Sheboygan, WI Homes

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  $399,999

  $50K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,226 Sq Ft

  418 Beachfront Dr Unit 7, Sheboygan, WI 53081

  Welcome to 418 Beachfront Court your dream vacation getaway! This successful short term rental is just 75 steps to beach! It is a 2 bedroom, 2 bath main floor unit (no stairs!) and located on South Pier in Sheboygan, a vibrant neighborhood and perfect getaway spot! A short walk to boutiques, fabulous dining, ice cream & coffee shops and even mini-golf! The condo is being sold furnished so it is

  

  Jennifer Littmann

  Pleasant View Realty, LLC

  418 Beachfront Dr Unit 7, Sheboygan, WI 53081
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  Starting at $1,195 Per Month

  • Studio - 2 Beds

  734 N 7th St, Sheboygan, WI 53081

  Sheboygan's luxury apartments designed to fit your lifestyle. Mellow out in the resident lounge or mingle at the band shell. Inside your home, high-end finishes fill your space with calming allure. Proximity to art, unique shops and restaurants connects you to the downtown's vibrant community.

  Encore Apartments

  

  734 N 7th St, Sheboygan, WI 53081
• 

  $354,000

  Sold Jul 10, 2026

  W2131 Playbird Rd, Sheboygan, WI 53083

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $179/SF
  • 10 Days On Market

  Current Estimated Value $350,870

  Last Listing Agent Daniel Menzer Century 21 Moves

  W2131 Playbird Rd, Sheboygan, WI 53083
• 

  Est $250,364

  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

  Last Listing Agent Susan Erdmann Real Estate Property Shop LLC
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  $3,400,000

  • 7,634 Sq Ft

  1441 N 26th St, Sheboygan, WI 53081

  Incredible opportunity to own a centrally located, newer-built gas station, convenience store, and attached restaurant in the heart of Sheboygan! This 7,634 sq ft property was designed for efficiency and high-volume traffic. Strategically located near major highways and thriving neighborhoods, it offers prime visibility and steady customer flow. A true turn-key business - perfect for

  

  Brad Broecker

  Century 21 Aspire Group

  1441 N 26th St, Sheboygan, WI 53081
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  Starting at $1,775 Per Month

  • 2 Beds

  2628 N Enterprise Dr, Sheboygan, WI 53083

  Welcome to Meadowlark Estates in Sheboygan, WI. Brand new, spacious, luxury 2 bedroom / 2 bath apartment homes in beautiful Sheboygan County, WI. All units feature upscale finishes including granite counter tops, stainless steel appliances, fireplaces, and more! Other amenities include private entrances, balconies/patios, 2 car attached garages, central A/C, in unit laundry, plentiful storage and

  Meadowlark Estates

  

  2628 N Enterprise Dr, Sheboygan, WI 53083
• 

  $280,000

  Sold Dec 30, 2025

  2222 N 28th St, Sheboygan, WI 53083

  • 3 Beds
  • 2 Baths
  • 1,844 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $152/SF
  • 93 Days On Market

  Current Estimated Value $294,952

  Last Listing Agent Brian Roslawski Realty Executives Integrity~Brookfield

  2222 N 28th St, Sheboygan, WI 53083
• 

  Est $491,217

  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

  Last Listing Agent Cindy Lee The Kramer Group LLC
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  $650,000

  • 1,566 Sq Ft

  2420 Calumet Dr, Sheboygan, WI 53083

  Prime Gas Station & Convenience Store - Centrally Located in Sheboygan, WI Fantastic opportunity to own a centrally located gas station in the heart of Sheboygan! Positioned just minutes from major highways, this high-visibility location offers convenient access for both local residents and commuters. This well-maintained property features a fully operational convenience store and multiple fuel

  

  Brad Broecker

  Century 21 Aspire Group

  2420 Calumet Dr, Sheboygan, WI 53083
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  Starting at $945 Per Month

  • 1 - 3 Beds

  3431 N 10th St, Sheboygan, WI 53083

  Discover your new apartment at Lakeview Village in Sheboygan, WI. You'll find this community in the Eisner area of Sheboygan. Discover a great selection of amenities. From amenities to availability, the professional leasing staff will assist you in finding the best floor plan for your lifestyle. Drop by the leasing office to discuss your new apartment and find your new home at Lakeview

  Lakeview Village

  

  3431 N 10th St, Sheboygan, WI 53083
• 

  $314,900

  Sold Feb 02, 2026

  1326 North Ave, Sheboygan, WI 53083

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  Last Sold Summary

  • $139/SF
  • 14 Days On Market

  Current Estimated Value $322,732

  Last Listing Agent Brianna Crenshaw Crenshaw Realty

  1326 North Ave, Sheboygan, WI 53083
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  Est $339,483

  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

  Last Listing Agent Jeff Moenning Century 21 Moves
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  /5

  $1

  • 4 Beds
  • 1 Bath
  • 1,361 Sq Ft

  1450 S 13th St, Sheboygan, WI 53081

  ''The list price is not indicative of seller's final reserve amount. This property is part of an online bidding event; Inspections of this property and contact with occupants are strictly prohibited. Property is sold ''as is'' and no for sale sign allowed.''

  

  JoAnne Kouba

  Weichert, Realtors CornerStone

  1450 S 13th St, Sheboygan, WI 53081
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  Starting at $2,050 Per Month

  • 2 Beds

  1023 Wisconsin Ave, Sheboygan, WI 53081

  Townhouse luxury apartments with unique breathtaking architecture inside and out. Sleek and sophisticated, Kingsbury Village offers something new and unique to Sheboygan County. This distinctive and stylish townhome design provides an extremely comfortable, private and efficient living space. Adjacent to the walking/bicycle path and along the Sheboygan River, these pet-friendly apartments are

  Kingsbury Village

  

  1023 Wisconsin Ave, Sheboygan, WI 53081
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  /18

  $179,900

  Sold Jun 12, 2026

  2626 Crosscreek Dr Unit C, Sheboygan, WI 53081

  • 3 Beds
  • 1.5 Baths
  • 1,112 Sq Ft
  • Built 1980

  Last Sold Summary

  • $162/SF
  • 6 Days On Market

  Last Listing Agent Savaglio & Co. Team Real Broker LLC

  2626 Crosscreek Dr Unit C, Sheboygan, WI 53081
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  Est $228,034

  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

  Last Listing Agent Brost Group Keller Williams Empower
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  $394,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,286 Sq Ft

  4006 S 18th St, Sheboygan, WI 53081

  Welcome to 4006 S 18th St, this meticulously maintained one-owner ranch showcases pride of ownership throughout! Recent updates include newer windows, a large composite deck, and water heater. The beautifully landscaped yard features an additional garage/shed for extra storage or workspace. The main level offers three bedrooms and two full baths, while the finished lower level is perfect for

  

  Jennifer Littmann

  Pleasant View Realty, LLC

  4006 S 18th St, Sheboygan, WI 53081
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  Starting at $974 Per Month

  • 1 - 2 Beds

  1224 Erie Ave, Sheboygan, WI 53081

  OPEN HOUSE every Saturday from 11 am - 4 pm. Come see where comfortable living meets convenience. Gateway Apartments offers affordability along with modern appeal. Located in Sheboygan and convenient to local shops, restaurants, and the Sheboygan River. It's a favorite area for locals, boat enthusiasts, and anyone wanting to call this beautiful area home. Limit of 2 people per unit. Come see us.

  Gateway Apartments

  1224 Erie Ave, Sheboygan, WI 53081
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  $265,000

  Sold Aug 17, 2026

  3621 S 16th St, Sheboygan, WI 53081

  • 3 Beds
  • 1 Bath
  • 1,343 Sq Ft

  Last Sold Summary

  • 8% Above List Price
  • $197/SF
  • 2 Days On Market

  Current Estimated Value $245,830

  Last Listing Agent Rachel Mayer Pleasant View Realty, LLC

  3621 S 16th St, Sheboygan, WI 53081
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  Est $247,252

  Not Listed For Sale

  1239 Columbus Ave, Sheboygan, WI 53083

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1970

  1239 Columbus Ave, Sheboygan, WI 53083

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Keeli Johnson Shorewest Realtors, Inc.
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  $319,000

  • 4 Beds
  • 1.5 Baths
  • 1,708 Sq Ft

  830 Swift Ave, Sheboygan, WI 53081

  Large update 4 bedroom, 1.5 bath home. 2 blocks from lake Michigan. Full bath 2 years old, new kitchen and 1/2 Bathroom, roof, floors redone, pantry, in last 5 years.. New window throughout 3 years ago. Large rooms and plenty of natural light. Walk in closets. Natural charm with original woodwork and built-ins, crown modeling and inlaid hardwood floors. 1st floor Kitchen, pantry, formal dining

  

  Robert Arnold

  Realty Executives Integrity~Cedarburg

  830 Swift Ave, Sheboygan, WI 53081
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  Starting at $1,002 Per Month

  • 1 - 3 Beds

  830 N Water St, Sheboygan, WI 53081

  Garton Toy Factory apartment homes offer city and river views from the comfort of your new home. The Garton Toy Factory is located in Sheboygan's renovated Water Street Development and is within walking distance of many downtown restaurants and shops. This historical renovation offers spacious 1, 2 and 3 bedroom units and three floors with a center exposed atrium offering 32 unique floor plans.

  Garton Toy Factory

  

  830 N Water St, Sheboygan, WI 53081
• 

  $195,000

  Sold Jan 02, 2026

  906 Union Ave, Sheboygan, WI 53081

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  Last Sold Summary

  • $134/SF
  • 9 Days On Market

  Current Estimated Value $199,979

  Last Listing Agent Becky Fellows Realty of America LLC

  906 Union Ave, Sheboygan, WI 53081
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  Est $502,129

  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

  Last Listing Agent Beth Gotwald Century 21 Moves
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  /41

  $419,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4003 N 52nd St, Sheboygan, WI 53083

  One owner Reineking built 3 bedroom ranch in town of Sheboygan conveniently located across from the town park. Super neat and clean and well maintained with cathedral ceiling skylit great room with gas fireplace, hickory cabinet kitchen with snack counter, appliances and patio doors to spacious deck overlooking private backyard. There's a first floor laundry with half bath in back hall area, and

  

  Jeff Moenning

  Century 21 Moves

  4003 N 52nd St, Sheboygan, WI 53083
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  Starting at $1,050 Per Month

  • 1 - 2 Beds

  1009 S 10th St, Sheboygan, WI 53081

  Select from our range of comfortable one- and two-bedroom Affordable Senior apartments (Must be 55 or older) & Affordable Family townhomes, each equipped with a full kitchen and top-of-the-line stainless steel appliances. Designed with your comfort and savings in mind, every apartment features a high-efficiency furnace, water-saving fixtures, and Energy Star® appliances. Heat is included in the

  Berkshire Sheboygan Riverfront

  

  1009 S 10th St, Sheboygan, WI 53081
• 

  $440,000

  Sold Jul 22, 2026

  4577 Hunters Glen Dr, Sheboygan, WI 53083

  • 4 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $200/SF
  • 9 Days On Market

  Current Estimated Value $447,573

  Last Listing Agent Lisa Robson Shorewest Realtors, Inc.

  4577 Hunters Glen Dr, Sheboygan, WI 53083
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  Est $341,702

  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

  Last Listing Agent Tori Torres RE/MAX Universal
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  $980,000

  • 2,600 Sq Ft

  3827 Superior Ave, Sheboygan, WI 53081

  For sale: Nicely updated restaurant with spacious dining room and large kitchen. New parking lot - approx 40 parking spots. The seller will include the kitchen equipment, fryer, stove, tables and chairs.

  

  Laura Corrao

  Greystone Asset, LLC

  3827 Superior Ave, Sheboygan, WI 53081
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  Starting at $1,450 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
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  $189,990

  Sold Jan 15, 2026

  1307 S 15th St, Sheboygan, WI 53081

  • 3 Beds
  • 1.5 Baths
  • 1,570 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $121/SF
  • 23 Days On Market

  Current Estimated Value $198,844

  Last Listing Agent Mary Werner Keller Williams Empower

  1307 S 15th St, Sheboygan, WI 53081
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  Est $672,697

  Not Listed For Sale

  2741 N 40th St, Sheboygan, WI 53083

  • 3 Beds
  • 3.5 Baths
  • 4,933 Sq Ft
  • Built 1995

  2741 N 40th St, Sheboygan, WI 53083

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Debra Larrabee RE/MAX Universal
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  $428,000

  • 2 Beds
  • 2 Baths
  • 1,441 Sq Ft

  750 S Pier Dr Unit 12, Sheboygan, WI 53081

  Welcome to 750 S Pier Drive, just steps from the riverfront and Lake Michigan! This move-in-ready, open-concept, 3rd floor condo offers effortless waterfront living with large windows that showcase beautiful lake views! Furnishings and appliances are included making this a truly turnkey opportunity! Great for entertaining in either the spacious kitchen or gathering with friends on the rooftop

  

  Jennifer Littmann

  Pleasant View Realty, LLC

  750 S Pier Dr Unit 12, Sheboygan, WI 53081
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  Starting at $1,710 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
• 

  $150,000

  Sold Oct 31, 2025

  632 N 14th St, Sheboygan, WI 53081

  • 4 Beds
  • 2 Baths
  • 2,170 Sq Ft

  Last Sold Summary

  • $69/SF

  Current Estimated Value $194,858

  Last Listing Agent Erin Mauer Realty 360, Inc

  632 N 14th St, Sheboygan, WI 53081
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  Est $276,658

  Not Listed For Sale

  3411 N 28th St, Sheboygan, WI 53083

  • 3 Beds
  • 1.5 Baths
  • 1,314 Sq Ft
  • Built 1966

  3411 N 28th St, Sheboygan, WI 53083

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Adam Klarkowski Century 21 Aspire Group
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  /23

  $224,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  1631 Blocki Ct, Sheboygan, WI 53081

  Adorable Bungalow located on a quiet street with many updates. Complete tear off and roof replacement 2011, Lennox furnace 2010, water heater 2019, stove & refrigerator 2019, new A/C installed 2022, Beautifully updated eat in kitchen w/ tile backsplash, hard surface countertops, and plenty of cabinetry. very nice sized living room with a great place for workout equipment and/or office area. LVP

  

  Buchmann Team

  RE/MAX Universal

  1631 Blocki Ct, Sheboygan, WI 53081
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  Starting at $1,419 Per Month

  • 2 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
• 

  $275,000

  Sold Jan 22, 2026

  2113 S 8th St, Sheboygan, WI 53081

  • 3 Beds
  • 1 Bath
  • 1,708 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $161/SF
  • 3 Days On Market

  Current Estimated Value $274,856

  Last Listing Agent Deena Bergstrom Shorewest Realtors, Inc.

  2113 S 8th St, Sheboygan, WI 53081
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  Est $257,769

  Not Listed For Sale

  2011 N 20th St, Sheboygan, WI 53081

  • 3 Beds
  • 1.5 Baths
  • 1,770 Sq Ft
  • Built 1925

  2011 N 20th St, Sheboygan, WI 53081

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Barbara Beattie Berkshire Hathaway HomeServices Metro Realty

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