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$320,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Life on Elkhart Lake is waiting! This wonderful 2 BR/2 BA condo is in the South Wing of the resort. Condo is fully furnished and in rental pool! King Bed in Primary Suite! Stay for your vacations and earn rental income! Enjoy the screened in balcony in the morning with a cup of coffee or evening with a cocktail. A premier AAA Four Diamond Resort The Osthoff Resort is located on 500 Ft of recreational Elkhart Lake, in the quant village. Private beach, water sports, 3 pools, Aspira Spa, 2 restaurants, bars, saunas, pickleball and tennis courts, game room, fitness center, Cooking School and more await you! Walking distance of local restaurants, shops, golf course. Road America is only 5 miles away.

101 Osthoff Avenue Unit 287, Elkhart Lake

Listing courtesy of Black Oak Realty.

$798,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Enjoy the beauty of an ''up north'' retreat with the convenience of Sheboygan County! This unique property offers 18 secluded acres of wooded and tillable land, 2 ponds 1 stocked, mature apple, cherry, peach & pear trees, and abundant wildlife including deer, turkey and pheasant. Enjoy asparagus, berries, rhubarb and 2 large garden spaces, plus a heated & insulated bunkhouse and shooting range. The charming home features new electrical and plumbing, 2 beautifully remodeled baths with soaker tub & tiled walk-in shower, and a fully remodeled kitchen with slow-close cabinets and under-cabinet/auto lighting. A truly one-of-a-kind property--come see it for yourself!

W5068 County Road Ss, Sherman

Listing courtesy of Pleasant View Realty, LLC.

$223,000
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.

$190,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Welcome home to this adorable, turn-key ranch-style condo offering effortless main-floor living. Completely gutted and updated in 2022, this 2-bedroom unit features a brand-new kitchen, stylishly upgraded bathroom, fresh flooring, updated light fixtures, plus a brand-new roof installed in 2025. Whether you are a first-time homebuyer looking to escape high rent prices, a buyer seeking convenient single-level living, or an investor searching for a high-potential rental property, this home fits the bill. Enjoy carefree, low-maintenance living with remarkably low condo fees ($175/month) covering lawn care and snow removal. Tucked away on a quiet dead-end street in a serene, tree-lined 6-unit complex, you'll love the peaceful setting while remaining just minutes from Main Street and HWY 32.

953 A Green Acres Drive, Sheboygan Falls

Listing courtesy of The Kramer Group LLC.

$1,695,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Exceptional lake home opportunity! Beautiful 3300 sq. ft. home located on Random Lake, boasting 536 ft. of frontage on 2 acres, with sandy beach. Picturesque grounds, western views, and a white sandy beach makes for premium private lake living. This ''Up North'' destination property is just 30 minutes from most Milwaukee suburbs. The 4 bedroom, 3 bath home features a modern kitchen with long island, a stately great room featuring a natural fireplace and soaring floor to ceilings wall of windows. Stunning lake views, with patio, gazebo, white sandy play area all make for dreamy property. Random Lake is 24 feet deep, 210 acres, with large mouth bass, walleye and northern pike. Storage shed and ample garage space for storage and toys. Sought after private location and approach are a rare find

95 E Shore Drive, Random Lake

Listing courtesy of Powers Realty Group.

$349,500
ACTIVE Status
Rare opportunity to purchase an affordable shop/industrial property on Sheboygan's north side. The4,625 SF building offers 400 AMP, 3-phase power, a 12' overhead door, 13' clear height and multiple areas well suited for crane use. An additional 900 SF detached garage is insulated, heated and equipped with its own 200 AMP electrical service, providing excellent space for storage, equipment or additional shop operations. Situated on a mature 0.73-acre lot, the property offers outdoor space for employee break areas, storage or potential building expansion. ZonedUrban Industrial, this versatile property is well suited for a contractor, service business, manufacturing or owner-user seeking a functional shop with room to grow.

2727 N 21st Street, Sheboygan

Listing courtesy of NAI Pfefferle - Sheboygan.

$850,000
ACTIVE Status
Excellent investment or owner-user opportunity at2727 S. Business Drive in Sheboygan. This highlyvisible 2,022 SF freestanding restaurant, formerlyPizza Hut, is prominently positioned on an outlotalong S. Business Drive with 19,600 vehicles per day (ADT). The property is currently leased through December 31, 2027, generating an NOI of $63,142, providing immediate income for an investor. For an owner-user, the existing tenant is willing to consider early termination of the lease, creating flexibility for occupancy. With outstanding visibility, strong trafficcounts, and a recognizable former restaurantlocation, this property offers an excellent opportunity for investment, restaurant reuse, or future redevelopment.

2727 S Business Drive, Sheboygan

Listing courtesy of NAI Pfefferle - Sheboygan.

$194,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Charm and Comfort with Carefree living is what this 2 bedroom and 2 full bath condo can offer you. This upper level open concept 1300+ sq ft condo includes a grand sized living room with patio doors to your own private balcony with enclosed storage area, a spacious kitchen with ample working space and cabinets, pantry, snack counter and all appliances included, a dining room, and a bonus multi-purpose space for possible sitting room or office area. There are 2 bedrooms, each nice in size and BOTH having their own access to separate full baths. There is also an in-unit laundry area as well as a 1 car attached garage. Newer furnace and A/C. Conveniently located and within minutes to both Plymouth and Elkhart Lake. Don't let this opportunity pass you up....take a look for yourself!

220 E Benson Street Unit G, Glenbeulah

Listing courtesy of Pleasant View Realty, LLC.

$209,900
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.

$65,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 with useful outdoor space and storage in a convenient location.

2 Algonquin Trail, Sheboygan

Listing courtesy of Real Broker LLC.

$425,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Siebken's Resort is a crown jewel in legendary Elkhart Lake, WI. This is a rare opportunity for you to own a condominium in the Siebken's Resort Condominium Association. This unit will put you in the very center of all the excitement of spending time in Elkhart Lake. Enjoy fine dining at PAMS or casual dining and tons of fun at the Stop Inn Tavern. Enjoy the resort pool or relax at the wonderful beach on Elkhart Lake. The unit itself has 1 bedroom, 1 full bath, in unit laundry and gas fireplace. There is a full balcony with views of the area and all the happenings on East Street. Please schedule your personal tour of this gem at your convenience.

253 S East Street Unit 1-306, Elkhart Lake

Listing courtesy of Pleasant View Realty, LLC.

$19
ACTIVE Status
Position your business for success at 1406 N. 25thSt., Sheboygan, a flexible professional officeopportunity in the heart of the city's thrivingmedical corridor. Conveniently located across from a neighborhood grocery store, this highlyaccessible, single-story property offers rehab suites from 2,500 to 7,500 SF, each with private entrance and dedicated parking area. The landlord is committed to enhancing the property with a new facade, repaved parking lot, and updatedlandscaping, while offering multiple build-out andrehabilitation options to meet tenant needs.Combined with low CAM charges and exceptionalflexibility, this is an outstanding opportunity tocreate a modern, professional office tailored to your business.

1406 N 25th Street, Sheboygan

Listing courtesy of NAI Pfefferle - 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.

$268,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 layout, and plenty of room for everyday living and entertaining. The large lot offers outdoor space to enjoy, while the detached garage provides additional storage and convenience. Conveniently located near schools, parks, shopping, and restaurants, this move-in-ready home is one you won't want to miss. Schedule your private showing today!

1904 N 28th Street, Sheboygan

Listing courtesy of Century 21 Moves.

$239,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Great Opportunity! Move in ready. 1 Bedroom Woodland Condo is NEWLY REFURBISHED in the South Wing. Fully furnished and in rental pool! New flooring, furniture, window treatments and artwork! Refurbishment valued at $25,000! Bedroom featuring a KING bed. You can now own your Elkhart Lake condo! Stay for your vacations and earn rental income when you are not there! A premier AAA Four Diamond Resort The Osthoff Resort is located on 500 Ft of recreational Elkhart Lake, in the quant village. Private beach, water sports, 3 pools, Aspira Spa, 2 restaurants, bars, saunas, tennis courts, game room, fitness center and more await you! Walking distance of local restaurants, shops, golf course. Road America is only 5 miles away.

101 Osthoff Avenue Unit 285, Elkhart Lake

Listing courtesy of Black Oak Realty.

$759,000
ACTIVE Status
Nestled along the Sheboygan River, this extraordinary waterfront destination blends historic charm w/ endless possibilities. Capturing the energy of the harbor, the property is framed by boats, boardwalks, & shimmering water. Inside, a stunning handcrafted bar anchors expansive gathering spaces where rustic elegance meets industrial character. Exposed beams, warm wood finishes, oversized windows, & an expansive deck create a seamless connection to the river. Open & inviting dining areas flow effortlessly throughout, while the commercial kitchen is equipped to support culinary ventures, special events, & countless future uses. 2nd story features soaring ceilings & open floor plan ideal for luxury events, offices, loft-style living, or storage. Prime real estate at the heart of downtown.

739 Riverfront Drive, Sheboygan

Listing courtesy of Century 21 Moves.

$1,550,000
ACTIVE Status
Exceptional 20+/- acre commercial opportunity with over 8,000 sq. ft. of existing improvements! Formerly the Ecochem Lactic Acid Facility, this property offers outstanding infrastructure for industrial, manufacturing, warehouse, or redevelopment use. Features include a newer blacktop road, extensive landscaping, an extremely high-capacity well, and high-voltage electrical service. Improvements include a 5,100+/- sq. ft. utility building and a 3,600+/- sq. ft. pump house/warehouse, both with concrete footings, underground utilities and a road into the structures plus parking for 50+. No septic is currently installed; however, a site plan has been completed. Seller had planned warehouse development before pursuing other opportunities. Endless potential awaits!

W5280 County Road A South, Sherman

Listing courtesy of Avenue Real Estate LLC.

$1,100,000
ACTIVE Status
Start your new business adventure with this well-established liquor store! Ideally located on a busy corner in the heart of the business district, this high-visibility location benefits from excellent traffic flow & strong exposure to both local residents & visitors. The store has built a loyal customer base over the years and offers an excellent opportunity for an owner-operator or investor looking to step into an established business. The functional layout provides an efficient shopping experience, while ample parking and easy access make it convenient for customers. Whether you're expanding your current portfolio or pursuing your dream of business ownership, this turnkey opportunity offers a solid foundation w/room for future growth. Don't miss your chance to own a successful business.

2019 S Business Drive, Sheboygan

Listing courtesy of Signature Realty, Inc..

$1,650,000
ACTIVE Status
Unique office and retail investment or owner-user opportunity featuring two buildings totaling 20,792 SF on 0.85 acres in Sheboygan's premier Riverfront District. The property includes a three-story office building with finished loft space and a separate office/retail building, offering flexible occupancy or multi-tenant potential. Highlights include direct Sheboygan River frontage, Riverwalk access, exposed timber construction, outdoor decks with water views, ample parking, and BA-7 Central Commercial zoning. Ideally located across from Blue Harbor Resort and surrounded by dining, entertainment, and downtown amenities. Offered at $1,650,000.

837 & 841 Riverfront Drive, Sheboygan

Listing courtesy of Paradigm Real Estate.

$1,300,000
ACTIVE Status
Turnkey multi-tenant retail investment opportunity featuring 4,985 SF on a high-visibility commercial corridor in Sheboygan. The well-maintained property is fully occupied with multiple established tenants, providing immediate cash flow and stable income. Situated on a generously sized parcel with ample on-site parking, excellent frontage, monument signage, and convenient access to major roadways. Ideal for investors seeking a stabilized retail asset with long-term upside in a strong neighborhood location. Financials and offering memorandum available upon execution of NDA.

3703-3707 S Taylor Drive, Sheboygan

Listing courtesy of Paradigm Real Estate.

$247,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Open concept, barrier free, end unit Condo. 2 Bedroom, 1 dual entry bath. Living room has vaulted ceilings and plenty of windows. while the kitchen has tiled floors, all appliances and a pantry. Master bedroom with walk in closet and patio doors to a private, tree lined patio. Bathroom features a new walk in shower, tiled floors, additional heat source and dual medicine cabinets. Main level laundry area with oak cabinets and large closet. The Furnace was serviced in 4/25 with new motor. 1 car garage and apron parking. No basement.

2440 Carmen Avenue Unit 1, Sheboygan

Listing courtesy of RE/MAX Universal.

$3,280,000
ACTIVE Status
Value-add multi-tenant flex industrial investment opportunity featuring 30,236 SF on 4.4 acres in Sheboygan's business park with excellent I-43 visibility. The steel-frame and split-face block building includes warehouse and office space, 18' clear height, six dock doors, four grade-level doors, sprinkler system, air conditioning, and paved yard area. Currently configured for multiple tenants with a flexible 7,000 SF suite available for lease, offering immediate leasing upside and future warehouse conversion potential. Well-maintained asset with stable income and long-term investment potential. Financials available upon request.

4505-4515 S Taylor Drive, Sheboygan

Listing courtesy of Paradigm Real Estate.

$5,000
ACTIVE Status
Auction to start Monday, October 19, 2026 via TenX. Contact listing agent. No Reserve. Car wash located in prime location at 3632 S. Taylor Dr. in Sheboygan featuring approximately 1 acre with excellent interstate frontage and outstanding visibility along one of the area's busiest commercial corridors. Strategically positioned on the frontage road between established big-box retailers and thriving business parks, this highly accessible site sits adjacent to McDonald's and offers strong exposure to both local and interstate traffic. Seller has received a quote to restart the carwash. Contact listing agent.

3632 S Taylor Drive, Sheboygan

Listing courtesy of NAI Pfefferle - Sheboygan.

$899,900
ACTIVE Status
BIGGBY COFFEE in Plymouth offers investors a turnkey, income-producing asset backed by a recognized regional brand. With its drive-thru-focused design, strategic location, and necessity-based use, the property is well-positioned for stable cash flow and long-term performance. It is a rapidly expanding coffee franchise with a strong Midwest presence and a loyal customer base. Known for its specialty beverages, breakfast offerings, and energetic brand identity, the company continues to grow through franchise development in both suburban and secondary markets. Strong commuter patterns supporting morning and afternoon peak sales. Positioned along Walton Drive, a key commercial artery, with steady daily traffic and event traffic. Also surrounded by local retail businesses. Invest today!

465 Walton Drive, Plymouth

Listing courtesy of Shorewest Realtors, Inc..

$450,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Nestled along the pristine shoreline of Elkhart Lake, this exceptional residence at The Osthoff Resort offers what is truly its most valuable feature, an unparalleled view of the lake. From the moment you step inside expansive windows frame breathtaking, unobstructed vistas of crystal-clear water and vibrant sunsets that define the luxury lakefront experience.Whether enjoying your morning coffee or unwinding at the end of the day, the ever-changing scenery becomes a natural extension of the living space. The positioning of this unit captures some of the most sought-after sightlines at the resort, delivering a rare combination of privacy and panoramic beauty. The unit is currently part of the rental program and undergoing a refurbishment, offering a turnkey opportunity with updated finishes

101 Osthoff Avenue Unit 342, Elkhart Lake

Listing courtesy of The Kramer Group LLC.

$87,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Beautiful 3 Bedroom, 2 Bath manufactured home featuring an open-concept floor plan and modern finishes throughout. Enjoy a chef's kitchen with ample workspace and and a community basketball court, swings, and an underground storm shelter. At this price- why rent when you can own.

440 Forest Boulevard, Sheboygan Falls

Listing courtesy of The Kramer Group LLC.

$2,700,000
ACTIVE Status
Aston Flats offers a rare opportunity to own a fully furnished 4-residence property in the heart of Elkhart Lake. An incredible option for a second home or multi-generational retreat, offering family & friends their own private spaces while gathering under one ownership. Vanquish & Rapide are 3 BR/2 BA upper units with private decks overlooking Rhine St. Vantage offers 2 BR/2 BA, while Vulcan features 1 BR/1 BA plus attached flex space for additional guests, office or storefront use. Each residence includes a 1-car garage and is completely turnkey. Enjoy it as your year-round Elkhart Lake home base with flexibility for rental income when not in use. Walk to downtown, dining, beaches & events, with Road America and Quit Qui Oc just minutes away. Also listed under MLS# 1958656

171 E Rhine Street, Elkhart Lake

Listing courtesy of Pleasant View Realty, LLC.

$849,900
ACTIVE Status
**Great Investment Opportunity - Established HVAC Service Business with Real Estate!** Secure your future with this **fully operational HVAC service business**, located in a **prime central location** within the city. This is a **turnkey opportunity** ideal for an investor or industry professional looking to own or expand. **Highlights Include:** * **Well-established customer base** with a complete client list * **Some experienced employees** already in place * **Centrally located property** included in the sale - great visibility and access * Consistent revenue with **strong local reputation** * Room for growth and expansion in a high-demand industry Whether you're looking to step into ownership or grow your current operation, this business offers everything.Private Remarks: See Busines

425 Mccolm Street, Plymouth

Listing courtesy of First Realty Services.

$2,700,000
ACTIVE Status
Aston Flats offers a rare opportunity to own a fully furnished 4-residence property in the heart of Elkhart Lake. An incredible option for a second home or multi-generational retreat, offering family & friends their own private spaces while gathering under one ownership. Vanquish & Rapide are 3 BR/2 BA upper units with private decks overlooking Rhine St. Vantage offers 2 BR/2 BA, while Vulcan features 1 BR/1 BA plus attached flex space for additional guests, office or storefront use. Each residence includes a 1-car garage and is completely turnkey. Enjoy it as your year-round Elkhart Lake home base with flexibility for rental income when not in use. Walk to downtown, dining, beaches & events, with Road America and Quit Qui Oc just minutes away. Also listed under MLS# 1959757

171 E Rhine Street, Elkhart Lake

Listing courtesy of Pleasant View Realty, LLC.

$325,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Experience the perfect blend of luxury, comfort, and lakeside charm in this stunning Elkhart Lake condo. This is a great opportunity to own a 2-bedroom, 2-bathroom condo at The Osthoff Resort in Elkhart Lake. This unit is being sold as a complete package, including all furnishings and appliances. Located in the Main Wing. The list price includes all upcoming/current refurbishment costs.The Osthoff Resort is a premier AAA Four Diamond Resort on 500 feet of recreational lakefront. Owners enjoy a private beach, water sports, three pools, Aspira Spa, 2 restaurants, bars, saunas, pickleball courts, game room, fitness center, and a cooking school. The property is within walking distance of local shops, restaurants, and a golf course and Road America!

101 Osthoff Avenue Unit 245, Elkhart Lake

Listing courtesy of Black Oak Realty.

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.