Sheboygan County Homes under $300,000

Welcome to Sheboygan County, Wisconsin – a hidden gem nestled along the picturesque shores of Lake Michigan. Known for its stunning natural beauty, vibrant community, and rich cultural heritage, Sheboygan offers an exceptional quality of life that attracts both families and individuals alike.

This charming county boasts a variety of outdoor activities, from the breathtaking views at Kohler-Andrae State Park to the serene beaches perfect for summer picnics. Sheboygan is also home to a thriving arts scene, with local galleries, theaters, and festivals that celebrate the region's creativity and spirit. Whether you’re a fan of water sports, hiking, or simply enjoying a leisurely stroll along the lakefront, Sheboygan has something for everyone.

For those looking to settle down in this idyllic county, you’ll be pleased to discover a variety of homes available for under $300,000. From cozy single-family residences to charming townhouses, the real estate market here offers a diverse selection that caters to different lifestyles and budgets. Many properties feature modern amenities, spacious yards, and easy access to the vibrant downtown area, where you can find delightful restaurants, shops, and local breweries.

With its friendly atmosphere, excellent schools, and strong sense of community, Sheboygan County is the perfect place to call home. Explore the opportunities that await you in this beautiful region, where affordable housing and a high quality of life come together seamlessly. Your dream home in Sheboygan is just a step away!

Newest Sheboygan County Homes under $300,000

$229,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Beautifully Updated 4-Bedroom Home Next to the Park! This move-in ready 4-bedroom, 2-bath home has been thoughtfully renovated from top to bottom. The stunning new kitchen features elegant granite countertops, modern cabinetry, all new appliances. Enjoy the convenience of a fully remodeled downstairs bathroom, along with brand-new flooring and fresh paint throughout the entire home, creating a bright, clean, and contemporary feel with a brand new roof on house and garage and roof decking as well as new gutters! Step outside and take advantage of the unbeatable location right next to a park, offering green space, playgrounds, and recreation just steps from your door. With its stylish updates, spacious layout, and prime location, this home is ready for its next owner to move in and enjoy!

2512 S 10th Street, Sheboygan

Listing courtesy of Bob Sexton Realty.

$264,900

ACTIVE Status

Beautifully renovated 2 family on Sheboygan's North side. Gorgeous refinished maple floors, 2 new kitchens and baths, newer windows and roof. 2 bedrooms on the main floor and one in the upper. Perfect for an owner occupied situation or for renting both units. Fenced yard, detached garage and super charming!! All appliances included 2 stoves, 2 refrigerators and 2 sets of washer / dryers, upper is in unit.

2002 N 20th Street, Sheboygan

Listing courtesy of CRES.

$289,900

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Welcome to this lovely 4-bedroom home where there is space enough for everybody! Spacious eat in kitchen with rich natural wood cabinetry and all appliances. Huge picture windows bring the outside in and bring in loads of light in the living room and kitchen. Hardwood floors are found on the second level with tons of storage with the length of the hallway featuring all easy accessible drawers. Behind the hallway s an attic with doors to storage also. The first floor features two bedrooms with a full bath adjacent. The play-sized backyard also sports a covered patio just made for fun and entertaining. In the lower level you will find the laundry area and also a large rec room.

2418 S 14th Street, Sheboygan

Listing courtesy of Jo Gottsacker Homes, LLC.

$290,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Check out this beautiful brick home with an abundance of natural light. This clean and lovingly maintained 3-bedroom ranch is ready for its next owner. Pride of ownership shines throughout, offering comfortable living spaces and a functional layout designed for everyday living. Enjoy the convenience of an attached 2 car garage, a fully fenced yard, and a finished family room in the basement. This home is a wonderful opportunity you wont want to miss!

1706 Humboldt Avenue, Sheboygan

Listing courtesy of RE/MAX Universal.

101 Osthoff Avenue Unit 97, Elkhart Lake

$235,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Enjoy all seasons at ''Your Place On The Lake'' at The Osthoff Resort. This 1 Bedroom Woodland Condo is located on the far side of the South Wing-closest to the lake! Enjoy peace and quiet in this great unit! Fully furnished and in rental pool! Newer flooring, furniture, window treatments and artwork! Stay for your vacations and earn rental income! A premier AAA Four Diamond Resort The Osthoff Resort is located on 500 Ft of recreational Elkhart Lake, in the quant village. Private beach, water sports, 3 pools, Aspira Spa, 2 restaurants, bars, saunas, tennis/pickleball courts, game room, fitness center and more await you! Walking distance of local restaurants, shops, golf course. Road America is only 5 miles away.

101 Osthoff Avenue Unit 97, Elkhart Lake

Listing courtesy of Black Oak Realty.

$259,900

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Welcome home to this charming ranch-style home offering comfortable one-level living with plenty of additional space below. The main level features a brand-new kitchen, three bedrooms, and an updated bathroom, creating a fresh and move-in-ready feel. The lower level adds valuable living space with a spacious recreation room and convenient half bath--perfect for entertaining, a home office, or relaxing with family. Outside, enjoy a good-sized backyard with a patio area, ideal for summer gatherings and outdoor enjoyment. A 1.5-car detached garage provides added parking and storage. Last but not least, for all you work from home people, or gamers, there is high speed TDS internet run to this property as well!

2517 Erie Avenue, Sheboygan

Listing courtesy of RE/MAX Universal.

$134,900

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Spacious 4-bedroom, 1.5-bath home offering nearly 1,500 sq. ft. of living space! The main floor features a convenient den/study and a first-floor primary bedroom. Upstairs, you'll find three generously sized bedrooms, providing plenty of space for family, guests, or tenants. Great investment opportunity with excellent potential for rental income. Whether you're looking to add to your investment portfolio or make this yournext home, this property offers plenty of space and flexibility. Buyers to confirm with municipality on the total bedrooms.

1020 N 11th Street, Sheboygan

Listing courtesy of RE/MAX Universal.

$289,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome to 1607 Kaufmann Ave. in Sheboygan! This unique Frank Lloyd Wright inspired home includes 3 bedrooms and 2 full bathrooms. The main level features spacious living areas and high ceilings throughout and a first-floor laundry. The family room showcases parquet flooring and a cozy gas fireplace. Both bathrooms have been tastefully updated. The basement includes a partially finished rec room and potential for additional living space. Outside, the fenced in backyard and patio provide a nice oasis, perfect for relaxation or entertaining. A convenient 2-car garage and a new roof in 2025 complete this great property. Don't miss the opportunity to make this one of a kind home your own!

1607 Kaufmann Avenue, Sheboygan

Listing courtesy of Pleasant View Realty, LLC.

$274,999

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Enjoy the best of lakeside living in this beautifully updated 5-bedroom, 2-bath home, just steps from Lake Michigan. Set in a desirable neighborhood, this spacious home offers plenty of room for family, guests, or a home office. Full updates throughout give the home a fresh, move-in-ready feel, while the nice yard provides space to relax, play, or enjoy time outdoors. With five bedrooms, two bathrooms, and the lake just moments away, this home is ready to welcome its next owner.

303 Wisconsin Avenue, Sheboygan

Listing courtesy of Coldwell Banker Realty.

$49,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Updated 2-bedroom, 1-bath 1962 Pathfinder manufactured home located in Country View Mobile Home Park in Plymouth. This home has undergone extensive renovations, including new beadboard-style ceiling panels, waterproof LVP flooring throughout, fresh paint, updated electrical, and new bathroom plumbing, toilet and vanity. Several windows have been repositioned and reset with updated interior wood framing and exterior poly lumber. The kitchen features refinished cabinets and countertops with a contemporary backsplash. Portions of the roof have also been sealed. Includes gas stove, refrigerator, washer, dryer, two A/C units, gas grill, fire pit, two outdoor chairs and table. Lot rent is $465/month. Park approval is required prior to purchase.

728 Wisconsin 57 Road Unit 2, Plymouth

Listing courtesy of Berkshire Hathaway HomeServices Water City Realty.

$239,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Showings start 10/10. Welcome to 520 S 27th St, a classic 3 bedroom, 1 bath Cape Cod in a nice residential neighborhood, centrally located in Sheboygan. Tons of updates include a redone bathroom and updated windows that bring plenty of natural light into the bright living room, which has wood floors and a bay window. It flows right into the kitchen and dining area, so everyday meals and holiday gatherings both work easily. The main-floor primary bedroom and bath keep the daily basics on one level, with two more bedrooms upstairs for family, guests or a home office. The unfinished basement is clean and well kept, with room for storage, hobbies or future finishing, plus a utility area. Outside, the large 3-stall garage has space for cars, tools and projects, and the built-in fire pit is ready for fall nights.

520 S 27th Street, Sheboygan

Listing courtesy of Real Broker LLC.

$199,900

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

What a great opportunity! This home has been completely remodeled throughout and is truly move-in ready. The brand-new kitchen features all-new cabinetry, countertops, stainless appliances and flooring. The main level offers a spacious living room, dining room, first-floor laundry, bedroom and beautifully updated full bath. Upstairs you'll find two additional bedrooms and a convenient half bath. Updates include all-new vinyl windows, fresh paint and new flooring throughout. Outside, enjoy a large yard, two-car garage and plenty of driveway space. Located in a quiet setting, this home is an excellent choice for a first-time buyer, or anyone looking for a beautifully updated home with nothing left to do but move in and enjoy!

1541 Division Avenue, Sheboygan

Listing courtesy of RE/MAX Universal.

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