Crawford County Homes under $300,000

Welcome to Crawford County, Wisconsin – a hidden gem nestled in the heart of the Driftless Area, where rolling hills, lush valleys, and winding rivers create a picturesque backdrop for your dream home. Known for its stunning natural beauty and vibrant community, Crawford County offers a perfect blend of outdoor adventures and small-town charm.

Here, you’ll find a variety of homes under $300,000, making it an ideal destination for first-time buyers, families, or anyone looking to embrace a more relaxed lifestyle. Whether you’re seeking a cozy cottage near the Mississippi River or a spacious family home in one of our welcoming towns, there’s something for everyone in Crawford County.

The county is rich in recreational opportunities, with numerous parks, hiking trails, and waterways that invite you to explore the great outdoors. Spend your weekends fishing, boating, or hiking along the scenic bluffs, or take a leisurely stroll through the charming downtown areas filled with local shops and eateries. The community is known for its friendly atmosphere and strong sense of belonging, making it a wonderful place to settle down.

Crawford County also boasts excellent schools, making it a great place for families to grow and thrive. With affordable housing options and a wealth of amenities, this region is not just a place to live; it’s a place to call home. Discover the magic of Crawford County today, and find the perfect home that fits your budget and lifestyle!

Newest Crawford County Homes under $300,000

$179,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Attention Investment Entrepreneurs: This charming home features a new remodeled kitchen and bathroom in 2022, along with some updated electrical, plumbing and ductwork. Whether you're searching for your first home, a rental property, or an Airbnb investment, this property offers exceptional flexibility. The main level features a bedroom, an open-concept kitchen and living area and convenient main-floor laundry. Enclosed back porch provides extra space, while the inviting front porch adds even more functional living area. Upstairs offers two walk-through bedrooms. Exterior updates include new windows, siding, and roof in 2017. Additional features include forced-air furnace, city water/sewer and high-speed internet. Alley access and a generous backyard with plenty of room for entertaining, play, or extra parking for boats & campers. Some photos have been virtually staged with furnishings.Only blocks from St. Feriole beach area & boat landing.

619 N Michigan Street, Prairie Du Chien

Listing courtesy of RE/MAX Gold.

$229,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status

4 bedroom ranch home on a large corner lot. This one has a lot to offer! Full basement, garage, fenced in yard, all appliances included and much more. This property has a large lot, 100x100! Fully fenced in yard, and has a section that you can keep your furry friend and another area for gardening and entertaining. Large 2 stall garage adds lots of storage space with extra parking. The 4 bedroom home has 3 bedrooms on the main level with a full bathroom and another bedroom downstairs and full bath. There is a 5th non-conforming bedroom in the basement and a large laundry room. Extra space in the basement for a gaming area, office, storage whatever you need. On the main level there is a great room in addition to the living room, offering lots of extra room for everyone to spread out! Some photos have been virtually staged with furniture for you to see the possibilities.

404 E Broadway Street, Prairie Du Chien

Listing courtesy of RE/MAX Gold.

$240,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Tucked away on 6 peaceful acres, this rustic 2-bedroom, 1-bath cabin is all about simple living and quiet mornings. You?ll find plenty of space for hobbies and storage with a 48?x40? pole shed, plus a 1,024 sq ft barn/workshop complete with a loft for all the extras you can?t quite part with. Out back, enjoy a screened-in sitting area where you can relax and take in the peaceful sounds of nature. There?s also a handy woodshed for keeping things stocked and ready. The property includes a holding tank, a private well, and a large water tank beside the pole shed that once helped collect rainwater from the roof to keep the lower garden happy. If you?re looking for a calm place to slow down with plenty of privacy, here it is!

11341 Columbus Drive, Freeman

Listing courtesy of Century 21 Affiliated.

$242,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Charming 4-square farmhouse offering character, updates, and potential for additional living space! This 3-bed, 1-bath home features a 2+ car garage connected by an added breezeway, a fenced yard, and included playset. Located on the outskirts of Eastman in a desirable setting off the highway on a .39 acre lot, it offers a rural feel with the benefits of village living. The large, open basement includes 2 additional laundry hookups and potential for more living space. An upstairs den could potentially become a 2nd bathroom or small bedroom. The spacious main-level laundry room offers pantry or storage potential. Updates include flooring, furnace, A/C, and water heater within 2 years; upstairs windows were replaced approximately 4 years ago. Additional improvements include a rebuilt basement wall, poured concrete patio, and new front-entry concrete. Covered front porch with composite decking adds curb appeal. Come take a look! *Note: Taxes will be determined due to parcel split.

57927 Baer Court, Eastman

Listing courtesy of Jon Miles Real Estate.

$245,000

4 Beds ⋅ 4.5 Baths ⋅ ACTIVE Status

Historic Charm with Mississippi River Views! This distinctive three-story home features 4 bedrooms, 4.5 baths, beautiful original woodwork, classic architectural details, and abundant natural light. Enjoy river views from the bright sunroom, plus a dedicated office and ample storage. The walkout lower level with private entrance offers flexible potential for additional living space, storage, or a home-based business. Classic features include a clawfoot tub and tiled shower, while the kitchen offers durable solid-surface countertops. New roof installed September 2026. A rare opportunity to own a piece of local history with incredible Mississippi River views.

148 1/2 Main Street, Ferryville

Listing courtesy of Riverstone Real Estate Services LLC.

$259,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Turn-of-the-century home with historic charm alongside modern comfort. Brazilian riverbed granite countertops in the kitchen, soaring ceilings, hardwood floors, and detailed woodwork, built-in floor to ceiling bookshelves, tall baseboards, front picture window, some windows are leaded glass, spacious bedrooms. Large front porch with a swing that overlooks the mature flower garden. Cement patio off the back porch. Newer detached 2 car garage.

409 S Wacouta Avenue, Prairie Du Chien

Listing courtesy of LPT Realty.

$249,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Enjoy the best of country living and riverfront recreation with this beautifully maintained 2-bedroom, 1-bath home located just outside the Village of Steuben. Built in 2023, this home offers new construction, new appliances, and the convenience of being sold fully furnished?making it an excellent option for a vacation getaway, investment property, or full-time residence. Situated on 2.35 acres, the property offers access to the scenic Kickapoo River, providing plenty of opportunities for fishing, kayaking, canoeing, and enjoying the outdoors. The home itself is not located in the floodplain, offering added peace of mind while still allowing you to enjoy the benefits of riverfront access. With its newer construction and spacious acreage, this property is ready to enjoy from day one. A great opportunity for those looking for a low-maintenance retreat, income-producing property, or a place to call home.

50244 Highway 179, Steuben

Listing courtesy of Century 21 Affiliated.

$31,500

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Property Selling at Online Auction! List price is starting bid. Property is in floodplain. Property selling as is. See documents for details of sale and information. Bidding starts October 6th, 2026 and End October 27th, 2026. See bidding and terms to bid at www.kramersales.com

114 Main Street, Gays Mills

Listing courtesy of Kramer Real Estate & Auction L.

$35,500

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

113 Main Street, Gays Mills

Listing courtesy of Kramer Real Estate & Auction L.

$76,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Affordable...Extremely nice 16 x 80 ' single wide manufactured home in a quaint mobile home park convenient to city.. This home is in impeccable condition. Seller is very creative and everything inside and out reflects that.. 3 bedrooms, 2 full baths. ...master bedroom with a master suite, 2 additional bedrooms and another nice bathroom.. Outside you will find manicured laws and beautiful landscaping..Small garden shed for all your tools and storage. Don't hesitate to call to day for a private showing..

38005 Hwy 18 Unit 44, Bridgeport

Listing courtesy of RE/MAX Gold.

$229,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

137 Ridge St is packed with character and spaces that make it stand apart. Soaring ceilings, an open staircase and loft create an impressive main living area, while warm woodwork and a pellet stove add character. House has a newer steel roof along with inflow heat in the downstairs and garage. The large kitchen island gives everyone a place to gather, and multiple living areas provide plenty of room to entertain, relax or spread out. With 4 bedrooms and 4 bathrooms, there's flexibility for guests, a home office, hobbies and more. Add updated flooring, a bright four-season room, covered porch and mature trees for a home with space, personality and plenty to discover. Agent Owned.

137 Ridge Street, De Soto

Listing courtesy of eXp Realty LLC.

$45,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Here is your opportunity to own an affordable home. This 2 bedroom, 2 bath home has an addition for extra space as well as a newer furnace and central air, with a large lot and extra storage shed space. Check this out today!

38005 Hwy 18 Street, Bridgeport

Listing courtesy of Home Key Real Estate.

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