Sheboygan, WI Homes for Sale under $300,000

• 

  

  

  /15

  $219,900

  • 4 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1204 N 14th St, Sheboygan, WI 53081

  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

  1204 N 14th St, Sheboygan, WI 53081
• 

  

  

  /29

  $224,900

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  2520 S 12th St, Sheboygan, WI 53081

  Adorable and impeccably maintained 3 bedroom, 1 bath Cape Cod in a fantastic south side location! Situated directly across from Roosevelt Park, this charming home offers a bright, welcoming interior, and pride of ownership throughout. The clean, well maintained interior provides the perfect foundation to create the home you've always envisioned. Enjoy the convenience of nearby schools, shopping,

  Tayler Brendel Pleasant View Realty, LLC

  2520 S 12th St, Sheboygan, WI 53081
• 

  

  

  /16

  $196,500

  • 4 Beds
  • 2 Baths
  • 1,635 Sq Ft

  1325 S 11th St, Sheboygan, WI 53081

  Welcome home to this spacious 4-bedroom gem offering charm, updates, and flexible living space! Step into the inviting dining room with beautiful hardwood floors, while the bright living room features stylish LVP flooring. The eat-in kitchen boasts updated cabinetry and a generous walk-in pantry. Two main-floor bedrooms are connected by a convenient Jack-and-Jill bath. Upstairs, you'll find a

  Cory Kramer The Kramer Group LLC

  1325 S 11th St, Sheboygan, WI 53081
• 

  

  

  /6

  $61,900

  • Land
  • 18,730 Sq Ft
  • $143,953 per Acre

  Lt31 Gettysburg Ln, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt31 Gettysburg Ln, Sheboygan, WI 53083
• 

  

  

  /19

  $269,000

  Open Sun 10AM - 12PM $11K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,762 Sq Ft

  1217 North Ave, Sheboygan, WI 53083

  4-bedroom ranch conveniently located near schools, parks, and local amenities. Spacious living room features a natural fireplace. Partially finished basement includes a bar area and additional living space. Primary bedroom offers a walk-in closet, and one secondary bedroom includes an attached half bath. Located across from Urban Middle School and North High School, a few blocks from Three Sheeps

  Leah Bischoff Century 21 Moves

  1217 North Ave, Sheboygan, WI 53083
• 

  

  /28

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,712 Sq Ft

  1147 Logan Ave, Sheboygan, WI 53083

  Patrick Vaessen Keller Williams Empower

  1147 Logan Ave, Sheboygan, WI 53083
• 

  

  /14

  $189,900

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  825 S 17th St, Sheboygan, WI 53081

  4 Bedroom 2 Full Bath Southside Home. This one is not only Spacious but Affordable. You will love the large kitchen, dining room, and size of the bedrooms. This one features off street parking. Stop renting and start Owning.

  Cory Kramer The Kramer Group LLC

  825 S 17th St, Sheboygan, WI 53081
• 

  

  /4

  $66,900

  • Land
  • 28,314 Sq Ft
  • $102,923 per Acre

  Lt19 Lincoln Way, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt19 Lincoln Way, Sheboygan, WI 53083
• 

  

  /29

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  1817 Wilson Ave, Sheboygan, WI 53081

  The moment you step inside, you'll feel at home in this well-maintained 3-bedroom ranch. Sunlight fills the inviting living room through large front windows, flowing seamlessly into the dining area and kitchen to create a warm, welcoming space. Oak hardwood floors add timeless charm to the bedrooms, while the updated bathroom offers a fresh, modern feel. The attached 1.5-car garage includes bonus

  Dan Carran Pleasant View Realty, LLC

  1817 Wilson Ave, Sheboygan, WI 53081
• 

  

  /21

  $124,900

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  1335 Broadway Ave Unit 4, Sheboygan, WI 53081

  Affordable homeownership! This beautiful 2-bedroom, 2-bath upper condo offers 1,350 sq. ft. of bright, spacious living at a great price. Enjoy a private entry, large room sizes, fresh updates, and so much natural light you'll need sunglasses 😎. The primary suite features a walk-in closet and private bath, while the second bath includes a relaxing whirlpool tub. In-unit laundry and all

  Tori Torres RE/MAX Universal

  1335 Broadway Ave Unit 4, Sheboygan, WI 53081
• 

  

  /36

  $249,999

  Open Sun 1PM - 2PM $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,435 Sq Ft

  1333 Clara Ave, Sheboygan, WI 53081

  Back On Market due to Buyers Financing!!! Looking for space and value? This spacious home offers plenty of room for the whole family and is priced for a quick sale! Recent updates include flooring, paint, and a fenced yard. The main floor features a large kitchen, spacious dining room, comfortable living room, and a primary bedroom with a full bathroom. Upstairs you'll find 3 generously sized

  Jorge Munoz Coldwell Banker Realty

  1333 Clara Ave, Sheboygan, WI 53081
• 

  

  /37

  $242,000

  • 3 Beds
  • 3 Baths
  • 1,514 Sq Ft

  1307 S 21st St, Sheboygan, WI 53081

  Welcome home to this beautifully updated South Side charmer! Offering 3 spacious bedrooms and rare 3 full updated bathrooms, this home combines character, comfort, and functionality. You'll love the oversized bedrooms, living room, with large bay window, inviting dining room with a cozy gas fireplace, and the many updates found throughout. The flexible floor plan provides plenty of space to fit

  Sarah Stemper Olive Branch Realty

  1307 S 21st St, Sheboygan, WI 53081
• 

  

  /23

  $239,900

  • 3 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  2412 Cross Creek Dr Unit C, Sheboygan, WI 53081

  Escape to this private, townhouse-style condominium that perfectly blends natural beauty with city convenience. This inviting home offers a peaceful sanctuary with views of a serene creek and lush woods. The main level features a living room overlooking the water, which opens to a wrap-around deck perfect for quiet mornings or entertaining guests in a secluded setting. Upstairs, you will find

  Brost Group Keller Williams Empower

  2412 Cross Creek Dr Unit C, Sheboygan, WI 53081
• 

  

  /5

  $129,000

  • Land
  • 33,976 Sq Ft
  • $165,385 per Acre

  Lt4 N 25th St, Sheboygan, WI 53083

  Positioned on Sheboygan's growing north side along busy 25th Street, this rare improved land opportunity offers excellent potential for office, retail, or multifamily development. Located adjacent to O'Reilly Auto Parts with strong visibility from Highway 42 and approximately 13,000 vehicles per day, the site provides outstanding accessibility and exposure. Existing footings remain in place,

  Dane Checolinski NAI Pfefferle - Sheboygan

  Lt4 N 25th St, Sheboygan, WI 53083
• 

  

  /29

  $239,900

  $10K PRICE INCREASE

  • 3 Beds
  • 1 Bath
  • 1,388 Sq Ft

  1220 N 15th St, Sheboygan, WI 53081

  Pride of Ownership shines both Inside and Outside of this cute and charming 3br/1ba gem offering many amenities! You will feel right at home as you step on the cozy open front porch leading to an enclosed bonus room. This Open Concept 3br/1ba gem features nice size Great Room , Den boasts newer Vinyl Plank Floor, large eat-in Kitchen with recessed lights, 3 nice size Bedrooms on upper with new

  Barbara Beattie Berkshire Hathaway HomeServices Metro Realty

  1220 N 15th St, Sheboygan, WI 53081
• 

  

  /19

  $247,900

  • 6 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  516 N 14th St, Sheboygan, WI 53081

  Turnkey duplex loaded with updates! The lower unit offers 4 bedrooms, 1.5 baths, and a huge 24x24 extra bedroom above the garage, while the upper unit features 2 bedrooms and 1 bath. Major improvements include granite countertops, updated flooring, fresh paint, remodeled baths, new heating and cooling systems, extensive electrical upgrades, and a complete new roof, flat roof, and decking (2023).

  Stacy Bender Greystone Asset, LLC

  516 N 14th St, Sheboygan, WI 53081
• 

  

  /20

  $219,000

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  3903 Heather Valley Rd Unit 208, Sheboygan, WI 53083

  Experience carefree living in this immaculate 2-bedroom, 2-bath condo! Freshly painted with gleaming floors, this move-in-ready condo offers the convenience of in-unit laundry, underground parking, and a private storage unit. Enjoy resort-style amenities including a sparkling pool, fitness center, and clubhouse--all without the hassle of yard work or exterior maintenance. Ideally located near

  Courtney Kartes The Kramer Group LLC

  3903 Heather Valley Rd Unit 208, Sheboygan, WI 53083
• 

  /2

  $50,000

  • Land
  • 8,712 Sq Ft
  • $250,000 per Acre

  1026 Wisconsin Ave, Sheboygan, WI 53081

  Ready to build with updated building plans included in the price. Architectural designs from the original plans included. Located near downtown Sheboygan, walking distance to waterfront and parks. Laterals are already in place. This lot is to build a side by side duplex. In addition to this listing, 813 N Water Street (Tax key: 5928110703) and 814 N 10th Street (Tax key: 59281107010): both lots

  Vani Vishnubhakta Shorewest Realtors, Inc.

  1026 Wisconsin Ave, Sheboygan, WI 53081
• 

  

  /5

  $49,900

  • Land
  • 14,810 Sq Ft
  • $146,765 per Acre

  Lt3 N 50th St, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt3 N 50th St, Sheboygan, WI 53083
• 

  /2

  $25,000

  • Land
  • 435 Sq Ft
  • $2,500,000 per Acre

  814 N 10th St, Sheboygan, WI 53081

  Ready to build single family style condominium. Updated building plans included in the price. Architectural designs from the original plans included. Located near downtown Sheboygan, walking distance to waterfront and parks. Laterals are already in place. This is a single family style condominium. A duplex lot and another single family style lot located in the same complex are also available for

  Vani Vishnubhakta Shorewest Realtors, Inc.

  814 N 10th St, Sheboygan, WI 53081
• 

  

  /27

  $244,900

  Open Sun 10AM - 11AM

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  1339 Main Ave, Sheboygan, WI 53083

  Charm, character & modern updates come together beautifully in this northside home. With your 1st look, you'll appreciate the Tudor-inspired curb appeal & welcoming presence. Inside, you'll find a beautiful mix of original woodwork, hardwood floors & updated spaces. The kitchen offers ample cabinetry, updated finishes and a functional layout, while the spacious family room features vaulted

  Traci Brill RE/MAX Universal

  1339 Main Ave, Sheboygan, WI 53083
• 

  

  /22

  $289,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  2633 N 20th St, Sheboygan, WI 53083

  Beautifully renovated, 3-bedroom, 2-bath home offering approximately 1,625 square feet of living space. The property underwent an extensive remodel in 2021, from top to bottom. The workmanship is well done on this turnkey home. See the Documents tab for a complete list of improvements. Open concept main level. Private primary suite on the second level. Conveniently located near Cooper Elementary

  Jesse Baranczyk Keller Williams Prestige

  2633 N 20th St, Sheboygan, WI 53083
• 

  

  /5

  $49,900

  • Land
  • 14,810 Sq Ft
  • $146,765 per Acre

  Lt10 N 50th St, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt10 N 50th St, Sheboygan, WI 53083
• 

  /2

  $34,900

  • Land
  • 16,117 Sq Ft
  • $94,324 per Acre

  Lt5 N 29th St, Sheboygan, WI 53081

  Beautiful lots in the N 29th St subdivision in Sheboygan. Posthuma Homes LLC is the exclusive builder. Posthuma Homes can build your custom home plan or work with you in designing a home that fits your needs and lifestyle. There also have a variety of popular floors plans available in-house.

  Joshua Posthuma Keller Williams Empower

  Lt5 N 29th St, Sheboygan, WI 53081
• 

  

  /20

  $199,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,026 Sq Ft

  2316 Main Ave, Sheboygan, WI 53083

  Looking for an affordable home with major updates already completed? This charming 3-bedroom home offers a low-maintenance exterior, a spacious 2.5-car garage, and a functional layout w/natural light. Recent improvements within the last 10 years: vinyl windows, roof, water heater, central air, and beautifully refinished hardwood floors. The main level features a bright living and dining area, a

  Team* Elevate Realty Executives Integrity~Cedarburg

  2316 Main Ave, Sheboygan, WI 53083
• 

  

  /20

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft

  1529 Indiana Ave, Sheboygan, WI 53081

  Upper Lower Duplex for Sale in Sheboygan! Upper unit has been remodeled with new plank flooring, new kitchen cabinets, painting & is ready for a tenant or owner-occupied. Lower unit is on a term lease until March 31, 2027 for $899 a month plus a $100 pet fee. New water heaters in both units, new upstairs furnace & more. Heating is gas-powered wall furnaces in each unit.

  Carter Crowley Realty One Group Haven

  1529 Indiana Ave, Sheboygan, WI 53081
• 

  

  /28

  $214,000

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  1112 Bluff Ave, Sheboygan, WI 53081

  Showings start 7/11. Classic Craftsman charm meets everyday functionality in this 3-bedroom, 2-bath home on Sheboygan's north side. Conveniently located near downtown and the lakefront, this home features hardwood floors throughout the upper level, original built-ins, and numerous updates, including newer windows. The main floor offers a full bathroom with a walk-in shower, while a second full

  Savaglio & Co. Team EXP Realty, LLC

  1112 Bluff Ave, Sheboygan, WI 53081
• 

  

  /6

  $265,000

  • 6,722 Sq Ft

  1132 S 8th St, Sheboygan, WI 53081

  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

  1132 S 8th St, Sheboygan, WI 53081
• 

  

  /23

  $185,000

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  1530 S 19th St, Sheboygan, WI 53081

  This 3-bedroom home offers plenty of potential at an affordable price! The main level features two bedrooms and an updated full bathroom, while the upper level includes a spacious primary bedroom and a versatile loft. The lower level was professionally waterproofed after the previously finished space was removed and is ready for your finishing touches. Plumbing remains in place for a future full

  Cindy Lee The Kramer Group LLC

  1530 S 19th St, Sheboygan, WI 53081
• 

  

  /7

  $68,900

  • Land
  • 34,848 Sq Ft
  • $86,125 per Acre

  Lt29 Gettysburg Ln, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt29 Gettysburg Ln, Sheboygan, WI 53083
• 

  

  /27

  $275,000

  Open Sun 12PM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,487 Sq Ft

  2317 S 9th St, Sheboygan, WI 53081

  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

  2317 S 9th St, Sheboygan, WI 53081
• 

  

  /24

  $279,999

  Open Sun 3PM - 4PM $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  3322 Main Ave, Sheboygan, WI 53083

  ***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

  3322 Main Ave, Sheboygan, WI 53083
• 

  /2

  $25,000

  • Land
  • 435 Sq Ft
  • $2,500,000 per Acre

  813 N Water St, Sheboygan, WI 53081

  Ready to build single family style condominium. Updated building plans included in the price. Architectural designs from the original plans included. Located near downtown Sheboygan, walking distance to waterfront and parks. Laterals are already in place. A duplex lot and another single family style lot located in the same complex are also available for sale.

  Vani Vishnubhakta Shorewest Realtors, Inc.

  813 N Water St, Sheboygan, WI 53081
• 

  

  /6

  $58,900

  • Land
  • 17,859 Sq Ft
  • $143,659 per Acre

  Lt32 Gettysburg Ln, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt32 Gettysburg Ln, Sheboygan, WI 53083
• 

  

  /23

  $219,999

  Open Sun 2PM - 3PM $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,155 Sq Ft

  919 High Ave, Sheboygan, WI 53081

  Welcome home to this well-maintained South Side Sheboygan home, conveniently located near schools, parks, and walking distance to beautiful Lake Michigan! This charming home features a spacious living room, an eat-in kitchen, and main-floor laundry for added convenience. Upstairs you'll find three bedrooms, a half bath, and a private balcony off the primary bedroom overlooking the nicely sized

  Jorge Munoz Coldwell Banker Realty

  919 High Ave, Sheboygan, WI 53081
• 

  

  /47

  $279,900

  $39K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  5019 Flagstone Rd, Sheboygan, WI 53083

  NEW PRICE!! Experience the ultimate in one-level living in this stunning, fully remodeled home! Professionally updated, it features new windows, roof, skylights, plumbing, electrical, and HVAC. The interior is exceptionally bright with cathedral ceilings and an open, airy floor plan. A custom stacked-stone fireplace and TV wall create an inviting centerpiece in the spacious living area. The

  Erin Mauer Realty 360, Inc

  5019 Flagstone Rd, Sheboygan, WI 53083
• 

  

  /30

  $215,000

  $34K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  1813 Washington Ave, Sheboygan, WI 53081

  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

  1813 Washington Ave, Sheboygan, WI 53081
• 

  

  /21

  $224,900

  Open Sun 11:30AM - 1PM $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  1313 S 20th St, Sheboygan, WI 53081

  This well-maintained home offers the perfect blend of comfort and convenience, located just minutes from shopping, restaurants, and everyday amenities. The main level features a spacious living room, formal dining room, and a nicely sized kitchen, along with a main-floor primary bedroom and full bath. Upstairs, you'll find two additional bedrooms with plenty of character and space. The lower

  Brianna Crenshaw Crenshaw Realty

  1313 S 20th St, Sheboygan, WI 53081
• 

  

  /17

  $264,500

  • 3 Beds
  • 1.5 Baths
  • 1,402 Sq Ft

  1654 S 20th St, Sheboygan, WI 53081

  Cute and cozy!! This welcoming Cape Cod is unique in its style. It has one bedroom downstairs including a full bath as well as the larger primary and third bedroom upstairs, along with a half bath! The rec space in the lower level is ready for you to turn into your dream spot to have all your family fun! Great location in a quiet neighborhood just a few blocks off of Business Drive for easy

  Trina Christian RE/MAX Universal

  1654 S 20th St, Sheboygan, WI 53081
• 

  

  /12

  $194,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,956 Sq Ft

  2041 N 13th St, Sheboygan, WI 53081

  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

  2041 N 13th St, Sheboygan, WI 53081

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