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Investment - Homes for Sale in Sheboygan, WI

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  • /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

    (920) 315-9059

    2420 Calumet Dr, Sheboygan, WI 53083
  • /60

    $1,500,000

    • 52,000 Sq Ft

    1223 New York Ave, Sheboygan, WI 53081

    Over 52,000 sq. ft. of opportunity awaits! This stunning Cream City brick warehouse with water views is ready for its next chapter. With high visibility and endless potential, this property is a true blank canvasperfect for creative redevelopment or investment. Imagine transforming the space into modern condos, unique apartments, or leasing it out for a variety of business ventures. With built-in

    Jennifer Moenssen Keller Williams Empower

    1223 New York Ave, Sheboygan, WI 53081
  • /26

    $149,900

    • 3 Beds
    • 1 Bath
    • 1,340 Sq Ft

    709 N 4th St, Sheboygan, WI 53081

    Prime investment opportunity! This property offers unmatched views, a walkable location near Lake Michigan and downtown, and high ceilings with three bedrooms upstairs. While it needs extensive updates and repairs from deferred maintenance, the potential to add significant value is undeniable. Perfect for investors, flippers, or anyone looking to transform a property in one of Sheboygan's most

    Peter Haase Keller Williams Empower

    709 N 4th St, Sheboygan, WI 53081
  • /54

    $4,000

    • 1,794 Sq Ft

    908 Michigan Ave, Sheboygan, WI 53081

    Turnkey opportunity to lease the business and building of the highly popular Craft 30 in Sheboygan. This well-established bar features a full bar, kitchen, stage, and spacious layout ideal for live music and events. Strong local following and proven concept make this an excellent owner-operator or investment opportunity. Upper level includes a 4-bedroom apartmentperfect for owner occupancy or

    Brost Group Keller Williams Empower

    908 Michigan Ave, Sheboygan, WI 53081
  • /18

    $154,900

    • 1,928 Sq Ft

    520 Washington Ct, Sheboygan, WI 53081

    This spacious, bright, and clean two-family home in good condition is an excellent investment opportunity. Consider operating it as an AirBnB near the harbor/lake, full-time rental, or owner-occupant opportunity.

    Nina Ferraro Welcome Home Real Estate Group, LLC

    520 Washington Ct, Sheboygan, WI 53081
  • /54

    $625,000

    • 1,794 Sq Ft

    908 Michigan Ave, Sheboygan, WI 53081

    Turnkey opportunity to own the business and building of the highly popular Craft 30 in Sheboygan. This well-established bar features a full bar, kitchen, stage, and spacious layout ideal for live music and events. Strong local following and proven concept make this an excellent owner-operator or investment opportunity. Upper level includes a 4-bedroom apartmentperfect for owner occupancy or

    Brost Group Keller Williams Empower

    908 Michigan Ave, Sheboygan, WI 53081
  • /40

    $254,900

    • 1,358 Sq Ft

    1005 N 38th St, Sheboygan, WI 53081

    Excellent investment or owner-occupant opportunity at 1005 N. 38th Street! This solid brick two-family home features a spacious 2-bedroom lower unit and a bright 1-bedroom upper unit, both recently renovated and move-in ready. Each apartment offers modern updates and inviting layouts, while the property boasts an extra-large detached garage with ample storage. Conveniently located near schools,

    Peter Haase Keller Williams Empower

    1005 N 38th St, Sheboygan, WI 53081
  • /33

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    514a S Pier Dr Unit 1, Sheboygan, WI 53081

    Stunningly stylish, this riverfront corner unit dreams of being your second home, when it's not paying for itself as a furnished rental! Grossing nearly $52k in 2025 with room to grow! Elevator off the secure entrance up to 3 bedrooms to sleep 6, 2 full baths, in-unit laundry, with a covered balcony overlooking the Sheboygan riverfront. Luxurious primary suite! Fully stocked with all

    Team* Elevate Realty Executives Integrity~Cedarburg

    514a S Pier Dr Unit 1, Sheboygan, WI 53081
  • /10

    $205,000

    1945 N 15th St, Sheboygan, WI 53081

    Fantastic investment opportunity with this newly renovated multi-unit property featuring tenants in place on both sides. Extensive updates enhance both units, offering modern finishes, refreshed interiors, and strong rental appeal. Whether you're expanding your portfolio or seeking a low-maintenance income property this turnkey property is ideal for investors seeking an income-producing asset

    Jaden Watson Venture Real Estate Group LLC

    1945 N 15th St, Sheboygan, WI 53081
  • /13

    $129,900

    • 2 Beds
    • 1 Bath
    • 796 Sq Ft

    1106 S 7th St Unit 1, Sheboygan, WI 53081

    Go and Show! Discover your next residential or investment opportunity - offering mid and long-term rentals. This 2-bedroom condo sits within walking distance of both the Sheboygan River and Lake Michigan, allowing easy access to sandy beaches, retail shops, and local dining establishments. Located on the lower level, this unit is only steps away from the laundry room and storage unit. The condo

    Stacy Victorell Expert Real Estate Partners, LLC

    1106 S 7th St Unit 1, Sheboygan, WI 53081
  • /2

    $224,900

    • 2,395 Sq Ft

    1122 S 15th St, Sheboygan, WI 53081

    This well-positioned two-family property offers an excellent investment opportunity and is fully occupied with tenants in both units. Located in a convenient central area near a bus route, it provides easy accessibility. The home features two separate entrances and a nicely sized yard, perfect for outdoor entertaining or relaxing. Don't miss your chanceschedule your showing today!

    Cory Kramer The Kramer Group LLC

    1122 S 15th St, Sheboygan, WI 53081
  • /2

    $224,900

    • 1,840 Sq Ft

    1236 Trimberger Ct, Sheboygan, WI 53081

    Great Investment Opportunity- Large 2Bed/1 Bath each unit. Get ready to start cash flowing. Centrally located Duplex with off street parking. Maintenance free exterior vinyl siding. Don't Delay start investing today.

    Cory Kramer The Kramer Group LLC

    1236 Trimberger Ct, Sheboygan, WI 53081

Home Trends in Sheboygan, WI

Housing Trends

Median Sale Price
$264,500
Median Single Family Sale Price
$269,000
Median 2 Bedroom Sale Price
$251,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$187
Number of Homes for Sale
57
Last 12 months Home Sales
593
Months of Supply
1.20
Median List Price
$269,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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