Sheboygan, WI Homes for Sale under $500,000

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  /32

  $289,000

  • 5 Beds
  • 2 Baths
  • 1,701 Sq Ft

  2836 S 10th St, Sheboygan, WI 53081

  From the moment you walk through the door you'll feel the modern warmth and character that this home has to offer. Freshly updated flooring and paint throughout.With five bedrooms there's room for everyone. The two bathrooms on both levels make everyday living a little bit easier.Thoughtfully laid out and full of possibilities.This is the kind of home where you can settle in, make memories, and

  Kayla Donath RE/MAX Universal

  2836 S 10th St, Sheboygan, WI 53081
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  /36

  $242,999

  $12K 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
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  /27

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  5110 White Fox Dr, Sheboygan, WI 53081

  Welcome home to Fox Meadows! This beautifully maintained 3-bedroom, 2-bath ranch, built in 2004, offers the perfect blend of warmth and modern comfort. Cozy up by the fireplace, enjoy the spacious layout, and appreciate the convenience of an attached 2-car garage. Thoughtfully designed and move-in ready, this is the kind of home you'll fall in love with the moment you walk through the door.

  Jennifer Moenssen Keller Williams Empower

  5110 White Fox Dr, Sheboygan, WI 53081
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  /23

  $229,000

  $11K PRICE DROP

  • 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
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  /33

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  2324 Superior Ave, Sheboygan, WI 53081

  Great opportunity in an amazing neighborhood! Welcome to your completely renovated new home. This home has three large bedrooms, two full baths & has so much more! From the extra space in the sitting room off of the deck to the huge bonus room and rec space in the lower level, just looking for your family's personal touches. Located in a well-established quiet neighborhood that is close to

  Trina Christian RE/MAX Universal

  2324 Superior Ave, Sheboygan, WI 53081
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  /27

  $250,000

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft

  1222 Huron Ave, Sheboygan, WI 53081

  Welcome home to this charming 4-bedroom Dutch Colonial offering character, comfort, and plenty of space. Large bedrooms provide comfort and space for the entire family while the quaint kitchen and cozy upper-level sitting room add to the home's inviting charm.. Enjoy the convenience of first-floor laundry,a main floor bedroom and a fenced-in yard with brick patio perfect for privacy and

  Dana Witkowski Berkshire Hathaway HomeService True Realty

  1222 Huron Ave, Sheboygan, WI 53081
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  /26

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,720 Sq Ft

  1147 Logan Ave, Sheboygan, WI 53083

  Prepare to be wowed! This immaculate, fully remodeled 3-bedroom, 1.5-bath brick ranch is truly move-in ready. The bright, open-concept layout features a beautiful new kitchen, updated tile baths, and a new roof. Quality updates throughout. Two separate living areas, including a finished lower level, provide plenty of room to spread out, entertain, or relax. All three bedrooms offer generous

  Brost Group Keller Williams Empower

  1147 Logan Ave, Sheboygan, WI 53083
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  /36

  $439,900

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2832 Granite Ct, Sheboygan, WI 53081

  Beautiful open-concept home with a no-step entry and soaring 9' ceilings on the main level. The bright living room offers an electric fireplace, large windows, and a patio door leading to a large concrete patio--perfect for relaxing or entertaining. The modern kitchen features a spacious sit-down island, walk-in pantry, and sleek quartz countertops. Enjoy a luxurious master suite complete with a

  Courtney Kartes The Kramer Group LLC

  2832 Granite Ct, Sheboygan, WI 53081
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  /27

  $325,000

  • 5 Beds
  • 2 Baths
  • 2,156 Sq Ft

  1823 N 7th St, Sheboygan, WI 53081

  This beautifully renovated 5-bedroom, 2-bath home has been thoughtfully updated from top to bottom, blending classic craftsmanship with today's most sought-after finishes. Featuring updated flooring, a stunning kitchen, remodeled bathrooms, newer windows, roof, furnace, water heater, and more, every major project has already been completed. The oversized 2-car barn-style garage offers exceptional

  Daniel Menzer Century 21 Moves

  1823 N 7th St, Sheboygan, WI 53081
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  /17

  $320,000

  $20K PRICE DROP

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

  4224 Kirkwood Ct, Sheboygan, WI 53081

  Enjoy easy, comfortable living in this well-maintained 2 bedrooms, 2 bathrooms ranch style condo located in a desirable 55+ Mapledale community. This inviting home features a spacious living room with a cozy gas fireplace, convenient first-floor laundry and a functional layout designed for everyday ease. Relax or entertain on the nice deck and appreciate the added storage and convenience of an

  Zach Webster Shorewest Realtors, Inc.

  4224 Kirkwood Ct, Sheboygan, WI 53081
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  /19

  $247,900

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

  514 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

  514 N 14th St, Sheboygan, WI 53081
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  /11

  $349,500

  • 4,625 Sq Ft

  2727 N 21st St, Sheboygan, WI 53083

  Rare opportunity to purchase an affordable shop/ industrial property on Sheboygan's north side. The 4,625 SF building offers 400 AMP, 3-phase power, a 12' overhead door, 13' clear height and multiple areas well suited for crane use. An additional 900 SF detached garage is insulated, heated and equipped with its own 200 AMP electrical service, providing excellent space for storage, equipment or

  Dane Checolinski NAI Pfefferle - Sheboygan

  2727 N 21st St, Sheboygan, WI 53083
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  /3

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  1712 S 17th St, Sheboygan, WI 53081

  Great Southside Location-This well cared for-3 Bedroom, 1.5 bath brick Caped Cod has a great floor plan-bedroom 1 on main level has convenient half bath and bedroom 2 & bedroom 2 upper level with full bath. Enjoy-Relax-Entertain in your open concept large living room & dining room combination and updated kitchen with pantry and oak cabinetry Enjoy and Explore the many updates and the many

  Roy Ramos Hillcrest Realty

  1712 S 17th St, Sheboygan, WI 53081
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  /23

  $268,900

  Open Sat 11AM - 1PM $6K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  2214 S 16th St, Sheboygan, WI 53081

  The outdoor spaces are truly a standout! Enjoy three established fruit trees producing peaches, apricots & nectarines, raised vegetable gardens, and beautiful perennials that return year after year. Front and side gardens add curb appeal, while the fenced backyard offers space to relax and entertain. New concrete was poured last year, including additional parking. Detached garage built in 2015

  Vanessa Anderson Century 21 Moves

  2214 S 16th St, Sheboygan, WI 53081
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  /23

  $265,000

  $35K 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
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  /35

  $349,900

  $80K PRICE DROP

  • 2,352 Sq Ft

  614 N 6th St, Sheboygan, WI 53081

  Ideal location - just across the street from the Sheboygan Courthouse! PERFECT FOR TITLE COMPANY, INSURANCE CO; ATTORNEYS, ETC. 2-floors.; each level features Offices (3 on the main & a half bath) and a break room along with a half bath (main floor bathroom currently not working). 6 Offices on the upper. Reception area and waiting room. 10 parking stalls in rear of building. Vinyl exterior in

  Steve Opgenorth Century 21 Moves

  614 N 6th St, Sheboygan, WI 53081
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  /39

  $225,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,634 Sq Ft

  2410 S 10th St, Sheboygan, WI 53081

  Welcome to S.10th Street-where location is everything! Situated between Farnsworth Middle School and Roosevelt Park, & just a short stroll from the beautiful shores of Lake Michigan. This charming home has been lovingly cared for and cherished by the same family for 40+ yrs. Inside, you'll find a spacious living and dining area, a convenient main-floor bedroom, & a versatile basement offering

  Brost Group Keller Williams Empower

  2410 S 10th St, Sheboygan, WI 53081
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  /14

  $235,000

  • 5 Beds
  • 2 Baths
  • 1,390 Sq Ft

  1706 N 13th St, Sheboygan, WI 53081

  Welcome home to the perfect blend of modern updates and timeless character! This beautifully updated 5-bedroom, 2-full-bath home offers spacious living, thoughtful improvements, and original architectural details you won't find in newer homes. The main level features a bright living area, classic built-ins, 2 bedrooms, and a full bath. Upstairs offers 3 additional bedrooms, a bonus room, and a

  Laura Steinbacher The Kramer Group LLC

  1706 N 13th St, Sheboygan, WI 53081
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  /28

  $214,000

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

  1112 Bluff Ave, Sheboygan, WI 53081

  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 bath upstairs adds

  Savaglio & Co. Team Real Broker LLC

  1112 Bluff Ave, Sheboygan, WI 53081
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  /37

  $418,000

  Open Sun 1PM - 2:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,834 Sq Ft

  3305 N 9th St, Sheboygan, WI 53083

  Fall in love with this charming brick Colonial! Filled with character, this spacious home features an oversized living room with beautiful wood floors opening to a bright and inviting sunroom. The generous dining room is perfect for entertaining, while the kitchen offers abundant white cabinetry and plenty of workspace. Upstairs you'll find 3 spacious bedrooms, a charming study, and beautiful

  Brost Group Keller Williams Empower

  3305 N 9th St, Sheboygan, WI 53083
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  /24

  $264,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  2202 Henry St, Sheboygan, WI 53081

  Major improvements include a NEW ROOF, NEW BOILER, NEW APPLIANCES and NEW WATER HEATER, giving you added peace of mind while reducing the worry and expense of replacing some of a home's biggest-ticket items. This beautifully updated 3-bedroom, 2-bath Sheboygan home offers approximately 1,800 sq. ft. of inviting living space, with the perfect blend of original charm and thoughtful improvements.

  James Larkin Century 21 Moves

  2202 Henry St, Sheboygan, WI 53081
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  /27

  $267,000

  $8K PRICE DROP

  • 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
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  /24

  $279,999

  $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
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  /37

  $339,000

  $40K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,755 Sq Ft

  3805 Sheridan Ave, Sheboygan, WI 53081

  Spacious ranch-style home offering 4 bedrooms, 3.5 bathrooms, an attached garage, and multiple gathering areas throughout. The main level features an open-concept layout with abundant natural light, fireplace, spacious kitchen, dining area, and a primary suite with attached bathroom. Two additional main-level bedrooms, a full bath across the hall, and main-level laundry add everyday convenience.

  Daniel Castillo Realty of America LLC

  3805 Sheridan Ave, Sheboygan, WI 53081
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  /23

  $295,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,189 Sq Ft

  2903 Wedemeyer St, Sheboygan, WI 53081

  Beautifully updated brick ranch on Sheboygan's south side! This 3-bedroom, 1.5 bath home pairs 1955 character with today's finishes -- white shaker cabinets, quartz counters, and stainless steel appliances anchor the remodeled kitchen, while the big windows keeps the open living space bright. The main bath was tastefully redone with granite counters and marble tile surround. Downstairs, the fully

  Salvador Tovar, Jr Realty of America LLC

  2903 Wedemeyer St, Sheboygan, WI 53081
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  /23

  $214,999

  $15K 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
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  /31

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,298 Sq Ft

  930 Logan Ave, Sheboygan, WI 53083

  So much character & charm w/ all the modern conveniences! This gorgeous, remodeled 3-bedroom, 1.5-bath home beautifully blends old-fashioned craftsmanship with fresh, modern updates. Step inside and fall in love with the beautiful original hardwood floors, natural woodwork, and stunning open staircase. The spacious living room flows into a formal dining room featuring a charming built-in buffet,

  Tori Torres RE/MAX Universal

  930 Logan Ave, Sheboygan, WI 53083
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  /29

  $268,000

  $22K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1904 N 28th St, Sheboygan, WI 53081

  Welcome home to this beautifully updated 3-bedroom, 2-bath property located on Sheboygan's desirable north side! This charming home offers a perfect blend of character and modern updates, featuring two completely renovated bathrooms and brand-new windows throughout the main level, providing improved efficiency and abundant natural light. Inside, you'll find spacious living areas, functional

  Allianna Peterson Century 21 Moves

  1904 N 28th St, Sheboygan, WI 53081
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  /71

  $444,900

  • 5 Beds
  • 3 Baths
  • 2,597 Sq Ft

  422 Niagara Ave, Sheboygan, WI 53081

  This beautifully maintained home offers 5 generous bedrooms and 3 full bathrooms, providing plenty of space for family and guests. The primary suite features a luxurious tiled walk-in shower with glass doors and a spacious walk-in closet. Every bathroom has attractive tile flooring. The large, functional kitchen offers abundant workspace for everyday living and entertaining. Enjoy special

  Beaudoin Beaudoin RE/MAX Universal

  422 Niagara Ave, Sheboygan, WI 53081
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  /47

  $496,200

  • 4 Beds
  • 3.5 Baths
  • 3,022 Sq Ft

  4589 Hunters Glen Dr, Sheboygan, WI 53083

  Lovingly cared-for 2-story home in Hunters Glen, offering a semi-rural Town of Sheboygan setting with larger yards, mature surroundings & conveniences just minutes away. Soaring vaulted ceilings highlight the living rm w/gas FP & open upper-level walkway overlooking below. Updated kitchen features custom soft-close cabinetry, quartz counters, island snack bar & dining nook. Main-level primary

  Matt Kapellen Pleasant View Realty, LLC

  4589 Hunters Glen Dr, Sheboygan, WI 53083
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  /17

  $230,000

  $35K PRICE DROP

  • 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
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  /24

  $499,000

  • 13,162 Sq Ft

  712 Riverfront Dr, Sheboygan, WI 53081

  712 Riverfront Dr., Unit B (2nd floor) presents a unique opportunity to own a spacious and adaptable 13,162 SF property in the heart of Sheboygan. Originally constructed as an event center and most recently used as a culinary school, the space is well-equipped for a variety of uses including a church, restaurant, entertainment venue, or open-concept office. It features a large remodeled

  Dane Checolinski NAI Pfefferle - Sheboygan

  712 Riverfront Dr, Sheboygan, WI 53081
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  /18

  $251,000

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  1612 N 35th St Unit A, Sheboygan, WI 53081

  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.

  1612 N 35th St Unit A, Sheboygan, WI 53081

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