, birds, and more. Cabin has a loft for bedroom, environmental toilet (no running water, pumps used for water) mini fridge, microwave, window ac, electric heat, and kitchen supplies, Comes fully furnished. Amazing hunting opportunity right out your back yard! Make this your sanctuary to make awesome memories, hunting camp, family vacation, or build your dream home! Realtor is partial owner

5643 Dutch Hollow Road, Waterloo

Listing courtesy of Tim Slack Auction & Realty, LLC-Lancaster.

$180,000

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status

2 story 4+bedroom with 24x34-2 car detached garage/shop with additional storage room on 1.76 wooded acres. Property sits on a bench with a view overlooking the river, boat landing & campground. Make this your next home away from home, rental or permeant lifestyle(relaxed). Seller is still doing work on property for it had been used as a rental.-More pictures to come/update.

4918 County Rd N Road, Waterloo

Listing courtesy of Tim Slack Auction & Realty, LLC-Lancaster.

$299,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Relocation gives you the chance to finish what current and prior owners started! Huge kitchen w/solid-surface countertops & a convenient island. New stairs to UL, updated baths, new carpet in primary BR/UL hall. Detached 3+ car garage w/ metal roof, extra pressed gravel parking space. Primary bedroom on ML & 1/2 bath, 2 beds/full bath UL. Corner lot, just down the street from Waterloo Firemen's Park (60 acres of nature w/ walking paths, sports fields, concerts in the park, disc golf, weddings and local festivals). The park also has the 1911 C.W. Parker Carousel, the oldest active baseball field and the pavilion. Other recent updates: screen door to deck, water softener, dishwasher, primary bedroom paint & door (new window will be left behind for new owner to install). New smoke detectors and extinguishers. Added a new section of gutter to roofline on deck side of house, and over garage pedestrian door.

172 Mill Street, Waterloo

Listing courtesy of Century 21 Affiliated.

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