Sheboygan, WI Homes

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  /24

  $264,900

  Open Sun 12PM - 1PM $5K PRICE DROP

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

  2202 Henry St, Sheboygan, WI 53081

  You have arrived at 2202 Henry Street! This beautifully updated 3-bedroom, 2-bath Sheboygan home offers approximately 1,800 sq. ft. while preserving its original charm. All the heavy lifting has been done! Enjoy refinished hardwood floors, carpeted bedrooms, a cozy wood-burning fireplace, formal dining room, and new appliances. Major updates include a new roof, boiler, and water heater for added

  James Larkin Century 21 Moves

  2202 Henry St, Sheboygan, WI 53081
• 

  $225,000

  Sold Dec 03, 2025

  1620 S 20th St, Sheboygan, WI 53081

  • 2 Beds
  • 1.5 Baths
  • 1,294 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $174/SF
  • 20 Days On Market

  Current Estimated Value $235,880

  Last Listing Agent Cory Kramer The Kramer Group LLC

  1620 S 20th St, Sheboygan, WI 53081
• 

  Est $153,624

  Not Listed For Sale

  1512 Division Ave, Sheboygan, WI 53083

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft
  • Built 1923

  1512 Division Ave, Sheboygan, WI 53083

  Last Sold Summary

  • 131 Days On Market

  Last Listing Agent Joshua Miller Century 21 Moves
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  /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
• 

  $314,000

  Sold Jun 17, 2026

  617 N 28th St, Sheboygan, WI 53081

  • 3 Beds
  • 1.5 Baths
  • 2,026 Sq Ft

  Last Sold Summary

  • $155/SF
  • 1 Day On Market

  Current Estimated Value $312,193

  Last Listing Agent Salvador Tovar, Jr Realty of America LLC

  617 N 28th St, Sheboygan, WI 53081
• 

  Est $251,260

  Not Listed For Sale

  1541 Main Ave, Sheboygan, WI 53083

  • 4 Beds
  • 2,382 Sq Ft
  • Built 1923

  1541 Main Ave, Sheboygan, WI 53083

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Katy Cain Avenue Real Estate LLC
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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
• 

  $278,200

  Sold Feb 02, 2026

  915 North Ave, Sheboygan, WI 53083

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $247/SF
  • 5 Days On Market

  Current Estimated Value $281,180

  Last Listing Agent Cheryl Bennet Lannon Stone Realty LLC

  915 North Ave, Sheboygan, WI 53083
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  Est $234,315

  Not Listed For Sale

  1527 North Ave, Sheboygan, WI 53083

  • 3 Beds
  • 1.5 Baths
  • 1,193 Sq Ft
  • Built 1940

  1527 North Ave, Sheboygan, WI 53083

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Tera Herr Black Oak Realty
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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
• 

  $150,000

  Sold Oct 15, 2025

  1025 Indiana Ave, Sheboygan, WI 53081

  • 4 Beds
  • 2 Baths
  • 1,564 Sq Ft

  Last Sold Summary

  • $96/SF
  • 27 Days On Market

  Last Listing Agent Jorge Munoz Coldwell Banker Realty

  1025 Indiana Ave, Sheboygan, WI 53081
• 

  Est $257,059

  Not Listed For Sale

  3013 N 21st St, Sheboygan, WI 53083

  • 3 Beds
  • 1.5 Baths
  • 1,171 Sq Ft
  • Built 1936

  3013 N 21st St, Sheboygan, WI 53083

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jean Amel Premier Properties Realty, LLC
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  /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
• 

  $217,000

  Sold Jan 16, 2026

  1346 Lenz Ct, Sheboygan, WI 53083

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $167/SF
  • 41 Days On Market

  Current Estimated Value $223,037

  Last Listing Agent Mandy Ross RE/MAX Universal

  1346 Lenz Ct, Sheboygan, WI 53083
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  Est $231,885

  Not Listed For Sale

  3019 N 21st St, Sheboygan, WI 53083

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1926

  3019 N 21st St, Sheboygan, WI 53083

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Michelle Hayward Keller Williams Empower
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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
• 

  $200,000

  Sold May 18, 2026

  2602 Henry St, Sheboygan, WI 53081

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $223/SF

  Current Estimated Value $204,487

  Last Listing Agent Cindy Lee The Kramer Group LLC

  2602 Henry St, Sheboygan, WI 53081
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  Est $251,434

  Not Listed For Sale

  2311 Geele Ave, Sheboygan, WI 53083

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1969

  2311 Geele Ave, Sheboygan, WI 53083

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Beth Gotwald Century 21 Moves
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  /30

  $664,900

  Under Contract

  • 4 Beds
  • 3 Baths
  • 2,601 Sq Ft

  2747 Stonebrook Dr, Sheboygan, WI 53081

  Why wait to build when this better-than-new Stonebrook Crossing home is finished, upgraded, and ready now? Built in 2025 and offering approximately 3,600 finished sq. ft., this beautifully appointed home features 4 bedrooms, 3 full baths, a 3-car garage, and an open-concept layout with abundant natural light. The finished lower level offers a spacious rec area, custom bar, full kitchen,

  Dacia DiMattia @properties-elleven Christie's International

  2747 Stonebrook Dr, Sheboygan, WI 53081
• 

  $325,000

  Sold Aug 22, 2025

  1244 Eisner Ave, Sheboygan, WI 53083

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $198/SF
  • 3 Days On Market

  Current Estimated Value $331,008

  Last Listing Agent Nathan Nennig Century 21 Moves

  1244 Eisner Ave, Sheboygan, WI 53083
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  Est $254,595

  Not Listed For Sale

  2222 N 23rd St, Sheboygan, WI 53083

  • 3 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Built 1952

  2222 N 23rd St, Sheboygan, WI 53083

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Tori Torres RE/MAX Universal
• 

  

  /23

  $305,000

  • 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
• 

  $205,000

  Sold Apr 22, 2026

  2215 Main Ave, Sheboygan, WI 53083

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $171/SF

  Current Estimated Value $205,110

  Last Listing Agent Team* Elevate Realty Executives Integrity~Cedarburg

  2215 Main Ave, Sheboygan, WI 53083
• 

  Est $251,695

  Not Listed For Sale

  2211 N 23rd St, Sheboygan, WI 53083

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 1948

  2211 N 23rd St, Sheboygan, WI 53083

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Donna Bartels Pleasant View Realty, LLC
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  /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
• 

  $364,000

  Sold Aug 11, 2026

  2506 N 5th St, Sheboygan, WI 53083

  • 4 Beds
  • 2 Baths
  • 2,186 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $167/SF
  • 6 Days On Market

  Current Estimated Value $349,156

  Last Listing Agent Erin Mauer Realty 360, Inc

  2506 N 5th St, Sheboygan, WI 53083
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  Est $250,669

  Not Listed For Sale

  2243 N 23rd St, Sheboygan, WI 53083

  • 5 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1951

  2243 N 23rd St, Sheboygan, WI 53083

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Beth Gotwald Century 21 Moves
• 

  

  /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
• 

  $183,900

  Sold Sep 30, 2025

  1330 N 29th St, Sheboygan, WI 53081

  • 4 Beds
  • 1 Bath
  • 1,288 Sq Ft

  Last Sold Summary

  • $143/SF
  • 102 Days On Market

  Current Estimated Value $203,510

  Last Listing Agent Bill Cain Avenue Real Estate LLC

  1330 N 29th St, Sheboygan, WI 53081
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  Est $192,243

  Not Listed For Sale

  1607 N 15th St, Sheboygan, WI 53081

  • 3 Beds
  • 1 Bath
  • 1,442 Sq Ft
  • Built 1914

  1607 N 15th St, Sheboygan, WI 53081

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Jeff Moenning Century 21 Moves
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  /33

  $499,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  W1923 Fairfield Ln, Sheboygan, WI 53083

  Some homes check the boxes. This one creates the moments. Welcome to W1923 Fairfield Lane! Gather around the cozy fireplace on chilly evenings, then spend warm summer days enjoying the spacious backyard--perfect for entertaining, relaxing, or creating memories with family and friends. Inside, you'll find inviting spaces that feel like home from the moment you walk in. Tucked away in a peaceful

  Daniel Menzer Century 21 Moves

  W1923 Fairfield Ln, Sheboygan, WI 53083
• 

  $250,000

  Sold Jan 20, 2026

  803 Custer Ave, Sheboygan, WI 53081

  • 3 Beds
  • 1 Bath
  • 1,405 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $178/SF
  • 36 Days On Market

  Current Estimated Value $253,517

  Last Listing Agent Brenda Richterkessing Olive Branch Realty

  803 Custer Ave, Sheboygan, WI 53081
• 

  Est $244,448

  Not Listed For Sale

  1621 Heller Ave, Sheboygan, WI 53081

  • 6 Beds
  • 2 Baths
  • 2,408 Sq Ft
  • Built 1926

  1621 Heller Ave, Sheboygan, WI 53081

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Amee Salzwedel Shorewest Realtors, Inc.
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  /47

  $279,900

  $39K PRICE DROP Under Contract

  • 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
• 

  

  /40

  $299,000

  Sold Sep 23, 2025

  920 Madison Ave, Sheboygan, WI 53083

  • 5 Beds
  • 2 Baths
  • 2,392 Sq Ft
  • Built 1966

  Last Sold Summary

  • 53% Below List Price
  • $125/SF
  • 358 Days On Market

  Current Estimated Value $319,832

  Last Listing Agent Scott Rohde Associated Realty LLC

  920 Madison Ave, Sheboygan, WI 53083
• 

  Est $273,411

  Not Listed For Sale

  2719 Windepoint Ct, Sheboygan, WI 53083

  • 2 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 1995

  2719 Windepoint Ct, Sheboygan, WI 53083

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Greg Gottsacker Gottsacker Real Estate Co
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  /51

  $366,400

  $9K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 2,108 Sq Ft

  3205 N 10th St, Sheboygan, WI 53083

  Opportunity awaits with this spacious 4 bed, 2 bath tri-level offering over 2,100 sq/ft on an impressive 14,000+ sq/ft lot. This home is ready for updating and renovation, but features a functional layout, large rooms, multiple living areas, and excellent potential for the right buyer. Versatile floor plan provides a great foundation for future transformation. New roof in 2022. Oversized garage

  Paul Stevens Milwaukee Flat Fee Homes

  3205 N 10th St, Sheboygan, WI 53083
• 

  $299,000

  Sold Jun 05, 2026

  625 S 14th St, Sheboygan, WI 53081

  Last Sold Summary

  • 9% Above List Price
  • 1 Day On Market

  Current Estimated Value $297,497

  Last Listing Agent Marisa Baeurle Lannon Stone Realty LLC

  625 S 14th St, Sheboygan, WI 53081
• 

  Est $269,868

  Not Listed For Sale

  2717 Windepoint Ct, Sheboygan, WI 53083

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1995

  2717 Windepoint Ct, Sheboygan, WI 53083

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Greg Gottsacker Gottsacker Real Estate Co
• 

  

  /29

  $275,000

  $15K 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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