Sheboygan, WI Homes for Sale under $500,000

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  /29

  $239,900

  $10K PRICE INCREASE

  • 3 Beds
  • 1 Bath
  • 1,388 Sq Ft

  1220 N 15th St, Sheboygan, WI 53081

  Pride of Ownership shines both Inside and Outside of this cute and charming 3br/1ba gem offering many amenities! You will feel right at home as you step on the cozy open front porch leading to an enclosed bonus room. This Open Concept 3br/1ba gem features nice size Great Room , Den boasts newer Vinyl Plank Floor, large eat-in Kitchen with recessed lights, 3 nice size Bedrooms on upper with new

  Barbara Beattie Berkshire Hathaway HomeServices Metro Realty

  1220 N 15th St, Sheboygan, WI 53081
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  /19

  $247,900

  • 6 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  516 N 14th St, Sheboygan, WI 53081

  Turnkey duplex loaded with updates! The lower unit offers 4 bedrooms, 1.5 baths, and a huge 24x24 extra bedroom above the garage, while the upper unit features 2 bedrooms and 1 bath. Major improvements include granite countertops, updated flooring, fresh paint, remodeled baths, new heating and cooling systems, extensive electrical upgrades, and a complete new roof, flat roof, and decking (2023).

  Stacy Bender Greystone Asset, LLC

  516 N 14th St, Sheboygan, WI 53081
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  /20

  $219,000

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

  3903 Heather Valley Rd Unit 208, Sheboygan, WI 53083

  Experience carefree living in this immaculate 2-bedroom, 2-bath condo! Freshly painted with gleaming floors, this move-in-ready condo offers the convenience of in-unit laundry, underground parking, and a private storage unit. Enjoy resort-style amenities including a sparkling pool, fitness center, and clubhouse--all without the hassle of yard work or exterior maintenance. Ideally located near

  Courtney Kartes The Kramer Group LLC

  3903 Heather Valley Rd Unit 208, Sheboygan, WI 53083
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  /30

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft

  4620 Fox Grove Rd, Sheboygan, WI 53081

  Welcome to 4620 Fox Grove Road! Nestled in a peaceful South Sheboygan neighborhood, this spacious 2-story condo offers the perfect blend of comfort and convenience. Featuring 3 bedrooms and 2 full baths, including a primary suite with a large walk-in closet, there's room for everyone to spread out and feel at home. The inviting living room is filled with natural light from expansive windows and

  Brost Group Keller Williams Empower

  4620 Fox Grove Rd, Sheboygan, WI 53081
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  /20

  $319,900

  $20K PRICE DROP

  • 1,820 Sq Ft

  703 N 9th St, Sheboygan, WI 53081

  Attractive office building in the heart of downtown Sheboygan featuring stone exterior and the convenience of five parking stalls. A free standing building that offers a reception area, six nice sized offices, and three bathrooms. PVC roof was installed 2015 and there is a new water heater. Additional storage is available in the shed. Current tenant lease is up in April 2028 and willing to exit

  Barry Kreft Shorewest Realtors, Inc.

  703 N 9th St, Sheboygan, WI 53081
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  /27

  $244,900

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  1339 Main Ave, Sheboygan, WI 53083

  Charm, character & modern updates come together beautifully in this northside home. With your 1st look, you'll appreciate the Tudor-inspired curb appeal & welcoming presence. Inside, you'll find a beautiful mix of original woodwork, hardwood floors & updated spaces. The kitchen offers ample cabinetry, updated finishes and a functional layout, while the spacious family room features vaulted

  Traci Brill RE/MAX Universal

  1339 Main Ave, Sheboygan, WI 53083
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  /22

  $289,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  2633 N 20th St, Sheboygan, WI 53083

  Beautifully renovated, 3-bedroom, 2-bath home offering approximately 1,625 square feet of living space. The property underwent an extensive remodel in 2021, from top to bottom. The workmanship is well done on this turnkey home. See the Documents tab for a complete list of improvements. Open concept main level. Private primary suite on the second level. Conveniently located near Cooper Elementary

  Jesse Baranczyk Keller Williams Prestige

  2633 N 20th St, Sheboygan, WI 53083
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  /35

  $349,900

  $80K PRICE DROP

  • 2,352 Sq Ft

  614 N 6th St, Sheboygan, WI 53081

  Ideal location - just across the street from the Sheboygan Courthouse! PERFECT FOR TITLE COMPANY, INSURANCE CO; ATTORNEYS, ETC. 2-floors.; each level features Offices (3 on the main & a half bath) and a break room along with a half bath (main floor bathroom currently not working). 6 Offices on the upper. Reception area and waiting room. 10 parking stalls in rear of building. Vinyl exterior in

  Steve Opgenorth Century 21 Moves

  614 N 6th St, Sheboygan, WI 53081
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  /28

  $214,000

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  1112 Bluff Ave, Sheboygan, WI 53081

  Showings start 7/11. Classic Craftsman charm meets everyday functionality in this 3-bedroom, 2-bath home on Sheboygan's north side. Conveniently located near downtown and the lakefront, this home features hardwood floors throughout the upper level, original built-ins, and numerous updates, including newer windows. The main floor offers a full bathroom with a walk-in shower, while a second full

  Savaglio & Co. Team EXP Realty, LLC

  1112 Bluff Ave, Sheboygan, WI 53081
• 

  

  /22

  $239,900

  • 4 Beds
  • 4 Baths
  • 1,612 Sq Ft

  2512 S 10th St, Sheboygan, WI 53081

  Beautifully Updated 4-Bedroom Home Next to the Park! This move-in ready 4-bedroom, 2-bath home has been thoughtfully renovated from top to bottom. The stunning new kitchen features elegant granite countertops, modern cabinetry, all new appliances. Enjoy the convenience of a fully remodeled downstairs bathroom, along with brand-new flooring and fresh paint throughout the entire home, creating a

  Robert Sexton Bob Sexton Realty

  2512 S 10th St, Sheboygan, WI 53081
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  /6

  $265,000

  • 6,722 Sq Ft

  1132 S 8th St, Sheboygan, WI 53081

  Unique mixed-use property with endless potential in a high-visibility location near downtown Sheboygan and just a walk from the lakefront. Offering over 6,700 sq ft of versatile space including a storefront area, warehouse/workshop space, and a large 10-ft garage door. Upper level features a spacious 3-bedroom apartment, plus additional space with potential for another apartment after

  Sarah Stemper Olive Branch Realty

  1132 S 8th St, Sheboygan, WI 53081
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  /27

  $275,000

  • 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
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  /13

  $459,900

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  1912 Mapletree Rd, Sheboygan, WI 53083

  Coming soon! This well-maintained 3-bedroom, 2.5-bath home is nestled on a beautiful wooded lot in the highly sought-after Howards Grove School District. The open-concept layout features a spacious living area and a stunning glass four-season sunroom off the dining room, perfect for year-round enjoyment. The full basement is stubbed for an additional bath and offers excellent potential for added

  Kim Laufer Leitner Properties

  1912 Mapletree Rd, Sheboygan, WI 53083
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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
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  /15

  $379,000

  Open Fri 5PM - 7PM

  • 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
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  /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
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  /23

  $219,999

  $10K 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
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  /33

  $499,900

  • 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
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  /30

  $215,000

  $34K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  1813 Washington Ave, Sheboygan, WI 53081

  Discover a rare opportunity on the south side of Sheboygan. Many updates include new flooring ,drywall ,trim ,paint, and electrical! This two-bedroom home also features a separate one bedroom one full bathroom detached living quarters. Perfect for rental income, in-law suit, or guest space. Nestled on a spacious lot partially fenced in! This property is a single family home with two separate

  Kayla Donath RE/MAX Universal

  1813 Washington Ave, Sheboygan, WI 53081
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  /35

  $419,700

  • 3 Beds
  • 3 Baths
  • 1,490 Sq Ft

  3713 Highcliff Ct, Sheboygan, WI 53083

  Beautiful lannon stone greets you as you approach this 3 bedroom, 3 full bath ranch home with a huge double lot. Attractive hardwood floors impress as you enter the great room + see the large windows that overlook the amazing back yard. The quiet court location is awesome! This home also offers a Master bedroom suite w/private bath + skylight. Kitchen features 2 sun tube lights, a new sink + a

  Kent Markham Century 21 Moves

  3713 Highcliff Ct, Sheboygan, WI 53083
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  /34

  $225,900

  • 4 Beds
  • 1 Bath
  • 1,374 Sq Ft

  1524 N 29th St, Sheboygan, WI 53081

  Welcome home to this inviting 4-bedroom home offering space, comfort, and a backyard you'll love. The bright, sun-filled living room welcomes you inside, while the spacious great room with a cozy fireplace overlooks the backyard and opens seamlessly to the kitchen and dining area--perfect for everyday living and entertaining. Step outside to enjoy the large deck, mature shade tree, partially

  Amy Gutschow RE/MAX Universal

  1524 N 29th St, Sheboygan, WI 53081
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  /21

  $224,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  1313 S 20th St, Sheboygan, WI 53081

  This well-maintained home offers the perfect blend of comfort and convenience, located just minutes from shopping, restaurants, and everyday amenities. The main level features a spacious living room, formal dining room, and a nicely sized kitchen, along with a main-floor primary bedroom and full bath. Upstairs, you'll find two additional bedrooms with plenty of character and space. The lower

  Brianna Crenshaw Crenshaw Realty

  1313 S 20th St, Sheboygan, WI 53081
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  /17

  $264,500

  • 3 Beds
  • 1.5 Baths
  • 1,402 Sq Ft

  1654 S 20th St, Sheboygan, WI 53081

  Cute and cozy!! This welcoming Cape Cod is unique in its style. It has one bedroom downstairs including a full bath as well as the larger primary and third bedroom upstairs, along with a half bath! The rec space in the lower level is ready for you to turn into your dream spot to have all your family fun! Great location in a quiet neighborhood just a few blocks off of Business Drive for easy

  Trina Christian RE/MAX Universal

  1654 S 20th St, Sheboygan, WI 53081
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  /24

  $499,000

  • 13,162 Sq Ft

  712 Riverfront Dr, Sheboygan, WI 53081

  712 Riverfront Dr., Unit B (2nd floor) presents a unique opportunity to own a spacious and adaptable 13,162 SF property in the heart of Sheboygan. Originally constructed as an event center and most recently used as a culinary school, the space is well-equipped for a variety of uses including a church, restaurant, entertainment venue, or open-concept office. It features a large remodeled

  Dane Checolinski NAI Pfefferle - Sheboygan

  712 Riverfront Dr, Sheboygan, WI 53081
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  /18

  $259,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  1612 N 35th St Unit A, Sheboygan, WI 53081

  Spacious 3-bedroom, 2 Bath condo offering 1362 sq ft of comfortable living space plus an additional 400 Sq ft finished rec room in the basement! Enjoy the convenience of a 1 car attached garage, fenced yard, and low maintenance rubber mulch landscaping. Best of all; no HOA fees! Major updates provide peace of mind, which include new furnace in 2023, water heater in 2025, and a roof was replaced

  Andrew Bunge Shorewest Realtors, Inc.

  1612 N 35th St Unit A, Sheboygan, WI 53081

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