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1303 N 27th Street, Sheboygan
$275,000
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE WITH OFFER Status
This one is just plain cute! Full of character and completely move-in ready, this unique ranch offers 3 bedrooms, 1.5 baths and over 2,000 sq ft of living space - a rare find! With only two owners since it was built, this home has clearly been loved and cared for through the years. The spacious family room is an absolute standout with vaulted ceilings, a beautiful gas fireplace, wet bar and plenty of room to gather and entertain. You'll love the updated bathroom, charming details throughout and a layout that offers more space than you'd expect. Step outside to the backyard deck, plus enjoy the convenience of a 2-car detached garage. Warm, welcoming and full of personality, this is the kind of home that just feels good the moment you walk in!

1303 N 27th Street, Sheboygan

Listing courtesy of Olive Branch Realty.

4616 Fox Grove Road, Sheboygan
$425,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Beautifully updated townhome in a quiet pocket of Sheboygan's south side. All renovations completed in 2021 for true move-in-ready peace of mind. The kitchen is entirely new, with custom cabinets, quartz countertops, a farmhouse sink, commercial faucet, and corner pantry. Both bathrooms feature new vanities, sinks, flooring, and lighting. Living room and bedrooms offer new flooring, fresh paint, updated light fixtures, and new trim throughout. The basement adds potential extra living space with fresh paint and a new cabinet and countertop area. Outside, enjoy all-new landscaping and a spacious 2-tier deck, perfect for relaxing in a peaceful setting. Low-maintenance, updated living -- schedule your showing today!

4616 Fox Grove Road, Sheboygan

Listing courtesy of Black Oak Realty.

2533 Cross Creek Drive Unit C, Sheboygan
$219,300
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Enjoy comfortable, low-maintenance living in this inviting 2-bedroom, 2-bathroom, second level condo located in one of the association's newer buildings. Vaulted ceilings enhance the bright, open feel, while natural gas heat and central air provide year-round comfort. The primary bedroom includes a private bathroom with a convenient walk-in shower. Step outside onto the spacious deck, featuring a covered area for shade and plenty of room to relax or entertain. With views of both the front and back yards, this well-positioned unit offers a pleasant, open setting. A private garage and dedicated storage room provide additional space and everyday convenience. This is a wonderful opportunity to enjoy easy condo living with desirable modern features and generous outdoor space.

2533 Cross Creek Drive Unit C, Sheboygan

Listing courtesy of Pleasant View Realty, LLC.

321 Huron Avenue, Sheboygan
$429,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE WITH OFFER Status
Charming, well-cared-for & thoughtfully renovated, this beautifully landscaped 3-bedroom, 2.5-bath home offers 2,000+ square feet, all nestled on a tree-lined street just over 2 blocks from lake Michigan. A spacious living & formal dining rm filled w/ natural light complemented by custom shutters & gas fireplace- an elegant setting for entertaining. Full baths & Kitchen offer high-end finishes. Casual dining off Kit. & Den perfect for everyday living. Much of the home has hardwood floors & original doors (wood/glass) that add timeless character & charm. The delightful 3-season rm, seamlessly extends the living space & leads to a landscaped backyard oasis. A Blend of character, updates, comfortable living spaces, & enviable location, makes this a wonderful place to call home!

321 Huron Avenue, Sheboygan

Listing courtesy of EXP Realty, LLC MKE.

3989 Arrowhead Court, Sheboygan
$524,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
This lovely 4 bedroom, 3 bath, cedar sided raised ranch is the home that you have been waiting for! Built into a hill hidden by mature pine and spruce trees. The home is on a quiet cu-de-sac waiting for your family to enjoy! The kitchen has oak cabinets, crushed granite counter tops, new appliances, ample storage, dining area and door to deck.The large living/dining area has gas oak faced fireplace, bay window with plenty of room for entertaining. The lower level features a finished family room with full windows and free standing gas stove with thermostat control. Lots of storage and closets, shelf units are included in hallway, 1st floor laundry with new washer & dryer.Garage include storage cabinets, new garage doors & openers, Furnace/CA 2025, water heater 2023Beautiful Subdivision

3989 Arrowhead Court, Sheboygan

Listing courtesy of Jo Gottsacker Homes, LLC.

415 Geele Avenue, Sheboygan
$305,000
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE WITH OFFER Status
Location, location, location! This charming all-brick ranch is tucked into Sheboygan's desirable northeast side, just a short walk from Lake Michigan, Vollrath Park and summer favorites like Food Truck Mondays! Inside, you'll find a clean, bright and truly move-in-ready home with 3 bedrooms, 1.5 baths and a comfortable layout that feels welcoming from the moment you walk in. An attached 1.5-car garage adds everyday convenience, while the solid brick exterior brings timeless curb appeal. Whether you're heading to the lake, taking a stroll through the park or grabbing dinner from the food trucks, you'll love having some of Sheboygan's best spots right around the corner. Unpack, settle in and enjoy--this one is ready for its next owners! *Please note: some photos are digitally altered*

415 Geele Avenue, Sheboygan

Listing courtesy of Olive Branch Realty.

1719 S 21st Street, Sheboygan
$289,900
4 Beds ⋅ 1.5 Baths ⋅ ACTIVE WITH OFFER Status
Welcome Home to the timeless design of this beautiful all brick Cape Cod. Featuring four bedrooms-two up and two down both with original hardwood floors and large closets.Hallway offers built ins for pantry, linens and so much more! Full bath on main level and half bath upstairs, both nicely updated. Character is found with the arched entryways and thoughtful design throughout the home. Large eat in kitchen offers ample cabinet space and room to gather. Bright and sunny living room with original hardwood floors is a great spot to entertain. Use all four bedrooms or make one a great home office space. Lower level has loads of storage space. And yes, there is a laundry chute. Partially finished LL! Huge fenced in yard, Garage is 21x35 with higher ceilings and room for storage above,

1719 S 21st Street, Sheboygan

Listing courtesy of American Dream Realty LLC.

3305 N 9th Street, Sheboygan
$398,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Fall in love with this charming brick Colonial! Filled with character, this spacious home features an oversized living room with beautiful wood floors opening to a bright and inviting sunroom. The generous dining room is perfect for entertaining, while the kitchen offers abundant white cabinetry and plenty of workspace. Upstairs you'll find 3 spacious bedrooms, a charming study, and beautiful wood floors. Need more space? The walk-up attic offers wonderful possibilities for an office, studio, or future living space. The lower level includes a large rec room, two additional finished rooms, and a 3/4 bath. A 2.5-car garage completes the package. Conveniently located near schools, shopping, parks, and just a short walk through the park to beautiful Lake Michigan!

3305 N 9th Street, Sheboygan

Listing courtesy of Keller Williams Empower.

1715 S 9th Street, Sheboygan
$224,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
***Back on Market due to buyer financial denial.MOVE-IN READY & JUST 2 BLOCKS FROM LAKE MICHIGAN! Welcome to this beautifully remodeled 3-bedroom, 2-full-bath home on Sheboygan's desirable south side! This home has been completely refreshed with updated flooring, windows, fresh paint, bathrooms, and appliances. Enjoy three spacious bedrooms with huge closets, giving you plenty of room and storage. Outside, you'll love the large fully fenced-in yard--perfect for entertaining, kids, pets, or simply relaxing--plus a detached 2-car garage. With Lake Michigan just two blocks away, this home offers the perfect combination of location, space, and updates. Nothing to do but move in and enjoy!

1715 S 9th Street, Sheboygan

Listing courtesy of Coldwell Banker Realty.

4004 Greenwood Court, Sheboygan
$379,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome Home to this beautifully updated and spacious tri-level at the end of a peaceful cul-de-sac! A brand-new roof will be installed prior to closing, offering valuable peace of mind for years to come. The remodeled kitchen features quartz countertops, stainless steel appliances, and custom cabinets. Three spacious bedrooms are upstairs, including the master bedroom w/ private bathroom. Enjoy the bright main-level living room, kitchen, LL family room, and additional finished rec room - the space in this house is abundant! Updates include the new roof being installed prior to closing, 2024 kitchen remodel, 2026 lower-level bath remodel, 2024 carpeting, Kohler fixtures, and more! Relax on the private composite deck surrounded by mature trees. *Deck photo digitally altered.

4004 Greenwood Court, Sheboygan

Listing courtesy of Olive Branch Realty.

1530 N 3rd Street, Sheboygan
$223,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE WITH OFFER Status
Move-in-ready two-story home conveniently located near Lake Michigan, Vollrath Park, and Grant Elementary School. Features 2 spacious bedrooms, each with a walk-in closet, plus a full bath and separate vanity room. Bright living and dining rooms offer luxury vinyl plank flooring, while the large kitchen provides ample cabinet space and a pantry. Enjoy the huge fenced-in yard, ideal for entertaining, gardening, family, or pets. Additional features include a detached 1-car garage, off-street parking, and an upgraded front porch. Great opportunity for first-time buyers or anyone seeking a comfortable home in a convenient location. Property is being sold as-is. Showings available to pre-approved or cash buyers only.

1530 N 3rd Street, Sheboygan

Listing courtesy of Quorum Enterprises, Inc..

5019 Wild Meadow Drive, Sheboygan
$625,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE WITH OFFER Status
Fall in love with this beautiful 4-bedroom, 3.5-bath ranch situated on .73 acre with picturesque pond views! The open, free-flowing floor plan is filled with natural light with its vaulted ceiling and features a stunning great room with gas fireplace, gorgeous kitchen with granite counters and custom cabinets, and a spacious dining area. The split-bedroom design includes a spacious primary suite with private bath. The finished lower level offers a family room, bar, 4th bedroom, and plenty of room to entertain. Step outside to the deck and patio, relax in the hot tub overlooking the pond, or start your day with coffee as the sun rises over the water. Beautiful views, privacy, and a home designed to enjoy them! Just a short drive to I43. Convenient northside location!

5019 Wild Meadow Drive, Sheboygan

Listing courtesy of Keller Williams Empower.

2402 Cross Creek Drive Unit C, Sheboygan
$199,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Enjoy comfortable, low-maintenance living in this well-maintained upper corner condo overlooking a peaceful wooded area + spacious backyard. This bright + inviting 2-bed, 2-bath unit offers an abundance of natural light + a functional, open layout. The kitchen was fully remodeled in 2018 w/ new cabinetry, countertops, flooring + appliances. Step outside onto the newer composite wraparound balcony featuring metal railings--the perfect place to relax + enjoy the private, wooded views. Additional highlights include in-unit laundry, generous storage throughout, a private storage room, a balcony storage locker + a private garage. The water heater was replaced in 2013. Conveniently located near Sheboygan's south-side shopping, dining + businesses, w/ quick access to I-43 for an easy commute.

2402 Cross Creek Drive Unit C, Sheboygan

Listing courtesy of Pleasant View Realty, LLC.

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.