Sheboygan, WI Homes

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  /8

  $254,800

  $2K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft

  1345 Annie Ct, Sheboygan, WI 53083

  This 3 bedroom, 1 bath home offers a bright, spacious living room and a generously sized dining room, perfect for hosting and everyday comfort. 3 nice sized bedrooms upstairs, and more room for entertaining in the full basement as well as abundant storage space. Step outside to a fenced in yard with a deck, ideal for summer gatherings, or simply unwinding at the end of the day. The 2-car detached

  

  Jennifer Schleis

  Weichert, Realtors CornerStone

  1345 Annie Ct, Sheboygan, WI 53083
• Explore Sheboygan

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  /84

  Starting at $949 Per Month

  • 1 - 2 Beds

  2143 Bollmann Dr, Sheboygan, WI 53081

  The ever-affordable Club at Oak Creek Apartment Homes in Sheboygan, WI is now offering practical studio, one-, and two-bedroom apartment homes with a full suite of in-unit features, like private patios, solid-surface countertops, and large closets and storage spaces. Live here and take advantage of our wonderful swimming pool, sand volleyball court, and so much more. The Club at Oak Creek

  The Club at Oak Creek

  

  2143 Bollmann Dr, Sheboygan, WI 53081
• 

  $297,000

  Sold Jun 24, 2026

  3634 Koehler Dr, Sheboygan, WI 53083

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $164/SF
  • 4 Days On Market

  Current Estimated Value $300,485

  Last Listing Agent Heather Zimbal Pleasant View Realty, LLC

  3634 Koehler Dr, Sheboygan, WI 53083
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  /35

  Est $330,596

  Not Listed For Sale

  W1474 Rowe Rd, Sheboygan, WI 53083

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Built 1880

  W1474 Rowe Rd, Sheboygan, WI 53083

  Last Sold Summary

  • 7 Days On Market
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  /89

  $4,900,000

  $2M PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,000 Sq Ft

  W839 Lake Orchard Ct, Sheboygan, WI 53083

  Once in a lifetime opportunity to own the Wunsch farm that has been in this family's care since 1848 Approximately 27.6 acres of Lake Michigan frontage, this extraordinary property offers a rare combination of hospitality, event, agricultural, and development potential. Currently operating as Lake Orchard Farm Retreat, the estate is a fully established destination property with multiple revenue

  

  Jeff Moenning

  Century 21 Moves

  W839 Lake Orchard Ct, Sheboygan, WI 53083
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  /4

  Call for Price

  • 1 Bed

  1435 S 7th St, Sheboygan, WI 53081

  Welcome to Malibu Apartments, your new home right on the shores of Lake Michigan in the heart of Sheboygan, WI. Our community offers the perfect combination of comfort, convenience, and lakeside living.Residents enjoy a wide range of premium amenities, including an outdoor pool, a state of the art golf simulator, and top of the line coffee bar. For outdoor enthusiasts, we offer dedicated

  Malibu Apartments

  

  1435 S 7th St, Sheboygan, WI 53081
• 

  $170,000

  Sold Jun 17, 2026

  314 Center Ave Unit 3, Sheboygan, WI 53081

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $193/SF
  • 72 Days On Market

  Current Estimated Value $172,430

  Last Listing Agent Teresa Denning Century 21 Moves

  314 Center Ave Unit 3, Sheboygan, WI 53081
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  Est $204,824

  Not Listed For Sale

  3903 Heather Valley Rd Unit 305, Sheboygan, WI 53083

  • 2 Beds
  • 2 Baths
  • 1,351 Sq Ft

  3903 Heather Valley Rd Unit 305, Sheboygan, WI 53083

  Last Sold Summary

  • 2 Days On Market
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  /42

  $449,900

  $10K PRICE DROP

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

  750 S Pier Dr Unit 21, Sheboygan, WI 53081

  Welcome to 750 South Pier Drive, a beautiful lake view condo! Conveniently located steps from the river and Lake Michigan. Only a short walk to the beach, restaurants and nightlife or stay in and enjoy your large balcony with sprawling views! Unit 21 is a fourth floor corner unit that offers two bedrooms, two full baths and convenient in-unit laundry room. The comfortable living room features a

  

  Jennifer Littmann

  Pleasant View Realty, LLC

  750 S Pier Dr Unit 21, Sheboygan, WI 53081
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  Starting at $1,195 Per Month

  • 1 - 3 Beds

  3849 Heather Valley Rd, Sheboygan, WI 53083

  Experience convenient living at Harbor Estates in Sheboygan, WI. Our spacious, newly renovated apartments feature open floor plans, luxury appliances, in-unit washers/dryers, and walk-in closets. Select units include private balconies or patios, offering plenty of natural light.Enjoy exceptional community amenities such as a clubhouse, fitness center, swimming pool, underground parking,

  Harbor Estates

  

  3849 Heather Valley Rd, Sheboygan, WI 53083
• 

  $150,000

  Sold Feb 26, 2026

  720 N 15th St, Sheboygan, WI 53081

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  Last Sold Summary

  • $167/SF
  • 4 Days On Market

  Current Estimated Value $157,028

  Last Listing Agent Dui White Shorewest Realtors, Inc.

  720 N 15th St, Sheboygan, WI 53081
• 

  Est $197,303

  Not Listed For Sale

  3903 Heather Valley Rd Unit 109, Sheboygan, WI 53083

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

  3903 Heather Valley Rd Unit 109, Sheboygan, WI 53083

  Last Sold Summary

  • 7 Days On Market
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  /50

  $429,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft

  750 S Pier Dr Unit 3, Sheboygan, WI 53081

  Absolutely mint condition second floor riverfront condo featuring large great room kitchen, dinette living room with fireplace. Solid surface counters, stainless appliances, snack counter and exquisitely decorated. Large bedrooms, great closet space, in unit stack washer/dryer in mechanical room and indoor parking with this unit having an oversized parking stall. Large composite deck with

  

  Jeff Moenning

  Century 21 Moves

  750 S Pier Dr Unit 3, Sheboygan, WI 53081
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  /49

  Starting at $1,295 Per Month

  • 1 - 3 Beds

  1436 Green St, Sheboygan, WI 53081

  Ideally located in the heart of Sheboygan, The Corridor offers thoughtfully designed 1-, 2-, and 3-bedroom apartment layouts tailored to fit your lifestyle. Each home features sleek interiors with modern finishes, including stainless steel appliances, granite countertops, contemporary cabinetry, in-unit washer and dryer, and central air conditioning.Our community is packed with

  The Corridor

  

  1436 Green St, Sheboygan, WI 53081
• 

  $675,000

  Sold Jun 01, 2026

  4609 Alyssa Ln, Sheboygan, WI 53083

  • 4 Beds
  • 3.5 Baths
  • 4,645 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $145/SF
  • 4 Days On Market

  Current Estimated Value $700,392

  Last Listing Agent Jennifer Littmann Pleasant View Realty, LLC

  4609 Alyssa Ln, Sheboygan, WI 53083
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  Est $613,549

  Not Listed For Sale

  1929 Schinker Creek Rd, Sheboygan, WI 53081

  • 2 Beds
  • 3 Baths
  • 3,373 Sq Ft
  • Built 2008

  1929 Schinker Creek Rd, Sheboygan, WI 53081

  Last Sold Summary

  • 26 Days On Market
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  /42

  $167,000

  $19K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,568 Sq Ft

  1429 S 9th St, Sheboygan, WI 53081

  This charmer has recent updates including new electrical breakers, new flooring throughout, and a fresh coat of paint. It offers nicely sized bedrooms with two walk-in closets, a garden shed, and private backyard to enjoy. It's ready for new owners! Don't Hesitate, schedule your showing today!!

  

  Nathan Nennig

  Century 21 Moves

  1429 S 9th St, Sheboygan, WI 53081
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  Starting at $900 Per Month

  • Studio - 2 Beds

  632 Center Ave, Sheboygan, WI 53081

  Welcome to beautiful Sheboygan Press! This is a historically rehabbed building featuring unique spacious floorplans that offer a mixture of exposed brick and gorgeous and spacious loft-style, 2 Bedroom, and 1 Bedroom floorplans. Enjoy our Golf simulator, weight room, and much more. Make this your new home and enjoy the old world charm of the Sheboygan Press. The property offers 24/7 fitness

  The Press Apartments

  

  632 Center Ave, Sheboygan, WI 53081
• 

  $285,000

  Sold Aug 01, 2025

  2732 S 15th St, Sheboygan, WI 53081

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

  Last Sold Summary

  • 4% Above List Price
  • $174/SF
  • 2 Days On Market

  Current Estimated Value $295,236

  Last Listing Agent Brost Group Keller Williams Empower

  2732 S 15th St, Sheboygan, WI 53081
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  Est $255,946

  Not Listed For Sale

  1006 N 49th St, Sheboygan, WI 53081

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  1006 N 49th St, Sheboygan, WI 53081

  Last Sold Summary

  • 6 Days On Market
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  /29

  $350,000

  Under Contract

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft

  1523 N 23rd St, Sheboygan, WI 53081

  Side x side ranch duplex with all separate utilities. Updated kitchens and bathrooms. Open concept units with fenced yards and separated 1 car garages. 2 double closets in each primary bedroom and double closets in secondary bedrooms. Both units are on mtm leases. Lower levels offer large space rec areas and laundry.

  

  Buchmann Team

  RE/MAX Universal

  1523 N 23rd St, Sheboygan, WI 53081
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  /34

  Starting at $1,345 Per Month

  • 1 - 2 Beds

  622 Pennsylvania Ave, Sheboygan, WI 53081

  Discover modern living at 7Penn Apartments, featuring studio, 1, and 2-bedroom homes with stainless steel appliances, luxury plank flooring, and private balconies.Located near Lake Michigan and downtown Sheboygan, enjoy amenities like a fitness center, clubhouse, dog washing station, and underground parking. 7Penn Apartments is designed for a hassle-free living experience.

  7Penn

  

  622 Pennsylvania Ave, Sheboygan, WI 53081
• 

  $285,000

  Sold May 05, 2026

  2407 Henry St, Sheboygan, WI 53081

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  Last Sold Summary

  • 18% Below List Price
  • $196/SF
  • 53 Days On Market

  Current Estimated Value $296,851

  Last Listing Agent Heather Zimbal Pleasant View Realty, LLC

  2407 Henry St, Sheboygan, WI 53081
• 

  Est $489,942

  Not Listed For Sale

  1251 Riverview Dr, Sheboygan, WI 53083

  • 5 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1990

  1251 Riverview Dr, Sheboygan, WI 53083

  Last Sold Summary

  • 10 Days On Market
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  /35

  $199,900

  Under Contract

  • 4 Beds
  • 1 Bath
  • 1,312 Sq Ft

  548 Whitcomb Ave, Sheboygan, WI 53081

  This one has charm written all over it! From the inviting front porch with beautiful stone pillars to the one-of-a-kind art fence, this home could be the one you've been waiting for. Own a piece of Sheboygan history with this character-filled property offering 4 bedrooms, a spacious eat-in kitchen with pantry, and a cozy living room featuring a stunning oversized fireplace. Enjoy a picturesque

  

  Jana Gruttner

  Greystone Asset, LLC

  548 Whitcomb Ave, Sheboygan, WI 53081
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  /26

  Starting at $1,360 Per Month

  • 2 Beds

  3427 Lakeshore Rd, Sheboygan, WI 53083

  The Courtyard offers professionally designed two-bedroom floor plans with either one or one and a half baths with many convenient features, including a full appliance package and walk-in closets in each unit. Our center foyer and townhome units feature French doors and a private balcony/patio, while our fireplace units feature vaulted ceilings and large oversized windows in the living room

  Courtyard Apartments

  

  3427 Lakeshore Rd, Sheboygan, WI 53083
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  $277,500

  Sold Dec 19, 2025

  612 S 27th St, Sheboygan, WI 53081

  • 3 Beds
  • 1.5 Baths
  • 1,973 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $141/SF
  • 23 Days On Market

  Current Estimated Value $288,579

  Last Listing Agent Donna Bartels Pleasant View Realty, LLC

  612 S 27th St, Sheboygan, WI 53081
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  Est $336,870

  Not Listed For Sale

  3424 N 13th St, Sheboygan, WI 53083

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1969

  3424 N 13th St, Sheboygan, WI 53083

  Last Sold Summary

  • 3 Days On Market
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  /43

  $469,900

  Under Contract

  • 4 Beds
  • 4 Baths
  • 2,806 Sq Ft

  4702 Hunters Glen Dr, Sheboygan, WI 53083

  Welcome to Hunters Glen! This 4-bedroom, 4-bath home offers plenty of space and numerous updates throughout, including flooring, fixtures, countertops, furnace, gutters, water softener, and water filtration system. Enjoy the convenience of a first-floor laundry, a cozy family room with fireplace off the kitchen, and a bright three-season room leading to a new deck. Situated on a corner lot with a

  

  Jennifer Littmann

  Pleasant View Realty, LLC

  4702 Hunters Glen Dr, Sheboygan, WI 53083
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  /35

  Starting at $1,490 Per Month

  • 1 - 2 Beds

  2724 Kohler Memorial Dr, Sheboygan, WI 53081

  Luxe is home to 48 beautiful, pet friendly 1- and 2- bedroom spacious, luxury apartments with underground parking, high end finishes, a fitness center, animal wash station, indoor community room and outdoor social/entertainment area with multiple grills and furniture. Luxe has a centrally located elevator from the underground parking through to the 3rd floor as well as stairs on each

  Luxe Apartments

  

  2724 Kohler Memorial Dr, Sheboygan, WI 53081
• 

  $400,000

  Sold Jul 23, 2025

  N6183 Woodland Meadows Dr, Sheboygan, WI 53083

  • 3 Beds
  • 2.5 Baths
  • 2,666 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $150/SF
  • 23 Days On Market

  Current Estimated Value $445,919

  Last Listing Agent Traci Brill RE/MAX Universal

  N6183 Woodland Meadows Dr, Sheboygan, WI 53083
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  Est $224,543

  Not Listed For Sale

  3517 Highcliff Cir, Sheboygan, WI 53083

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1981

  3517 Highcliff Cir, Sheboygan, WI 53083

  Last Sold Summary

  • 2 Days On Market
• 

  

  /71

  $559,900

  Under Contract

  • 3 Beds
  • 3 Baths
  • 3,605 Sq Ft

  2029 White Pine Ln, Sheboygan, WI 53083

  This is the ranch you've been waiting for!! The space, the open concept, the view, the wildlife, the quiet cul de sac, AND the updates are ALL HERE! Your new space includes a large kitchen with lots of cabinet space and island overlooking the grand living room that boasts a natural fireplace and large dining area. Your new kitchen and LR face South giving you plenty of natural sunlight while

  

  Nathan Nennig

  Century 21 Moves

  2029 White Pine Ln, Sheboygan, WI 53083
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  /35

  Starting at $1,705 Per Month

  • 1 - 2 Beds

  683 S, Sheboygan, WI 53081

  Location! Location! Location! If you are seeking an apartment home in an exclusive neighborhood situated on Sheboygan's South Pier Peninsula, with private entry. These one or two bedroom luxury apartment homes are for you! Conveniently located between Lake Michigan and the Sheboygan River, these beautifully appointed open-concept apartments feature high end finishes, private entrances, dens in

  The Portscape Apartments

  

  683 S, Sheboygan, WI 53081
• 

  $260,000

  Sold Jul 31, 2025

  1536 S 10th St, Sheboygan, WI 53081

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  Last Sold Summary

  • $193/SF
  • 2 Days On Market

  Current Estimated Value $265,819

  Last Listing Agent Traci Brill RE/MAX Universal

  1536 S 10th St, Sheboygan, WI 53081
• 

  Est $522,118

  Not Listed For Sale

  1908 Pine Bluff Dr, Sheboygan, WI 53083

  • 4 Beds
  • 4 Baths
  • 2,015 Sq Ft
  • Built 1993

  1908 Pine Bluff Dr, Sheboygan, WI 53083

  Last Sold Summary

  • 5 Days On Market
• 

  

  /40

  $895,000

  Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,277 Sq Ft

  305 Michigan Ave, Sheboygan, WI 53081

  One of the best panoramic views & lots in Sheboygan. Direct view of Lake, Lighthouse, Beach, 4th of July parade yet extremely private & serene. Spectacular Lake Michigan views with breathtaking sunrise. Historic character and charm with traditional craftsmanship along with love and pride of ownership makes this a very special home. Many updates along the way. Kitchen, baths, windows just a few.

  

  Robert Arnold

  Realty Executives Integrity~Cedarburg

  305 Michigan Ave, Sheboygan, WI 53081
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  /19

  Starting at $1,495 Per Month

  • 2 Beds

  3227 Playbird Rd, Sheboygan, WI 53083

  When you call The Preserve Apartments home, you'll find yourself surrounded in a beautiful, lush, park-like environment. Our spacious, luxury, two bedroom, two bath apartment homes include a variety of great amenities. The professional, on-site management staff will assist you in meeting all of your needs. If you would like to learn more about calling The Preserve Apartments your new

  THE PRESERVE

  

  3227 Playbird Rd, Sheboygan, WI 53083
• 

  $198,000

  Sold Jul 03, 2025

  1428 S 8th St, Sheboygan, WI 53081

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

  Last Sold Summary

  • 1% Below List Price
  • $153/SF
  • 20 Days On Market

  Current Estimated Value $207,500

  Last Listing Agent Jorge Munoz Coldwell Banker Realty

  1428 S 8th St, Sheboygan, WI 53081
• 

  Est $324,769

  Not Listed For Sale

  2327 N 30th St, Sheboygan, WI 53083

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft
  • Built 1973

  2327 N 30th St, Sheboygan, WI 53083

  Last Sold Summary

  • 2 Days On Market

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