Sheboygan, WI Homes for Sale under $400,000

History and charm are still in place in this 3 bed, 1.5 bath brick home. Beautiful front entry includes large stair case, dbl french doors leading to supersized living room (fireplace, sidelights, & built-ins) and adjacent sunroom w/ east, south and west windows. Formal dining with b/i hutches, crown molding, and h/w floors. The kitchen is sizeable and includes separate butler pantry. Convenient

Timothy Kapellen RE/MAX Universal

Prominent 2.5-story traditional home, circa 1906, located in the heart of Sheboygan. Brimming with original characterwoodwork, pocket doors, hardwood floors, and built-insthis home offers abundant space and timeless appeal. The main level features a grand foyer, spacious living room with courtyard patio, and a formal dining room. Upstairs you'll find 4 bedrooms, a full bath, and a large loft

Matt Kapellen Pleasant View Realty, LLC

This 4 bed 2.5 bath home sits on a mature wooded lot on quiet cul de sac. Plenty of living space here to spread out. Family room features wood burning fireplace, wood beams and sliders out to enjoy back yard. Kitchen with plenty of cabinets and counter space along with additional dinette seating area. Host dinners in sizeable dining room that flows into living room with beautiful double French

Kelly Kasten RE/MAX Universal

Black River ranch home in picturesque setting. If you are looking for a special property with superb views put this on your must-see list. This 3 bedroom 1 bath home has some delightful features. Lannon stone fireplace is the star of the show upon entering the home. Large picture windows in living & dining room invite the outdoors in providing splendid views & wildlife watching. Kitchen has good

Kelly Kasten RE/MAX Universal

Discover the Town of Wilson with this beautiful ranch home located at 5010 S. 8th St. in Sheboygan! This charming, move-in ready home offers a single-level layout designed for comfort and accessibility. Bright living spaces flow throughout, 3 spacious bedrooms, 2 full bathrooms, main floor laundry, along with a family room with a fireplace to keep toasty in those upcoming cool fall and winter

Daniel Menzer Century 21 Moves

Three bedroom, 2.5 bath condo centrally located w/a downtown vibe. This one owner, standalone, condo features a first floor consisng of a nicely appointed & roomy kitchen with center island/breakfast bar. Adjacent dining space, and great room w/gas fireplace (windows on each side), two story ceiling, and windows overlooking the covered front porch. Yes, the master bedroom is on the main level

Timothy Kapellen RE/MAX Universal

Welcome to a beautifully maintained 4-bedroom, 2.5-bath ranch on Sheboygan's desirable north side. This move-in ready home offers comfortable main-level living with a bright layout. The spacious living room flows into a functional kitchen with ample cabinetry and counter space, plus an adjacent dining area with access to the backyard. All bedrooms are generously sized, including a primary suite

Daniel Menzer Century 21 Moves

Well-maintained spacious 3/3 brick and vinyl mixed duplex located in a desirable neighborhood just a few blocks away from Lake Michigan. PERFECT for owner-occupant and income-generating by renting out one unit. According to the seller, the roof was replaced in 2023, and a new furnace was installed in 2024. Big backyard with 2-car garage. Close to all conveniences, freeway exit & downtown!

Abdul Hamid Shorewest Realtors - South Metro

Superiorly maintained home on the north side of Sheboygan, near Pigeon River School, Shaw Park, stores and restaurants. Enjoy 2024 sq ft above grade with an more finished space in the lower level. Family room is accented with a stone fireplace and a patio door to the very private backyard. The kitchen has been updated beautiful cabinets, granite countertops and pantry open to a casual dining

Mary Werner Keller Williams Empower

Welcome to 508 N Water St., where you'll enjoy stunning water views from all three levels of living space. Just two blocks from downtown and a half-mile from the lakefront and river entertainment area, this townhouse-style condo offers both convenience and privacy. The main level features an open-concept layout with a well-appointed kitchen, living room with gas fireplace, built-in dining hutch,

Jennifer Littmann Pleasant View Realty, LLC

Welcome to this beautifully renovated 3-bedroom, 1.5-bath home that blends modern updates with thoughtful design! Nearly everything is brand new - from the quartz countertops to tile backsplash, custom tile shower surround in the full bath. Updated flooring throughout, new lighting fixtures, and a fully upgraded electrical service. The open-concept living, dining, and kitchen area is perfect for

Jaden Watson Venture Real Estate Group LLC

Come take a look at this beauty! 1,412 sq ft with added finished space in the lower level. 3 large bedrooms and a bathroom on every floor. Home features natural woodwork and beautiful hardwood floors throughout. Kitchen has been updated with granite countertops, tile backsplash, stainless steel appliances and walk-in pantry. Laundry room on the second floor.(This room could be converted back to

Mary Werner Keller Williams Empower

Charming 4-bedroom home near Lake Michigan! This property blends character with updates, featuring wood floors, spacious living areas, and a finished rec room in the basement for extra space. The fenced-in yard offers privacy for relaxing or entertaining. Located on Sheboygan's north side, you'll enjoy being close to the lake, parks, and local amenities. Move-in ready with plenty of charm and

Daniel Menzer Century 21 Moves

Can we say Exceptional! This home has it all! The newer kitchen and bathrooms bring a fresh modern touch, while the finished lower level offers endless family fun w/HT, extra living space, and room for a growing household. Updates throughout include newer roof, gutters, furnace, A/C, windows, flooring, and freshly poured concrete driveway and patio giving you peace of mind for years to come. As

Christine Eake Venture Real Estate Group LLC

Do you need space for all the things? Done! Welcome to the village! Your 3 bedroom, 1.5 bath ranch home on over a third-acre corner lot features a sweet rec. room for those epic holiday parties, a fenced backyard with hot peppers, green peppers, and tomatoes for pranking your friends or whipping up a mean omelette, plus an additional insulated 1.5 car (16x22) detached garage with long driveway

Danielle Bradford Realty Executives Integrity~Cedarburg

Don't look any further! This ranch style side-by-side condo is the home you've been searching for. Built for current owner with custom cabinetry and distinctive niches and drywall finishes. You'll love the grand 10-foot ceilings, skylights, & expansive windows that flood the home w/ natural light. Enjoy cozy evenings by the gas fireplace or retreat to the spacious primary suite featuring a

Beth Gotwald Century 21 Moves

Cape Cod home with a freshly renovated kitchen that includes a custom cherry-wood buffet, cherry kitchen cabinets with Corian countertops, and stainless steel appliances. Dining Room with fantastic built-ins, large Living Room with gas fireplace, and 3 bedrooms upstairs with an airing porch off of primary bedroom. Full bath upstairs with granite countertop & a powder room on the main level. This

Scott Ter Maat RE/MAX Universal

You won't want to miss out on this gorgeous, completely remodeled home. Well thought out layout for convenient & functional living. The main floor features a spacious living room with natural fireplace, dining room w/patio doors to the deck, modern kitchen w/breakfast bar & dining nook, attached 2 car garage, closet space, and perfectly located 1/2 bath. Upstairs you will find a huge laundry

Erin Mauer Realty 360, Inc

Step inside this modern, airy northside Sheboygan gem and fall in love instantly! With 3 spacious bedrooms, 1 full bath, and 2 additional half baths, there's plenty of room for comfort and convenience. The open layout fills the home with natural light, creating a fresh and inviting vibe throughout. Head downstairs to the finished basement rec roomperfect for game nights, movie marathons, or your

Michelle Hayward Keller Williams Empower

Nicely maintained and updated main floor condo at Blue Harbor that has shown solid rental history. Fireplace in living room, fully equipped kitchen with appliances, in unit laundry and super convenient to all that the riverfront has to offer. Fully furnished and ready for occupancy. 2024 gross rents $24,825 and 2025 year to date rents $$35,650.

Jeff Moenning Century 21 Moves

Welcome to this beautifully updated and well-maintained home located in a desirable Northside Sheboygan neighborhood. With 4 bedrooms, 2.5 updated bathrooms, and a rare 3-car garage, this property combines classic charm with modern convenience. Step inside to discover a light-filled interior featuring a fully renovated kitchen with stainless steel appliances, stylish cabinetry, and sleek

Sean Quinn The Kramer Group LLC

Completely Charming house on one of the prettiest streets on the northeast side of Sheboygan! Enter this home and just feel the warmth of original woodwork and inviting old world style which has been tastefully maintained and updated just enough. Large living room accented with a bay window and stunning gas fireplace. The kitchen has been updated with warm neutral colors, custom wood cabinets and

Mary Werner Keller Williams Empower

Step inside to a bright and inviting layout featuring a formal living room, cozy family room, and a stylish kitchen with plenty of space and a sunny dinette. Fresh updates throughout give the home a modern, move-in ready feel. Upstairs, you'll find four spacious bedrooms with generous closets and a well-appointed full bath. The finished lower level adds even more charm with a warm gas fireplace

Denna Sheriff Shorewest Realtors, Inc.

Welcome to this beautifully updated 3 bedroom, 2.5 bath home just minutes from the shores of Lake Michigan! With tall ceilings and an open concept layout, this home offers a spacious and airy feel throughout. The large eat in kitchen stands out with its stainless steel appliances and ample cabinet space. Perfect for cooking, dining, and entertaining. Step outside to your fully fenced backyard,

Brittany Jaroch Keller Williams Empower

Welcome home to this charming two bedroom, two bath condo in the heart of Mapeldale Villas. From the moment you walk in, you'll love the warm, updated feel- beautiful kitchen with stainless appliances, tile backsplash and stove with air fryer and convection. Both baths are refreshed, including a walk-in shower with grab bars. Gorgeous wood look vinyl flooring, crown molding and fresh fixtures add

Denna Sheriff Shorewest Realtors, Inc.

Welcome to Landmark Square- a comfortable, pet-friendly 55+ senior community offering an incredible lifestyle in the heart of downtown. This is one of the larger unis with 1638 Sq ft an open dining/living area, dining area has a walk-in pantry, 1 of 12 units that has a fireplace in the condo association, 2 bedrooms and a office/den. This unit is an end unit so you have lots extra natural light

Team* Beaudoin RE/MAX Universal

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 styleideal for relaxing, entertaining, or simply

Jorge Munoz Coldwell Banker Realty

Step into a thriving business opportunity with this well-established downtown bar w/ kitchen, perfectly positioned in the heart of Sheboygan. Sale includes: property, business, and updated upper apartment for additional income. The bar has a loyal customer base and a strong reputation in the community. Located in a bustling area with high foot traffic, surrounded by office buildings and retail

Nathan Nennig Century 21 Moves

Well maintained estate sale. Being sold AS IS by personal rep. This home has many beautiful updates with little extras that would make it a great home for your future. The property to has been brought upto current codes. Offering 3 bedrooms and 2 bathrooms. Home has new lvf in lr, kn, ba, and hall, Two separate 1 car garages 1 is attached extra deep and second garage is a mechanics, man cave, or

Dorene Haas Eclipse Realty LLC

Perfectly positioned in a high-visibility area of Sheboygan, this impressive 4,100 sq ft office building effortlessly combines professional appeal with practical convenience. Featuring a beautifully maintained exterior and ample parking, the property ensures easy accessibility for clients and staff, complemented by an ADA-compliant handicap ramp. Inside, the spacious layout accommodates multiple

Juan Martinez Compass Wisconsin-Lake Geneva

🔥 Turn-Key Cash Flow Machine - $5,400/Month! 🔥 All-in-one investment with full occupancy and multiple revenue streams: Fully equipped Bar & Grill with food & liquor license 2BR apartment with garage 3BR house with alley access Remodeled 7-room boarding house Buy today, start collecting income tomorrow!

Jorge Munoz Coldwell Banker Realty

Relax and unwind in your tranquil new home, located in a beautiful, private community just minutes from dining, shopping, and entertainment. This spacious 3-bedroom, 2.5-bathroom condo offers an open-concept layout with modern finishes and abundant natural light. Enjoy a serene, park-like setting with trees and lush greenery. Say goodbye to yard work and exterior maintenance--it's all taken care

Joel Pipkorn The Kramer Group LLC

Relax and unwind in your tranquil new home, located in a beautiful, private community just minutes from dining, shopping, and entertainment. This spacious 3-bedroom, 2.5-bathroom condo offers an open-concept layout with modern finishes and abundant natural light. Enjoy a serene, park-like setting with trees and lush greenery. Say goodbye to yard work and exterior maintenance--it's all taken care

Joel Pipkorn The Kramer Group LLC

Relax and unwind in your tranquil new home, located in a beautiful, private community just minutes from dining, shopping, and entertainment. This spacious 3-bedroom, 2.5-bathroom condo offers an open-concept layout with modern finishes and abundant natural light. Enjoy a serene, park-like setting with trees and lush greenery. Say goodbye to yard work and exterior maintenance--it's all taken care

Joel Pipkorn The Kramer Group LLC

Relax and unwind in your tranquil new home, located in a beautiful, private community just minutes from dining, shopping, and entertainment. This spacious 3-bedroom, 2.5-bathroom condo offers an open-concept layout with modern finishes and abundant natural light. Enjoy a serene, park-like setting with trees and lush greenery. Say goodbye to yard work and exterior maintenance--it's all taken care

Joel Pipkorn The Kramer Group LLC

Relax and unwind in your tranquil new home, located in a beautiful, private community just minutes from dining, shopping, and entertainment. This spacious 3-bedroom, 2.5-bathroom condo offers an open-concept layout with modern finishes and abundant natural light. Enjoy a serene, park-like setting with trees and lush greenery. Say goodbye to yard work and exterior maintenance--it's all taken care

Joel Pipkorn The Kramer Group LLC