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$1,495,000
4 Beds 2.5 Baths PENDING Status
Exceptional lake home opportunity! Beautiful 3000 sq. ft. custom log home located on Random Lake with 110 ft. of sandy frontage. Picturesque grounds, meticulously maintained gardens, and wooded private .590 acre lot makes for premium private lake living. This ''Up North'' destination property is just 30 minutes from most Milwaukee suburbs. The 4 bedroom, 2.5 bath home features a modern kitchen with a center island, a stately great room featuring a stone gas fireplace and soaring floor to ceilings wall of windows. Stunning lake views, wrap around deck and heavily wooded grounds are perfect for entertaining or relaxing. Random Lake is 24 feet deep, 210 acres, with large mouth bass, walleye and northern pike. a Adjacent .520 lot with 100ft of frontage available to purchase with the house

19 Hickory Drive Drive, Random Lake

Listing courtesy of Powers Realty Group.

$949,900
PENDING Status
Exceptional turnkey Bed & Breakfast in the heart of Sheboygan County! Ideally located just minutes from Lake Michigan, premier golf courses, Road America, shopping, dining & countless local attractions. The main inn features a massive great room w/ stunning stone fireplace, scenic dining area, 4 spectacular guest suites each with full bath on the upper level. Owner's quarters provide comfortable private living space. Sale includes furniture & appliances for a seamless transition. A second home on the property offers a main-floor bedroom, open concept design, wheelchair accessibility, lower level includes second kitchen, rec room w/ fireplace, 2 bedrooms, attached 1.5 car garage, detached 6 car garage. Ideal as a primary residence, in-law suite, or expanded guest accommodations.

711 Giddings Avenue Avenue Unit 707, Sheboygan Falls

Listing courtesy of Shorewest Realtors, Inc..

$795,000
3 Beds 3 Baths PENDING Status
Looking for your forever home? Don't miss this custom-built home, less than 5 years old, thoughtfully designed for every stage of life. Open-concept layout features either vaulted or 9' ceilings, panoramic windows, floor to ceiling stone fireplace, and breathtaking views of rolling hills, wildflowers & sunsets. Enjoy one-level living with a primary suite, 2nd bedroom, full bath, office, and laundry rm on the main floor. Quaint covered patio extends your living space. Oversized 4 car tandem garage w/ extra space for storage. A lower walkout offers a 3rd bedroom, full bath, family room, plus unfinished space w/ oversized windows for future expansion. Great location - 1/2 mile from Elkhart Lake boat landing. See feature sheet for more!

W6812 Lake View Drive Drive, Rhine

Listing courtesy of EXP Realty, LLC MKE.

$750,000
3 Beds 2 Baths PENDING Status
Your own private year-round retreat on the shores of Lake Michigan! Wake each morning to million-dollar sunrises over the water from your upper-level primary suite, or step onto the deck to feel the lake breeze and listen to the waves. Extensively remodeled over the past 6 years, this home offers the feel of something new while keeping its special lakefront setting. Updates include a beautiful kitchen with custom cabinetry, remodeled baths, an upper-level ensuite addition with stunning lake views, plus newer siding, roof, electrical, and more. The added garage has been transformed with heat, coated floors, and 220V service with potential for EV charging. Whether enjoying morning coffee or entertaining in the yard, this is Lake Michigan living at its best! Some photos digitally altered

2503 Lakeshore Drive Drive, Sheboygan

Listing courtesy of Keller Williams Empower.

$669,000
3 Beds 2.5 Baths PENDING Status
Blending timeless design with the warmth of a classic Elkhart Lake lodge, this beautifully maintained condo offers 1,989 SF, 3 BR, 2.5 BA, and authentic lake charm. Open-concept main level features a tiled foyer with custom inlay, soaring ceiling, loft overlooking the LR, wood-burning FP, custom wet bar, DR, and kitchen with high-end Italian cabinetry, stained-glass accents, and appliances included. Main-floor primary suite offers sitting area, WIC, custom closet system, jetted tub, separate shower, private toilet room, and laundry. Upstairs features 2 BRs with WICs, full BA, office, loft, and storage. Composite deck (2025), wooded views, 2-car GA. HOA includes lawn care & snow removal. Private beach, dock, tennis & pickleball courts. Walk to downtown Elkhart Lake.

122 Point Elkhart Drive Drive, Elkhart Lake

Listing courtesy of Pleasant View Realty, LLC.

$650,000
3 Beds 2.5 Baths PENDING Status
This stunning 3-bedroom, 4-bath areas ranch on 2.75 acres combines comfort, space, & outdoor adventure. Step into an open-concept living & dining room featuring a cozy fireplace & vaulted ceilings. The updated kitchen shines w/ a huge island, sleek stainless steel appliances. Main-floor mud room & laundry. The primary suite offers a full bath & walk-in closet, complemented by fresh, new carpeting & flooring throughout. Entertain in the rec room, complete w/ bar, pool table & accessories. Plus a workshop & storage. Outside, relax in the 16x16 vaulted gazebo, enjoy the tranquil pond, mature trees, fenced area, plus access to 100' of Sheboygan River frontage. Parking & storage abound w/ attached 3.5-car garage plus a massive detached 50x30 metal building housing a heated workshop

N7492 Bittersweet Road Road, Herman

Listing courtesy of Shorewest Realtors, Inc..

$550,000
7 Beds 5 Baths PENDING Status
Exceptional turnkey Bed & Breakfast in the heart of Sheboygan County! Ideally located just minutes from Lake Michigan, premier golf courses, Road America, shopping, dining and countless local attractions. The main inn features a massive great room with stunning stone fireplace, scenic dining area, 4 spectacular guest suites each with whirlpool full bathrooms on the upper level. Owners' quarters provide comfortable private living space, bedrooms and full kitchen or space for more expansion. Sale includes furniture and appliances for a seamless transition. Beautiful landscaped and fenced in grounds, parking for 6 cars. Let's make your dream come true. Additional property available

711 Giddings Avenue Avenue, Sheboygan Falls

Listing courtesy of Shorewest Realtors, Inc..

$549,900
3 Beds 2 Baths PENDING Status
Incredible better than new 3BD/2BA ranch on over a half acre in Lake Aire! This custom built home features 9 foot ceilings throughout! The open foyer flows into the great room w/expansive windows open to the kitchen w/pantry, island, & complete appliance package! Dining area overlooks the backyard w/access to one of two patios! The primary suite offers an oversized walk-in closet & ensuite bath w/walk-in shower. Two add'l bedrooms are separated by a hall bath. Mudroom w/built-in bench and storage along with a spacious laundry room complete the main level. The lower level is unfinished offering bathroom plumbing and excellent storage space - or finish for instant equity! Lovely level yard w/two concrete patios. 3 car garage is heated, insulated, drywalled, & has epoxy floor. A must see!

6730 Park Place Drive Drive, Wilson

Listing courtesy of FVFF Realty.

$539,000
5 Beds 2.5 Baths PENDING Status
This Plymouth treasure was built in 1886 on Collins Street over looking a budding City of Plymouth Wisconsin, now The Cheese Capital of the World! Previous owners help to preserve this gem for many years but the current owners have truly restored many parts of this home. With 5 BRs, 2 full baths & 2 half baths, an open staircase to the upper level, an updated kitchen, modern AC and a second floor laundry. There is a large deck constructed above the attached 2 car garage that overlooks the well maintained yard. The carriage house is what truly sets this home apart from the others, it has all of the charm of the period yet is of modern construction. The lower level has 2 garage and a workshop while the upper is a great finished rec room. Please schedule your private showing soon.

425 Collins Street Street, Plymouth

Listing courtesy of Pleasant View Realty, LLC.

$535,400
4 Beds 2.5 Baths PENDING Status
Remarkable condition in popular Stonebridge Crossing! Built in 2001, this 4BR/2.5BA home looks as though it was finished yesterday...gently lived in and meticulously maintained. Set on a beautifully landscaped, wooded corner lot with mature trees, privacy & a spacious deck. Inside, a dramatic 2-story foyer & showcase staircase. A formal living & dining room. Kitchen offers island, pantry & appliances, opening to the dinette & cozy family room with gas FP. Main-floor laundry/mudroom + 3-car garage. Upstairs: generous primary suite with WIC, dual sinks, separate tub & shower, plus 3 spacious BRs & full bath. Huge unfinished LL is ready for your vision with bath rough-in & radon system. New roof & garage doors; updated furnace, well components & softener. An exceptional find!

911 Cobblestone Drive Drive, Howards Grove

Listing courtesy of Pleasant View Realty, LLC.

$488,400
4 Beds 3.5 Baths PENDING Status
*****REDUCED PRICE*****Town of Sheboygan setting with larger yards, mature surroundings & conveniences just minutes away. Soaring vaulted ceilings highlight the living rm w/gas FP & open upper-level walkway overlooking below. Updated kitchen features custom soft-close cabinetry, quartz counters, island snack bar & dining nook. Main-level primary suite offers private deck, WIC & updated bath. Upstairs: 2 spacious BRs & updated full bath. LL adds 4th BR, family rm w/2nd gas FP, full-size windows, wet bar, 3/4 bath & rec rm. Stunning mature landscaping surrounds the composite deck & pergola, creating a private backyard retreat. 1st-floor laundry, great storage ++ finished 3-car garage. A warm, inviting home made for gathering & entertaining!

4589 Hunters Glen Drive Drive, Sheboygan

Listing courtesy of Pleasant View Realty, LLC.

$459,900
4 Beds 2 Baths PENDING Status
Escape to peace, privacy, and endless possibility with this exceptional country estate! Perfectly set up as a turn-key hobby farm, this charming property offers the quintessential rural lifestyle without sacrificing modern comfort.Discover a bright, inviting floor plan featuring modern finishes and a long list of recent updates and upgrades throughout. Enjoy peace of mind knowing the heavy lifting is done; allowing you to move in and enjoy country living at its finest. Outside, the property features versatile barn space and outbuildings tailored for animals, homesteading, equipment storage, or specialized hobbies.Unwind on quiet evenings surrounded by mature trees, starry skies, and room to roam. Make your countryside dreams a reality.

W2729 County Road Mm, Herman

Listing courtesy of HTF Realty.

$459,000
3 Beds 3.5 Baths PENDING Status
City convenience meets country-like privacy in one of Plymouth's most sought-after and welcoming neighborhoods. Surrounded by mature trees and a side-yard garden, this inviting home features a spacious living room w/natural fireplace and hardwood floors, bright family room w/bay windows, and a den/home office w/French doors. Upstairs offers two bedrooms w/walk-in closets, a full bath, and a primary suite w/walk-in closet and private bath. Enjoy the treehouse-like deck w/new deck boards (2024) overlooking the wooded backyard. Attached 3-car garage accesses the LL with a large rec room, full bath, and bonus/studio room. Walking distance to schools and just blocks from downtown Plymouth. Updates: Roof 24, Furnace 25, AC 22.

414 Bittersweet Lane Lane, Plymouth

Listing courtesy of RE/MAX Universal.

$399,999
2 Beds 2 Baths PENDING Status
Welcome to 418 Beachfront Court your dream vacation getaway! This successful short term rental is just 75 steps to beach! It is a 2 bedroom, 2 bath main floor unit (no stairs!) and located on South Pier in Sheboygan, a vibrant neighborhood and perfect getaway spot! A short walk to boutiques, fabulous dining, ice cream & coffee shops and even mini-golf! The condo is being sold furnished so it is ready for you just to arrive with your suitcase and enjoy! Cozy unit with a dining space and snack bar in kitchen. Spacious living room offers a gas fireplace. In unit laundry for convenience. 2 parking spots are included. Enjoy your private front porch patio for outdoor dining and lake breezes!HOA fees INCLUDE utilities, snow removal and lawn maintenance.

418 Beachfront Court Court Unit 7, Sheboygan

Listing courtesy of Pleasant View Realty, LLC.

$399,900
3 Beds 1.5 Baths PENDING Status
Enjoy peaceful country living on this beautiful 1-acre property! This well-maintained 3-bedroom, 1.5-bath ranch offers comfortable one-level living with a spacious layout. The updated kitchen flows into the dining area and large living room, creating an inviting space for everyday living and entertaining. Main-floor laundry adds convenience, while all three bedrooms feature brand-new carpet. Both bathrooms have been tastefully updated. The lower level includes a rec room, providing extra space for hobbies, a home office, or gatherings. Complete with a 2.5-car attached garage and plenty of outdoor space to enjoy, this move-in-ready country home offers the perfect blend of comfort, convenience, and rural charm.

W2999 County Road O, Sheboygan Falls

Listing courtesy of Shorewest Realtors, Inc..

$399,900
3 Beds 1.5 Baths PENDING Status
Welcome to 413 Lincoln Ave, where historic charm meets modern convenience. Fall in love the moment you step through the beautiful wood front door into the inviting foyer. The spacious living room, complete with a cozy fireplace, flows into a sun-filled dining area surrounded by expansive windows. The formal dining room showcases a custom chandelier, leaded-glass built-ins, and an elegant coffered ceiling. Beautiful hardwood floors throughout reflect the exceptional care this home has received. The updated kitchen offers the perfect blend of timeless character and modern function. Upstairs you'll find three spacious bedrooms, a bonus room ideal for an office or nursery, a full bath, and a charming balcony. Lovingly maintained and full of warmth, this timeless home is ready to welcome you.

413 Lincoln Avenue Avenue, Sheboygan

Listing courtesy of Keller Williams Empower.

$399,900
3 Beds 2.5 Baths PENDING Status
Enjoy peaceful county living in this spacious , wheelchair-accessible ranch home with income property potential! The open-concept design features living room with wood burning fireplace, large kitchen with island, spacious dining room leads you the the screen in porch. Main floor primary suite offers a Jacuzzi tub & wheelchair-accessible shower . The walkout lower level includes 2 bedrooms, a full kitchen, full bath w/ whirlpool tub, gas fireplace and in floor heat-ideal for guests, extended family or rental opportunities. Two separate stairways provide convenient access. Additional highlights include central air, attached 1.5 car garage, large outbuilding w/ space for 6 vehicles plus extra storage. Beautiful landscaped yard and shared driveway.

707 Giddings Avenue Avenue, Sheboygan Falls

Listing courtesy of Shorewest Realtors, Inc..

$389,900
3 Beds 2.5 Baths PENDING Status
Welcome to this move in ready ranch home in a well established south Sheboygan neighborhood! Driving down this quiet tree lined street, you'll fall in love with the beautiful landscaping and just how private your backyard feels. Once inside, you're met with brand new carpet throughout the main floor, a large bay window in your living room, vaulted ceilings, and a cozy fireplace. The separate dining area allows for much more space in your kitchen, and with access to the deck right off of the kitchen, outdoor entertaining in the summer and fall is a breeze. The main floor features all bedrooms on the same floor, connected en suite bathroom to the primary bedroom, and tastefully designed rooms. The finished basement space makes for the perfect hang out spot year round with a gas fireplace, wet bar, and large bonus room or future 4th bedroom. Other updates include A/C ('25), Dishwasher ('23) and shed ('25) All this within walking distance to schools for a price that simply can't be beat!

3822 S 10th Street Street, Sheboygan

Listing courtesy of Compass Real Estate Wisconsin.

$378,500
3 Beds 1 Baths PENDING Status
Situated in the highly desirable Town of Wilson area. This charming 3-bedroom, 1-bath ranch sits on over a 1/2 acre lot & features a beautiful wooded, fully fenced backyard. Patio doors off the kitchen lead to a spacious deck. You will love the finished lower-level rec rm with a custom built bar that was built by a well known Sheboygan cabinet maker Dick Sprengel. The lower level provides additional space for entertaining family and friends. Recent updates include a brand-new back roof & most windows. 2 car attached garage and nice size newer shed. This home has been lovingly cared for by its owner, who has truly cherished both the home & the wonderful neighborhood over the years. While it is bittersweet to say goodbye, she has decided the time is right to downsize & begin her next chapter

4468 S 8th Street Street, Wilson

Listing courtesy of RE/MAX Universal.

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.