Sheboygan Homes under $400,000

Welcome to Sheboygan, Wisconsin, a charming city nestled along the beautiful shores of Lake Michigan. Known for its vibrant community, rich history, and stunning natural landscapes, Sheboygan offers an ideal blend of small-town charm and urban convenience. With a population that embraces diversity and a spirit of togetherness, this city is perfect for families, young professionals, and retirees alike.

Sheboygan boasts a variety of recreational opportunities, from its picturesque parks to the scenic shoreline, where residents can enjoy boating, fishing, and beach activities. The city is also home to a thriving arts scene, featuring local galleries, theaters, and festivals that celebrate the rich cultural heritage of the area. For those who appreciate the outdoors, nearby hiking trails and golf courses provide ample opportunities for adventure and relaxation.

When it comes to finding your dream home, Sheboygan has a fantastic selection of properties available for under $400,000. Whether you’re looking for a cozy bungalow, a spacious family home, or a modern townhouse, this city offers a range of options that cater to various lifestyles and budgets. With a strong sense of community, excellent schools, and an array of local amenities, Sheboygan is not just a place to live; it’s a place to thrive.

Explore the real estate market in Sheboygan today, and discover the perfect home that suits your needs while enjoying all the wonderful experiences this delightful city has to offer!

Newest Sheboygan Homes under $400,000

$324,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Tucked in a quiet southside neighborhood w/convenient access to downtown & I43, this 3 bed/2.5 bath ranch has space AND character! Main level features a LR & dining area + separate family rm w/stone, gas FP. French doors open to the sunroom w/newer tile, where walls of windows & 2 skylights bring in tons of natural light & offer patio access. Downstairs is where it gets really fun! Expansive rec rm w/brick surround gas FP, impressive built-in bar w/sink & kegerator is entertaining at its finest! The antique 1800s pool table was MADE for this space & adds even more character. W/ an attached heated garage, storage shed, roof & Gutter Helmet 2007, furnace & AC 2010 this home has it all. The finishes may reflect another era, but the care this home has received is evident throughout!

1244 Castle Avenue, Sheboygan

Listing courtesy of RE/MAX Universal.

$295,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Charming all-brick Cape Cod with great curb appeal and a modern, open-concept floor plan! Enjoy an easy flow between the kitchen, dining and living areas, plus a main-floor bedroom and remodeled bath with walk-in shower. Upstairs offers two additional bedrooms. The large, fully fenced backyard is perfect for pets, play or entertaining. Detached 2-car garage with storage shelving. Private well means no water utility bill, plus reasonable Town of Sheboygan taxes. Quiet, low-traffic setting yet conveniently close to shopping and highway access. Full basement offers storage and potential for additional living space. Currently a successful short-term rental - this is an appealing option for an owner-occupant or investor!

926 N 37th Street, Sheboygan

Listing courtesy of Realty 360, Inc.

$255,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome home to this beautifully remodeled 3-bedroom, 2-full-bath ranch located in a desirable northwest Sheboygan neighborhood! Completely redone from top to bottom, this move-in-ready home features new flooring throughout, fresh paint, beautifully updated bathrooms, new appliances, and a clean, modern feel throughout. Sitting on a rare and spacious double lot, the oversized yard offers plenty of room for entertaining, gardening, pets, or simply relaxing outdoors. Enjoy the convenience of being just minutes from shopping, grocery stores, clinics, restaurants, and everyday amenities. Great neighborhood, incredible lot, beautiful updates, and nothing left to do but move in and make it yours. Don't miss this one!

1209 N 28th Street, Sheboygan

Listing courtesy of Coldwell Banker Realty.

$279,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

This home, close to today's conveniences, is now ready for its new owners. The living room offers nice space to watch your favorite show on TV or read your favorite book. The kitchen has newer counters, flooring, and sink -- all set for prepping your everyday meals. The bathroom is nicely updated, including a recently glazed tub. Take advantage of these last few cool fall evenings while you sit back and enjoy your private back yard. Other nice improvements include a recently replaced boiler (March 2026), refaced outlets and switches, and a newer garage. You can be in your new home in time for the holidays, so come take a look and make it yours!

2417 S 15th Street, Sheboygan

Listing courtesy of Next Chapter Real Estate.

$349,900

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE WITH OFFER Status

VIP--Very Impressive Property! Spacious well maintained 3 BR, 1.5 bath--1923 SF tri-level in Town of Sheboygan. Say goodbye to city cramps on this .29 acre lot that you will absolutely love! Upon entering the home you'll be greeted by a spacious LR w/vaulted wood plank ceiling...creating a warm & inviting atmosphere. Open staircase adds a touch of elegance, while all the newer flooring throughout gives it a fresh & modern look. Kitchen with island boasts abundance of cabinets and counter space for all your culinary adventures. Main floor family room is a real bonus! Step outside to the expansive back yard. Patio + deck provides ideal spots for entertaining guests or simply relaxing. 2.5 car att. gar. BEAUTY, WARMTH, VALUE! What more could you ask for? This has it all! MAKE IT YOURS TODAY!

4108 N 30th Street, Sheboygan

Listing courtesy of Premier Properties Realty, LLC.

$189,900

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Clean and bright 3 bed 1.5 bath home available on Sheboygan's North Side. You will enjoy the spacious floor plan. Living/Dining with many windows letting in great light as well as new flooring. Kitchen functions well and includes all appliances. Kitchen pantry bonus! Upstairs find 3 bedrooms and a nicely equipped full bath. New carpeting on staircase and upstairs. Cute front porch and fenced back yard patio area give more options for hanging out. Basement has an additional 1/2 bath and washer/dryer. 2 car garage and private driveway. Brand new AC unit has been added to this home. Great space with details such as stained glass and arched doorway add a touch of charm. Move in or utilize as an easy rental property.Good options here.

2021 N 20th Street, Sheboygan

Listing courtesy of RE/MAX Universal.

$295,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Imagine: You got up early before everyone else and slipped on down to enjoy the kite beach at dawn. This is your ''me'' time. After a walk along the water, you returned home to start the makings of the lunchtime BBQ you planned with your friends. Your private back yard is the perfect place! After visiting awhile, everyone decides to go back down to the beach. Why not? It's a perfect day for relaxing. Make this experience yours: submit an offer if interested. Two blocks from the lake! Water main & lateral already done.

910 Dillingham Avenue, Sheboygan

Listing courtesy of RE/MAX Universal.

$199,900

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

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 access to north and south side stores and restaurants. Come and see this lovely home!

1654 S 20th Street, Sheboygan

Listing courtesy of RE/MAX Universal.

$279,900

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Charming 1920s character meets everyday convenience in this inviting Sheboygan home! Enjoy walking distance to schools, restaurants, local shopping, and the summer farmers' market, plus all the excitement of downtown Sheboygan. Relax on the large covered front porch or enjoy privacy in the spacious fenced backyard. Inside, the generous first floor offers a separate dining room, large kitchen with abundant cabinetry, flexible sitting room/office, first-floor laundry, and full bath. Upstairs features 3 spacious bedrooms and a half bath with plumbing ready to add a shower. The basement includes a functioning sauna, workshop, and plenty of storage. Come see the character and charm for yourself!

1518 N 9th Street, Sheboygan

Listing courtesy of RE/MAX Universal.

$265,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

So much character & charm w/ all the modern conveniences! This gorgeous, remodeled 3-bedroom, 1.5-bath home beautifully blends old-fashioned craftsmanship with fresh, modern updates. Beautifully updated from top to bottom! Extensive improvements include most newer windows, roof, and a stunning custom kitchen featuring quartz countertops, tile backsplash, and new appliances. The fully remodeled upper bathroom offers a new tub, tile, vanity, mirror, and fixtures. Fresh interior paint throughout, updated lighting and ceiling fans. Additional updates include a new flat roof over the back porch, serviced furnace & A/C, new water heater, and new garage door opener with remote and keypad. Landscaping and fenced-in backyard.

930 Logan Avenue, Sheboygan

Listing courtesy of RE/MAX Universal.

$179,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Fresh updates & a functional layout come together in this lovely 3-bedroom, 1-bath home, conveniently located on Sheboygan's south side near schools, shopping, & Lake Michigan. Inside, the floor plan features a main-floor bedroom & full bath, along with plenty of space to gather, dine, & settle in. Recent improvements include a new garage roof, cosmetic updates to the bedrooms, new carpet throughout, & updated flooring in the kitchen, front mudroom, & back hallway. Outside, enjoy a nice backyard, detached one-car garage, & additional paved off-street parking. Just about a half-mile from the South Shore beach entrance, there's plenty to enjoy at home & even more to explore just beyond your doorstep!

1113 High Avenue, Sheboygan

Listing courtesy of Century 21 Moves.

$212,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

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 flooring throughout the lower level. Updated full bathroom completes the main level. Upstairs you will find 3 bedrooms (1 being a walkthrough) and a door to an airing porch off the landing. Fenced yard that is nicely landscaped, a shed and a 1 car garage with alley entrance and additional parking slab.

1631 Blocki Court, Sheboygan

Listing courtesy of RE/MAX Universal.

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