Sheboygan, WI Homes for Sale under $300,000

• 

  

  

  /14

  $189,900

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  825 S 17th St, Sheboygan, WI 53081

  4 Bedroom 2 Full Bath Southside Home. This one is not only Spacious but Affordable. You will love the large kitchen, dining room, and size of the bedrooms. This one features off street parking. Stop renting and start Owning.

  Cory Kramer The Kramer Group LLC

  825 S 17th St, Sheboygan, WI 53081
• 

  

  

  /17

  $193,000

  • 5 Beds
  • 2 Baths
  • 1,916 Sq Ft

  922 Broadway Ave, Sheboygan, WI 53081

  This two-family property on Sheboygan's south side offers tremendous value and flexibility. It is ideal for an owner occupant looking to offset a mortgage or an income investor expanding a portfolio. Lower Unit: 3 bedrooms featuring main-floor laundry. Upper Unit: 2 bedrooms with a functional layout. Location: Blocks from Lake Michigan, local schools, parks, and all Sheboygan amenities. Whether

  Laura Steinbacher The Kramer Group LLC

  922 Broadway Ave, Sheboygan, WI 53081
• 

  

  

  /18

  $174,999

  • 2 Beds
  • 1 Bath
  • 975 Sq Ft

  1019 N 12th St, Sheboygan, WI 53081

  Welcome home to this beautifully remodeled 2-bedroom, 1-bath home in a convenient central Sheboygan location! Nearly every major update has already been completed, including the kitchen, bathroom, windows, furnace, electrical, siding, and garage door, giving you peace of mind for years to come. The home also features a fenced backyard, perfect for pets, kids, or entertaining, along with a

  Jorge Munoz Coldwell Banker Realty

  1019 N 12th St, Sheboygan, WI 53081
• 

  

  

  /4

  $66,900

  • Land
  • 28,314 Sq Ft
  • $102,923 per Acre

  Lt19 Lincoln Way, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt19 Lincoln Way, Sheboygan, WI 53083
• 

  

  

  /5

  $135,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1029 Geele Ave, Sheboygan, WI 53083

  Great 2 bedroom, 1 bath home with just over 800 square feet. 1 car attached garage, in a great location! Proximity to schools, Lake Michigan and more! Property is coming with kitchen appliances. Upper level has staircase and is ready for your finishing touches. Lower level features great expandable living space and or storage! Own this for less than current rental rates! Everything is accessible

  Katy Cain Avenue Real Estate LLC

  1029 Geele Ave, Sheboygan, WI 53083
• 

  

  /36

  $242,999

  $12K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,435 Sq Ft

  1333 Clara Ave, Sheboygan, WI 53081

  Back On Market due to Buyers Financing!!! Looking for space and value? This spacious home offers plenty of room for the whole family and is priced for a quick sale! Recent updates include flooring, paint, and a fenced yard. The main floor features a large kitchen, spacious dining room, comfortable living room, and a primary bedroom with a full bathroom. Upstairs you'll find 3 generously sized

  Jorge Munoz Coldwell Banker Realty

  1333 Clara Ave, Sheboygan, WI 53081
• 

  

  /26

  $160,000

  • 3 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  2312 N 11th St, Sheboygan, WI 53083

  Opportunity awaits at 2312 N 11th Street! This 3 bedroom, 1.5-bath home offers a functional layout with plenty of space to make it your own. The spacious kitchen leads to the combined living/dining area, creating a comfortable gathering space for everyday living. The main floor also features a bedroom and full bath. Upstairs you'll find two additional bedrooms, a half bath, a cozy den that's

  Nicole Kapellen Pleasant View Realty, LLC

  2312 N 11th St, Sheboygan, WI 53083
• 

  

  /38

  $169,900

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  2421 Cross Creek Dr Unit D, Sheboygan, WI 53081

  You will love everything about this upper 2 Bedroom condo. Exceptional condition and updated throughout. Bright and airy with vaulted ceilings in the main living area. Kitchen features Custom Built cabinets, newer tops and engineered hardwood floors. Bath remodel was completed in 2022. Both patio doors were replace and lead out to the newly refurbished composite balcony. Outstanding location and

  Dan Wynveen Wynveen & Associates Realty

  2421 Cross Creek Dr Unit D, Sheboygan, WI 53081
• 

  

  /23

  $229,000

  $11K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  2412 Cross Creek Dr Unit C, Sheboygan, WI 53081

  Escape to this private, townhouse-style condominium that perfectly blends natural beauty with city convenience. This inviting home offers a peaceful sanctuary with views of a serene creek and lush woods. The main level features a living room overlooking the water, which opens to a wrap-around deck perfect for quiet mornings or entertaining guests in a secluded setting. Upstairs, you will find

  Brost Group Keller Williams Empower

  2412 Cross Creek Dr Unit C, Sheboygan, WI 53081
• 

  

  /19

  $124,000

  • 1 Bed
  • 2 Baths
  • 856 Sq Ft

  1926 S 16th St, Sheboygan, WI 53081

  This one bedroom home features roomy kitchen, adjacent dining and living room. Full bath on the main level with shower/tub combo and lower lever also has a 3/4 bath with shower, sink and nearby toilet. Lower level does have a separate room that could be used as an office. There is a 3 seasons room w/roomy yard (fenced) and 1.5 car detached garage w/ upper loft area. Sold AS-IS.

  Timothy Kapellen RE/MAX Universal

  1926 S 16th St, Sheboygan, WI 53081
• 

  

  /5

  $129,000

  • Land
  • 33,976 Sq Ft
  • $165,385 per Acre

  Lt4 N 25th St, Sheboygan, WI 53083

  Positioned on Sheboygan's growing north side along busy 25th Street, this rare improved land opportunity offers excellent potential for office, retail, or multifamily development. Located adjacent to O'Reilly Auto Parts with strong visibility from Highway 42 and approximately 13,000 vehicles per day, the site provides outstanding accessibility and exposure. Existing footings remain in place,

  Dane Checolinski NAI Pfefferle - Sheboygan

  Lt4 N 25th St, Sheboygan, WI 53083
• 

  

  /26

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,720 Sq Ft

  1147 Logan Ave, Sheboygan, WI 53083

  Prepare to be wowed! This immaculate, fully remodeled 3-bedroom, 1.5-bath brick ranch is truly move-in ready. The bright, open-concept layout features a beautiful new kitchen, updated tile baths, and a new roof. Quality updates throughout. Two separate living areas, including a finished lower level, provide plenty of room to spread out, entertain, or relax. All three bedrooms offer generous

  Brost Group Keller Williams Empower

  1147 Logan Ave, Sheboygan, WI 53083
• 

  

  /19

  $247,900

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

  514 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

  514 N 14th St, Sheboygan, WI 53081
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  /2

  $50,000

  • Land
  • 8,712 Sq Ft
  • $250,000 per Acre

  1026 Wisconsin Ave, Sheboygan, WI 53081

  Ready to build with updated building plans included in the price. Architectural designs from the original plans included. Located near downtown Sheboygan, walking distance to waterfront and parks. Laterals are already in place. This lot is to build a side by side duplex. In addition to this listing, 813 N Water Street (Tax key: 5928110703) and 814 N 10th Street (Tax key: 59281107010): both lots

  Vani Vishnubhakta Shorewest Realtors, Inc.

  1026 Wisconsin Ave, Sheboygan, WI 53081
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  /3

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  1712 S 17th St, Sheboygan, WI 53081

  Great Southside Location-This well cared for-3 Bedroom, 1.5 bath brick Caped Cod has a great floor plan-bedroom 1 on main level has convenient half bath and bedroom 2 & bedroom 2 upper level with full bath. Enjoy-Relax-Entertain in your open concept large living room & dining room combination and updated kitchen with pantry and oak cabinetry Enjoy and Explore the many updates and the many

  Roy Ramos Hillcrest Realty

  1712 S 17th St, Sheboygan, WI 53081
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  /5

  $49,900

  • Land
  • 14,810 Sq Ft
  • $146,765 per Acre

  Lt3 N 50th St, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt3 N 50th St, Sheboygan, WI 53083
• 

  /2

  $25,000

  • Land
  • 435 Sq Ft
  • $2,500,000 per Acre

  814 N 10th St, Sheboygan, WI 53081

  Ready to build single family style condominium. Updated building plans included in the price. Architectural designs from the original plans included. Located near downtown Sheboygan, walking distance to waterfront and parks. Laterals are already in place. This is a single family style condominium. A duplex lot and another single family style lot located in the same complex are also available for

  Vani Vishnubhakta Shorewest Realtors, Inc.

  814 N 10th St, Sheboygan, WI 53081
• 

  /2

  $35,000

  • Land
  • 10,454 Sq Ft
  • $145,833 per Acre

  LT1 Main Ave, Sheboygan, WI 53083

  Build your dream home on this level .241 acre lot, one of two available building sites. Price to sell, this parcel offers an excellent opportunity for homeowners, builders or investors. Looking for even more space. Purchase both available lots and enjoy nearly half an acre to create the home and outdoor living area you've always envisioned. Don't miss this opportunity to secure your ideal home

  Rita Gast Shorewest Realtors, Inc.

  LT1 Main Ave, Sheboygan, WI 53083
• 

  

  /23

  $268,900

  $6K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  2214 S 16th St, Sheboygan, WI 53081

  The outdoor spaces are truly a standout! Enjoy three established fruit trees producing peaches, apricots & nectarines, raised vegetable gardens, and beautiful perennials that return year after year. Front and side gardens add curb appeal, while the fenced backyard offers space to relax and entertain. New concrete was poured last year, including additional parking. Detached garage built in 2015

  Vanessa Anderson Century 21 Moves

  2214 S 16th St, Sheboygan, WI 53081
• 

  

  /23

  $274,900

  $25K 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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  /39

  $199,900

  $19K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  1850 N 23rd St, Sheboygan, WI 53081

  Great opportunity to make this 2 bed, 1 bath home your own! Conveniently located on Sheboygan's north side, this home offers a functional layout w/ a spacious living room, eat-in kitchen, attached 1-car garage, and a walk-up attic (low ceiling height) provides plenty of add'l storage. What appear to be hardwood floors can be found in both bedrooms and continuing in the living room. Outside, the

  Nicole Kapellen Pleasant View Realty, LLC

  1850 N 23rd St, Sheboygan, WI 53081
• 

  

  /5

  $49,900

  • Land
  • 14,810 Sq Ft
  • $146,765 per Acre

  Lt10 N 50th St, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt10 N 50th St, Sheboygan, WI 53083
• 

  

  /23

  $72,000

  Open Wed 2PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft

  2 Algonquin Trail, Sheboygan, WI 53081

  Priced to sell and conveniently located near main roads, shopping, dining, and everyday amenities! This manufactured home offers newer finishing touches, a nice wooden deck, a motorcycle-sized garage, and an additional backyard storage shed. Located in a leased-land community with lot rent of approximately $550 per month. Microwave is included. A great opportunity for affordable homeownership

  Savaglio & Co. Team Real Broker LLC

  2 Algonquin Trail, Sheboygan, WI 53081
• 

  /2

  $34,900

  • Land
  • 16,117 Sq Ft
  • $94,324 per Acre

  Lt5 N 29th St, Sheboygan, WI 53081

  Beautiful lots in the N 29th St subdivision in Sheboygan. Posthuma Homes LLC is the exclusive builder. Posthuma Homes can build your custom home plan or work with you in designing a home that fits your needs and lifestyle. There also have a variety of popular floors plans available in-house.

  Joshua Posthuma Keller Williams Empower

  Lt5 N 29th St, Sheboygan, WI 53081
• 

  

  /39

  $225,000

  Open Sat 2PM - 4PM $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,634 Sq Ft

  2410 S 10th St, Sheboygan, WI 53081

  Welcome to S.10th Street-where location is everything! Situated between Farnsworth Middle School and Roosevelt Park, & just a short stroll from the beautiful shores of Lake Michigan. This charming home has been lovingly cared for and cherished by the same family for 40+ yrs. Inside, you'll find a spacious living and dining area, a convenient main-floor bedroom, & a versatile basement offering

  Brost Group Keller Williams Empower

  2410 S 10th St, Sheboygan, WI 53081
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  /14

  $235,000

  • 5 Beds
  • 2 Baths
  • 1,390 Sq Ft

  1706 N 13th St, Sheboygan, WI 53081

  Welcome home to the perfect blend of modern updates and timeless character! This beautifully updated 5-bedroom, 2-full-bath home offers spacious living, thoughtful improvements, and original architectural details you won't find in newer homes. The main level features a bright living area, classic built-ins, 2 bedrooms, and a full bath. Upstairs offers 3 additional bedrooms, a bonus room, and a

  Laura Steinbacher The Kramer Group LLC

  1706 N 13th St, Sheboygan, WI 53081
• 

  

  /46

  $279,000

  Open Fri 4PM - 5PM

  • 4 Beds
  • 1.5 Baths
  • 1,750 Sq Ft

  1004 N 37th St, Sheboygan, WI 53081

  Beautiful brick home offering over 1,700 sq ft of move-in-ready living space in an amazing Sheboygan location! Tucked away with a private feel, yet just minutes from shopping, I-43 access, dining, and a short walk to the Old Plank Road Trail. Inside you'll find 4 bedrooms, 1.5 baths, a very appealing layout, large living room, and plenty of space to spread out. The extra large 2.5-car tandem

  Sarah Stemper Olive Branch Realty

  1004 N 37th St, Sheboygan, WI 53081
• 

  

  /28

  $214,000

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

  1112 Bluff Ave, Sheboygan, WI 53081

  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 bath upstairs adds

  Savaglio & Co. Team Real Broker LLC

  1112 Bluff Ave, Sheboygan, WI 53081
• 

  

  /24

  $264,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  2202 Henry St, Sheboygan, WI 53081

  Major improvements include a NEW ROOF, NEW BOILER, NEW APPLIANCES and NEW WATER HEATER, giving you added peace of mind while reducing the worry and expense of replacing some of a home's biggest-ticket items. This beautifully updated 3-bedroom, 2-bath Sheboygan home offers approximately 1,800 sq. ft. of inviting living space, with the perfect blend of original charm and thoughtful improvements.

  James Larkin Century 21 Moves

  2202 Henry St, Sheboygan, WI 53081
• 

  

  /7

  $68,900

  • Land
  • 34,848 Sq Ft
  • $86,125 per Acre

  Lt29 Gettysburg Ln, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt29 Gettysburg Ln, Sheboygan, WI 53083
• 

  

  /27

  $267,000

  $8K PRICE DROP

  • 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
• 

  /2

  $269,900

  • 3 Beds
  • 1.5 Baths
  • 1,997 Sq Ft

  1420 N 27th St, Sheboygan, WI 53081

  Step into this beautifully updated ranch home. The inside has been thoroughly updated complete with Central A/C. The basement is finished with a large recreation space and a bonus room. There is an attached 2 stall garage. Come make this your new home! Pictures are virtually staged. Seller is a licensed real estate agent.

  Kevin Gracyalny Ruesch Realty

  1420 N 27th St, Sheboygan, WI 53081
• 

  

  /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
• 

  /2

  $25,000

  • Land
  • 435 Sq Ft
  • $2,500,000 per Acre

  813 N Water St, Sheboygan, WI 53081

  Ready to build single family style condominium. Updated building plans included in the price. Architectural designs from the original plans included. Located near downtown Sheboygan, walking distance to waterfront and parks. Laterals are already in place. A duplex lot and another single family style lot located in the same complex are also available for sale.

  Vani Vishnubhakta Shorewest Realtors, Inc.

  813 N Water St, Sheboygan, WI 53081
• 

  

  /6

  $58,900

  • Land
  • 17,859 Sq Ft
  • $143,659 per Acre

  Lt32 Gettysburg Ln, Sheboygan, WI 53083

  Lincoln Estates, designed and built by American Dream Builders, offers 33 exclusive lots in the Town of Sheboygan with builder exclusivity. These lots provide a variety of options, ranging from flat yards to 5' exposures. You'll have plenty of yard space for entertaining family and friends, with lots ranging in size from .34 to almost an acre in size - all with municpal sewer and water. This

  Adam Werner Greystone Asset, LLC

  Lt32 Gettysburg Ln, Sheboygan, WI 53083
• 

  

  /23

  $214,999

  $15K 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
• 

  

  /29

  $275,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1904 N 28th St, Sheboygan, WI 53081

  Welcome home to this beautifully updated 3-bedroom, 2-bath property located on Sheboygan's desirable north side! This charming home offers a perfect blend of character and modern updates, featuring two completely renovated bathrooms and brand-new windows throughout the main level, providing improved efficiency and abundant natural light. Inside, you'll find spacious living areas, functional

  Allianna Peterson Century 21 Moves

  1904 N 28th St, Sheboygan, WI 53081
• 

  

  /17

  $245,000

  $20K PRICE DROP

  • 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
• 

  

  /12

  $194,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,956 Sq Ft

  2041 N 13th St, Sheboygan, WI 53081

  Well-maintained duplex offering strong investment potential. Each unit features 2 bedrooms, 1 bath, a spacious living room, and formal dining area. Both units are occupied, providing immediate rental income--lower unit at $775/month and upper at $800/month. The upper unit includes access to a walk-up attic, while the lower showcases charming built-ins and generous living space. Separate basements

  Cory Kramer The Kramer Group LLC

  2041 N 13th St, Sheboygan, WI 53081
• 

  

  /18

  $251,000

  $19K 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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