Cleveland Homes under $500,000

Cleveland Homes under $500,000

Welcome to Cleveland, Wisconsin—a charming small town that beautifully blends the warmth of community living with the convenience of modern amenities. Nestled in the heart of Sheboygan County, Cleveland boasts a serene atmosphere, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Cleveland is known for its picturesque landscapes, friendly neighbors, and a strong sense of community. With its proximity to Lake Michigan, residents enjoy a variety of outdoor activities, from fishing and boating to hiking along scenic trails. The town is also home to several parks and recreational facilities, ensuring that there’s always something to do for all ages.

For those looking to settle down in this lovely town, Cleveland offers an array of homes under $500,000, making it an attractive option for first-time buyers and those looking to downsize. Whether you’re searching for a cozy single-family home, a charming bungalow, or a spacious property with a backyard for entertaining, Cleveland has something to suit your needs.

The real estate market here is not only affordable but also vibrant, with properties that often feature modern amenities while retaining their classic charm. With a strong sense of community, excellent schools, and a family-friendly atmosphere, Cleveland, WI, welcomes you to discover your next home. Come and experience the delightful lifestyle that awaits you in this hidden gem of Wisconsin!

Newest Cleveland Homes under $500,000

21898 175th Street, Cleveland
$444,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status
Room to Spread Out ? Inside & Out! Set on 5 private acres in the Town of Cleveland and located in the Bloomer School District, this spacious 5-bedroom, 2-full, 2-half-bath ranch with a walkout lower level offers an incredible amount of living space and a layout designed for everyday life. The main level features four bedrooms thoughtfully arranged with the large primary suite and updated ensuite bath on one side of the home, while three additional bedrooms and a full bath are located on the other. At the heart of the home is the remodeled open-concept kitchen featuring a large island, pantry, and plenty of room to gather, flowing into the living room with a cozy gas fireplace. A second spacious family room with another gas fireplace provides even more room to relax or entertain. Main-floor laundry with a half bath adds everyday convenience. The walkout lower level offers even more possibilities with a large family room, second kitchen, spacious fifth bedroom, and a bonus room that could potentially become a sixth bedroom with the addition of an egress window. A second laundry area, half bath, and two large storage rooms complete the lower level. Outside, enjoy a large private yard surrounded by woods, abundant wildlife, and plenty of room to enjoy the peaceful country setting. A 30x50 pole shed provides excellent space for vehicles, toys, equipment, hobbies, or storage. Bob Lake's public boat landing is conveniently located just down the road, making it easy to enjoy fishing, boating, and time on the water. Updates within the past five years include new flooring throughout the main level, a renovated kitchen, an updated primary bath, and new furnace & AC - just to name a few. If you've been looking for privacy, acreage, storage, and a home with plenty of room for everyone, this one checks a lot of boxes!

21898 175th Street, Cleveland

Listing courtesy of RE/MAX Results Bloomer.

N14332 Town Hall Road, Cleveland
$325,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Set in an attractive rural setting near Fairchild, this versatile country property offers the space, buildings, and potential to bring your hobby-farm lifestyle to life. If you have been looking for an affordable country home with a serious shop, usable outbuildings, and room to spread out, you will want to see this one in person. The combination of a four-bedroom, two-bath home, heated 30' x 40' shop, detached garage, and large barn provides an excellent setup for anyone needing space to work, store equipment, keep a few animals, or simply enjoy the privacy and functionality of country living. The detached 36' x 22' garage provides convenient concrete-floor storage or parking space and includes vinyl siding, a shingle roof, block foundation, automatic overhead door, and service door. The standout feature is the insulated 30' x 40' x 16' pole-built shop. Featuring metal siding and roof, concrete floor, LP radiant suspended heat, 200-amp electrical service, a 19' x 14' automatic overhead door, and a service door, it is well equipped for wrenching, equipment storage, a home-based workspace, or year-round projects. A large 58' x 32' two-story barn, along with a 58' x 20' enclosed lean-to, provides even more versatility for storage, livestock, machinery, or recreational equipment. Whether you are searching for a small hobby farm, a country home with room for your tools and equipment, or a property with a shop that is hard to find at this price point, this Fairchild opportunity deserves a closer look. 2 Bins on East side of property do not come with the property. Buyer and Buyers agent to verify all dimensions of property and zoning & building regulations. Seller will survey property by close, acreage is approximate. LP Heater in Shop, 2 Chest Freezers, Gas Barrel and Grain Bin by Gas Barrel Included. Taxes are currently based off 40A parcel.

N14332 Town Hall Road, Cleveland

Listing courtesy of Epique Realty.

N14332 Town Hall Road, Cleveland
$325,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Set in an attractive rural setting near Fairchild, this versatile country property offers the space, buildings, and potential to bring your hobby-farm lifestyle to life. If you have been looking for an affordable country home with a serious shop, usable outbuildings, and room to spread out, you will want to see this one in person. The combination of a four-bedroom, two-bath home, heated 30' x 40' shop, detached garage, and large barn provides an excellent setup for anyone needing space to work, store equipment, keep a few animals, or simply enjoy the privacy and functionality of country living. The detached 36' x 22' garage provides convenient concrete-floor storage or parking space and includes vinyl siding, a shingle roof, block foundation, automatic overhead door, and service door. The standout feature is the insulated 30' x 40' x 16' pole-built shop. Featuring metal siding and roof, concrete floor, LP radiant suspended heat, 200-amp electrical service, a 19' x 14' automatic overhead door, and a service door, it is well equipped for wrenching, equipment storage, a home-based workspace, or year-round projects. A large 58' x 32' two-story barn, along with a 58' x 20' enclosed lean-to, provides even more versatility for storage, livestock, machinery, or recreational equipment. Whether you are searching for a small hobby farm, a country home with room for your tools and equipment, or a property with a shop that is hard to find at this price point, this Fairchild opportunity deserves a closer look. 2 Bins on East side of property do not come with the property. Buyer and Buyers agent to verify all dimensions of property and zoning & building regulations. Seller will survey property by close, acreage is approximate. LP Heater in Shop, 2 Chest Freezers, Gas Barrel and Grain Bin by Gas Barrel Included. Taxes are currently based off 40A parcel.

N14332 Town Hall Road, Cleveland

Listing courtesy of EPIQUE Realty.

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Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.