Sheboygan, WI Homes for Sale under $300,000

Charm & Character shines both inside and outside of this open concept style 4br/1.5ba gem! You will fall in love the moment you step onto the cozy covered front porch and enter the inviting & beautiful foyer w/french doors leading to the spacious Great Rm w/gorgeous HWF's plus stunning woodwork & crown moldings. Updated kitchen w/HWF's, Quartz Ctops, tile backsplash & appliances. Formal Dining

Barbara Beattie Berkshire Hathaway HomeServices Metro Realty

Spacious and full of potential, this charming two-story single-family home offers over 1700 sq ft of comfortable living space. Featuring four bedrooms, two full baths, including a convenient first floor bedroom, this home blends classic character with flexible living options. Inside you'll find beautiful wood floors, a welcoming living room, formal dining room and an inviting kitchen, perfect for

Rita Gast Shorewest Realtors, Inc.

More than meets the eye, offering room to live, relax and enjoy the outdoors! Situated on .52 acres, it's a gardener's dream featuring space, a garden shed, an additional garage with patio and a wonderful variety of fruit-bearing trees/bushes (apple, plum, mulberry trees) + raspberries. Inside, the open-concept eat-in kitchen is warmed by a cozy gas fireplace and small sitting area. Bay window

Rachel Mayer Pleasant View Realty, LLC

Come check out this beautiful 4 bedroom Ranch! Ideally located close to schools, parks, and amenities. Cozy up next to the natural fireplace in the large living room or enjoy the partially finished basement equipped with a bar for your entertaining purposes. Master bedroom has a walk in closet, other bedroom has an attached half bath. With so many updates, this home is ready for you to move right

Leah Bischoff Century 21 Moves

Rarely available and meticulously maintained, this sophisticated two-owner Cape Cod offers a seamless blend of classic charm and modern reliability. The open-concept main level features a fully equipped kitchen with a breakfast bar flowing effortlessly into the dining and living spaces. The finished lower level serves as an entertainer's retreat, boasting a custom bar, electric fireplace, and

Katy Cain Avenue Real Estate LLC

Beautifully updated 3-bedroom, 1-bath home with modern finishes. Bright, airy open-concept layout features new LVP flooring throughout, updated kitchen with new stainless steel appliances, tiled bath, and new lighting/fixtures. Finished basement offers extra living space + storage. Large backyard deck is perfect for relaxing. Located one block from a park. Turnkey and full of charm!

Patrick Vaessen Keller Williams Empower

Excellent investment or owner-occupant opportunity at 1005 N. 38th Street! This solid brick two-family home features a spacious 2-bedroom lower unit and a bright 1-bedroom upper unit, both recently renovated and move-in ready. Each apartment offers modern updates and inviting layouts, while the property boasts an extra-large detached garage with ample storage. Conveniently located near schools,

Peter Haase Keller Williams Empower

Welcome home to easy, stylish living in desirable Mapledale Villas! This beautifully updated 2BR/2BA condo offers comfort, convenience, and thoughtful upgrades throughout. The inviting interior features an updated kitchen with stainless steel appliances, tile backsplash, and convection/air-fryer stove. Both bathrooms are refreshed, including a walk-in shower with grab bars. Enjoy wood-look luxury

Denna Sheriff Shorewest Realtors, Inc.

The ''HOLIDAY HOUSE'' can now be yours! Forever is found in this updated 3 bdrm, 1.5 bath home located in a great neighborhood close to schools, parks and shopping. Major kitchen remodel provides a bright and easy to use kitchen. Dining room for gatherings with patio doors to large deck .Bright, sunny living room with bookshelves. Three bedrooms upstairs-one was used for storage and shelving can

Lisa Darr American Dream Realty LLC

Move-in ready north-side home! The main floor features a bright & sunny eat-in kitchen with deck & backyard access. First floor laundry ready for your washer and dryer hook-up, full bathroom w/shower stall, cozy living room, and main floor bedroom. The upper has a den/2nd living area, office nook, and the 2nd & 3rd bedroom. The 2nd bedroom has an attached 1/2 bath & airing porch. The spacious

Chai Vue Creative Results Corporation

Great investment property! On the main floor you will find office or retail space that is currently leased. The upstairs of the property has a 2 bedroom 1 bath apartment. Additional rooms upstairs that can be completed to offer more income potential. The unused basement offers great space for storage or additional space. Parking for 6 cars in parking lot. This property is being sold AS IS.

Cory Kramer The Kramer Group LLC

Updated 3-bedroom Ranch with everything on one level. Great sized bedrooms, New full bath, and convenient main floor laundry. Enjoy the eat-in kitchen, island seating, pantry, and open layout. Large driveway with ample off-street parking, plus a huge yard with room to build your dream garage. Located close to schools, restaurants, and shopping for everyday convenience. Why rent when you can own

Sara Klein The Kramer Group LLC

Spacious Four-Bedroom home showcasing beautiful natural woodwork throughout. Features a formal dining room, a comfortable primary suite with a full bathroom and walk-in closet. Enjoy central air for year-round comfort, plus the convenience of a detached two-car garage. Currently leased till 12/26. If you are looking for a cash flowing investment property this is the one.

Cory Kramer The Kramer Group LLC

Charming 4-bedroom, 2 full bath home in the heart of Sheboygan! Offering 1,800 sq ft of living area, this property features a bonus room used as an office as you walk through the front door, and the spacious kitchen includes all appliances along with an island and a large pantry. The extra deep 2-car garage provides ample storage and includes an extra loft area above for additional storage.

Zach Cotter Olive Branch Realty

Commercial property ready to elevate your business--whether launching, growing, or expanding. Ideally situated in a central, high-visibility location, this property offers strong exposure. The upper level features two 2-bedroom, 1-bath rental units that provide steady income to offset expenses. One unit is currently rented month-to-month at $500/month with a $500 security deposit. There is a

Cory Kramer The Kramer Group LLC

Well-maintained 2-family duplex offering spacious 2 bed / 1 bath units with functional layouts and strong rental history. Current ownership completed extensive renovations over the years including kitchens, baths, flooring, siding, windows, doors, and exterior improvements. Recent updates include the front porch, backyard fencing, and detached 2-car garage. Enjoy relaxing on the inviting upper

Brost Group Keller Williams Empower

Unique mixed-use property with endless potential in a high-visibility location near downtown Sheboygan and just a walk from the lakefront. Offering over 6,700 sq ft of versatile space including a storefront area, warehouse/workshop space, and a large 10-ft garage door. Upper level features a spacious 3-bedroom apartment, plus additional space with potential for another apartment after

Sarah Stemper Olive Branch Realty

Versatile corner mixed-use property offering four 2BR/1BA residential units, commercial space, and an attached garage. The prominent corner position delivers excellent street visibility and strong income diversification potential. Ideally situated near downtown Sheboygan, Lake Michigan, North Beach, Deland Park, the YMCA, Mead Public Library, and Sheboygan Transit routes -- with easy access to

Holly Speranza Keller Williams-MNS Wauwatosa

Welcome home to this spacious 4-bedroom, 2 full bathroom home located in a very nice quiet neighborhood on Sheboygan's south side! Enjoy being within easy walking distance to Lake Michigan, parks, and schools while still having the comfort of a peaceful residential setting. This well-maintained property has seen many updates over the last few years and offers plenty of space inside and out.

Jorge Munoz Coldwell Banker Realty

***Home will be vacant after June Move-In Ready Turnkey Home on 1/2-Acre Lot Beautifully updated 3-bedroom, 1.5-bath home located in a highly desirable neighborhood. This charming property features a spacious layout, modern updates throughout, and a large 1/2-acre lot perfect for outdoor living. Enjoy move-in ready convenience with recent improvements that blend comfort and style--ideal for

Jorge Munoz Coldwell Banker Realty

Discover a rare opportunity on the south side of Sheboygan. Many updates include new flooring ,drywall ,trim ,paint, and electrical! This two-bedroom home also features a separate one bedroom one full bathroom detached living quarters. Perfect for rental income, in-law suit, or guest space. Nestled on a spacious lot partially fenced in! This property is a single family home with two separate

Kayla Donath RE/MAX Universal

Well-maintained duplex offering strong investment potential. Each unit features 2 bedrooms, 1 bath, a spacious living room, and formal dining area. Both units are occupied, providing immediate rental income--lower unit at $775/month and upper at $800/month. The upper unit includes access to a walk-up attic, while the lower showcases charming built-ins and generous living space. Separate basements

Cory Kramer The Kramer Group LLC

Beautifully updated 3-bedroom, 1.5-bath brick ranch offering comfort, style, and space. This home features a new kitchen with updated appliances, natural hardwood floors, and tastefully updated bathrooms. Enjoy year-round relaxation in the 4-season room overlooking the backyard, complete with a cozy pellet stove. The finished lower level adds valuable living space with a den area and a large

Donna Bartels Pleasant View Realty, LLC

Spacious 3-bedroom, 2 Bath condo offering 1362 sq ft of comfortable living space plus an additional 400 Sq ft finished rec room in the basement! Enjoy the convenience of a 1 car attached garage, fenced yard, and low maintenance rubber mulch landscaping. Best of all; no HOA fees! Major updates provide peace of mind, which include new furnace in 2023, water heater in 2025, and a roof was replaced

Andrew Bunge Shorewest Realtors, Inc.