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4424 Hunters Glen Drive, Sheboygan
$470,000
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
There's a reason this Hunter's Glen remains one of the Town of Sheboygan's most desirable neighborhoods. Established surroundings, attractive homes, and a location that's hard to beat. This 1993 home has been extensively updated by its longtime owners, with improvements that go well beyond cosmetic changes. The floor plan offers the comfortable, generous living spaces that make homes of this era so appealing, while the updated finishes give the interior a fresh, updated feel. After 23 years of ownership, it's clear this is a home that has been genuinely enjoyed and exceptionally well cared for.

4424 Hunters Glen Drive, Sheboygan

Listing courtesy of Real Estate Property Shop LLC.

3903 Heather Valley Road Unit 204, Sheboygan
$199,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Enjoy low-maintenance condo living with fantastic amenities! This 2-bedroom, 2-bath condo offers a comfortable open-concept layout, in-unit laundry, a spacious primary suite with walk-in closet and private bath, and an enclosed three-season balcony to enjoy throughout the warmer months. Stay cozy by the gas fireplace in winter and cool with central air in summer. The $215 monthly condo fee includes water and access to an impressive lineup of amenities, including a fitness center, outdoor pool, clubhouse, fenced dog park, and playground. An elevator provides convenient access to this second-floor unit, with an assigned heated underground parking stall and private storage unit included. Enjoy the convenience of condo living with great amenities and no yard work to worry about!

3903 Heather Valley Road Unit 204, Sheboygan

Listing courtesy of Keller Williams-Manitowoc.

4239 N 30th Street, Sheboygan
$525,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Move-in ready with the big updates done: new roof, insulated garage doors, garage heat and spray-foamed basement joists in 2026. Real hardwood floors (2025) run through the living, dining and main bedroom, and most rooms are freshly painted. Kitchen offers quartz counters, under-cabinet lighting, soft-close drawers and pantry pull-outs. Gas fireplace in the living room. Vaulted main suite with a bath featuring separate shower and tub, double sinks, private toilet room and walk-in closet. Furnace and A/C 2020, 200-amp service, central vac and a basement plumbed for a future bath. Outside, enjoy a patio with an outdoor fireplace, gardens and mature trees. Minutes to Jaycee Quarry beach, Maywood and Evergreen Park, about 3 miles to Lake Michigan.

4239 N 30th Street, Sheboygan

Listing courtesy of Epique Realty Germantown.

520 S 27th Street, Sheboygan
$239,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Welcome to 520 S 27th St, a classic 3 bedroom, 1 bath Cape Cod in a nice residential neighborhood, centrally located in Sheboygan. Tons of updates include a redone bathroom and updated windows that bring plenty of natural light into the bright living room, which has wood floors and a bay window. It flows right into the kitchen and dining area, so everyday meals and holiday gatherings both work easily. The main-floor primary bedroom and bath keep the daily basics on one level, with two more bedrooms upstairs for family, guests or a home office. The unfinished basement is clean and well kept, with room for storage, hobbies or future finishing, plus a utility area. Outside, the large 3-stall garage has space for cars, tools and projects, and the built-in fire pit is ready for fall nights.

520 S 27th Street, Sheboygan

Listing courtesy of Real Broker LLC.

832 N 6th Street Unit 218, Sheboygan
$179,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Premium Senior Community Condo in a great location! This 2nd Floor condo features a spacious balcony with a nice view, afternoon sun and beautiful sunsets. Open concept kitchen, dinning and great room. Kitchen has upgraded appliances, granite counters, and plenty of cabinets. 1 BR 1 Bath, walk in closet, large foyer closet. In unit washer and dryer. Good storage including a secure storage unit and under ground heated parking. Freshly painted and new carpet. Common areas include an exercise room, salon, large gathering room, beautiful large patio spans the whole south side of building with planting and grilling areas. Walkable to lake front and river front waking paths and to downtown with all its restaurants & amenities. Priced to sell!

832 N 6th Street Unit 218, Sheboygan

Listing courtesy of Suscha Realty, LLC.

5337 Bluebell Court, Sheboygan
$465,000
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
This move-in ready, bright and spacious home is conveniently located in the Town of Sheboygan, near a variety of churches, schools and communities. Recent updates include three bathrooms and kitchen, cabinets/quartz countertops, Kohler fixtures, sinks, toilets and shower. Inside, enjoy the vaulted ceiling, 6-panel oak doors, gas fireplace and central vac. Outside, treat yourself to a large fenced in yard featuring a deck with gazebo and second composite deck off of the kitchen. The four car heated garage provides storage and multiple spaces for hobbies. Pride of ownership shows in this well maintained home and landscaped yard. A great home and property for entertaining!

5337 Bluebell Court, Sheboygan

Listing courtesy of Pleasant View Realty, LLC.

750 S Pier Drive Unit 18, Sheboygan
$489,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Vacation vibes, every day! This top-floor NE corner 2BR/2BA condo offers sweeping Sheboygan River views PLUS beautiful Lake Michigan views. Wake up to Lake Michigan sunrises & enjoy morning coffee on your private covered balcony. Immaculately maintained with black stainless appliances, in-unit laundry & spacious primary ensuite with walk-in shower. The light-filled dining/flex room makes a fantastic office or reading nook. Heated indoor parking + additional off-street parking. Shared rooftop deck offers 360 city, river & lake views. Walk to beaches, dining & South Pier/riverfront favorites. No short-term rentals means a quieter residential atmosphere without sacrificing the vacation-like setting. Lawn care & snow removal included--just relax & enjoy the waterfront lifestyle!

750 S Pier Drive Unit 18, Sheboygan

Listing courtesy of Realty 360, Inc.

832 N 6th Street Unit 310, Sheboygan
$265,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Move right in and enjoy maintenance-free living at Landmark Square! This squeaky-clean, like-new 3rd floor condo features 2 bedrooms, 2 full baths and a bright, open layout. BRAND NEW quality luxury vinyl plank flooring flows seamlessly throughout the entire unit with ZERO transitions, complemented by a freshly professionally painted interior. Spacious primary suite offers an oversized bath with abundant counter, cabinet and closet space. Enjoy a private balcony plus heated underground parking. Landmark Square amenities include a fitness center, salon, four community rooms, outdoor terrace, storage and more--all conveniently located near downtown dining, shopping, parks, entertainment and the beautiful Lake Michigan shoreline! *Furnished unit photos are virtually staged.

832 N 6th Street Unit 310, Sheboygan

Listing courtesy of Realty 360, Inc.

33 S Hiawatha Circle Unit 33, Sheboygan
$129,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Enjoy comfortable, low-maintenance living in this 2002 Skyline 1,280 sq foot manufactured home located in the desirable Indian Meadows community on Sheboygan?s south side. Offering 2 bedrooms and 2 full bathrooms, this home features new flooring throughout, vinyl tilt-in windows, a new front door by Falls Glass, and Kohler Highline toilets in both baths. The bright living room boasts oversized windows and a cozy wood-burning fireplace. The spacious kitchen includes a snack bar, pantry, built-in desk, ample cabinetry, and all appliances. The primary suite offers a walk-in closet, private bath with bidet, and patio doors leading to a private deck. Enjoy the large front deck, heated and air-conditioned garage, storage shed, and numerous inclusions. Move right in and make this home your own! Lot rent $560

33 S Hiawatha Circle Unit 33, Sheboygan

Listing courtesy of Berkshire Hathaway HomeServices Water City Realty.

33 S Hiawatha Circle, Sheboygan
$130,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
16x80 Skyline Mobile Home built in 2002 (2x6 construction)located in Indian Meadows on Sheboygan's Southside. So many perks to owning this home as in a heated and air conditioned garage, Large front deck and patio doors off of the primary BR to a smaller private deck. Many inclusions to just start living your best Life. New flooring throughout, Vinyl tilt in windows, new front door from Falls Glass, Kohler Hi Rise toilets in both bathrooms, and a shed. Living room has oversized windows for maximum sun exposure along with a WBFP. Nicely laid out kitchen with snack bar, desk area, all appliances, pantry and plenty of cupboards and counter space. Primary BR has a walk in closet, private full bath that offers a bidet, and private deck. Come see if mobile home living is for you!

33 S Hiawatha Circle, Sheboygan

Listing courtesy of RE/MAX Universal.

832 N 6th Street Unit 111, Sheboygan
$329,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Located in the heart of downtown, walking distance to endless entertainment & activities (restaurants, theater, museum, library, farmers market, shopping, Lake Michigan). Conveniently located on first floor, this updated Condo offers new carpets, flooring, AC, water heater, washer/dryer, blinds, refrigerator & more. Sought after South Facing windows bringing an abundance of light, w/ walk out to the beautiful common area patio. 2 bed, 1 extra room for office or den, 2 bath, Large Master with Ensuite Bathroom & Walk-in Closet. Heated garage. All appliances in condo are included with this sale. The amenities include social activities, large common areas for entertaining available to residents. Senior community 55 +. Schedule your showing before it's SOLD!

832 N 6th Street Unit 111, Sheboygan

Listing courtesy of Century 21 Moves.

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.

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