22,591

Sheboygan, WI Homes

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  • /24

    $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

    Agent Photo

    Jennifer Littmann

    Pleasant View Realty, LLC

    418 Beachfront Dr Unit 7, Sheboygan, WI 53081
  • /35

    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
  • W2131 Playbird Rd, Sheboygan, WI 53083

    $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
    • 1006 N 49th St, Sheboygan, WI 53081

      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

  • /21

    $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

    Agent Photo

    Brad Broecker

    Century 21 Aspire Group

    1441 N 26th St, Sheboygan, WI 53081
  • /25

    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
  • 2222 N 28th St, 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
    • 1251 Riverview Dr, 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

  • /18

    $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

    Agent Photo

    Brad Broecker

    Century 21 Aspire Group

    2420 Calumet Dr, Sheboygan, WI 53083
  • /18

    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
  • 1326 North Ave, 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
    • 3424 N 13th St, Sheboygan, WI 53083

      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

  • /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.''

    Agent Photo

    JoAnne Kouba

    Weichert, Realtors CornerStone

    1450 S 13th St, Sheboygan, WI 53081
  • /28

    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
  • /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
    • 3517 Highcliff Cir, Sheboygan, WI 53083

      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

  • /41

    $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

    Agent Photo

    Jennifer Littmann

    Pleasant View Realty, LLC

    4006 S 18th St, Sheboygan, WI 53081
  • /14

    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
  • 3621 S 16th St, Sheboygan, WI 53081

    $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
    • 1239 Columbus Ave, Sheboygan, WI 53083

      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.

  • /30

    $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

    Agent Photo

    Robert Arnold

    Realty Executives Integrity~Cedarburg

    830 Swift Ave, Sheboygan, WI 53081
  • /35

    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
  • 906 Union Ave, 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
    • 1908 Pine Bluff Dr, Sheboygan, WI 53083

      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

  • /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

    Agent Photo

    Jeff Moenning

    Century 21 Moves

    4003 N 52nd St, Sheboygan, WI 53083
  • /35

    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 StarĀ® appliances. Heat is included in the

    Berkshire Sheboygan Riverfront

    1009 S 10th St, Sheboygan, WI 53081
  • 4577 Hunters Glen Dr, Sheboygan, WI 53083

    $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
    • 2327 N 30th St, Sheboygan, WI 53083

      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

  • /34

    $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.

    Agent Photo

    Laura Corrao

    Greystone Asset, LLC

    3827 Superior Ave, Sheboygan, WI 53081
  • /35

    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
  • 1307 S 15th St, Sheboygan, WI 53081

    $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
    • 2741 N 40th St, Sheboygan, WI 53083

      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

  • /38

    $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

    Agent Photo

    Jennifer Littmann

    Pleasant View Realty, LLC

    750 S Pier Dr Unit 12, Sheboygan, WI 53081
  • /35

    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
  • 632 N 14th St, 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
    • 3411 N 28th St, Sheboygan, WI 53083

      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

  • /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

    Agent Photo

    Buchmann Team

    RE/MAX Universal

    1631 Blocki Ct, Sheboygan, WI 53081
  • /34

    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
  • 2113 S 8th St, Sheboygan, WI 53081

    $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
    • 2011 N 20th St, Sheboygan, WI 53081

      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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