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19 Hickory Drive Drive, Random Lake
$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.

711 Giddings Avenue Avenue Unit 707, Sheboygan Falls
$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..

W6812 Lake View Drive Drive, Rhine
$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.

2503 Lakeshore Drive Drive, Sheboygan
$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.

N7492 Bittersweet Road Road, Herman
$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..

711 Giddings Avenue Avenue, Sheboygan Falls
$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..

6730 Park Place Drive Drive, Wilson
$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.

425 Collins Street Street, Plymouth
$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.

911 Cobblestone Drive Drive, Howards Grove
$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.

4589 Hunters Glen Drive Drive, Sheboygan
$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.

N5604 Kathryn Drive Drive, Greenbush
$487,900
3 Beds ⋅ 1.5 Baths ⋅ PENDING Status
Imagine living in the Kettle Moraine as part of a small rural subdivision where you can feel the country life yet have neighbors nearby. This 3 bedroom, 1.5 bath, 2 story home with newer windows and siding is waiting for you. With just slightly less than 3000 sq ft of living space there is a dining area, formal dining room, living room, 1/2 bathroom and a large family room with a natural fireplace all on the main level. In the rec room downstairs there is room for a bar and it already has surround sound, a projector and large video screen. In the upper level are all 3 bedrooms and a full bath with a jetted tub and shower. The detached garage/shop is insulated and heated, with a separate lean to stall with it's own overhead door. Call now to schedule your private showing.

N5604 Kathryn Drive Drive, Greenbush

Listing courtesy of Pleasant View Realty, LLC.

4610 Alyssa Lane Lane, Sheboygan
$479,900
3 Beds ⋅ 2 Baths ⋅ PENDING Status
Beautiful former Parade home in a friendly, strongly desirable Town of Sheboygan neighborhood, loaded with extras! Open-concept layout w/9' ceilings, hardwood & tile floors, granite counters, high-end appliances. Architectural pillars & charming built-ins give the living rm a sophisticated, grand feel. 3 BR, 2 BA, primary suite w/WIC & convenient 1st-floor laundry. California closets. Enjoy a beautiful private backyard & covered patio, perfect for relaxing or entertaining. Finished 3-car garage & LP SmartSide exterior. Large unfinished LL is plumbed for another bath & ready for your ideas. This home is beautifully maintained and thoughtfully designed and offers all the little extra's you would expect out of a parade home.

4610 Alyssa Lane Lane, Sheboygan

Listing courtesy of RE/MAX Universal.

W2729 County Road Mm, Herman
$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.

414 Bittersweet Lane Lane, Plymouth
$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.

446 Pine Tree Road Road, Kohler
$424,900
3 Beds ⋅ 2.5 Baths ⋅ PENDING Status
Timeless Kohler charm meets thoughtful updates in this beautifully maintained 3BR home! A flower-lined walkway welcomes you to a charming exterior and inviting foyer filled with character. Newer woodwork and plaster walls blend beautifully with the home's classic warmth. Spacious living and dining rooms offer room to gather, while the main-floor bedroom adds flexibility as a guest room or office. The gourmet kitchen features beautiful cabinetry, gorgeous countertops, ample storage, a new backyard-view window, and a 36'' JennAir 6-burner range. Upstairs offers 2 spacious bedrooms and a fully remodeled bath. Plantation shutters add warmth throughout. Enjoy the 3-season room, backyard, and 2-car garage. All in a highly desirable Kohler location! Second full bathroom area in basement.

446 Pine Tree Road Road, Kohler

Listing courtesy of Pleasant View Realty, LLC.

W2999 County Road O, Sheboygan Falls
$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..

707 Giddings Avenue Avenue, Sheboygan Falls
$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..

3822 S 10th Street Street, Sheboygan
$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 carpetthroughout the main floor, a large bay window in your living room, vaulted ceilings, and a cozy fireplace. The separate dining area allows formuch more space in your kitchen, and with access to the deck right off of the kitchen, outdoor entertaining in the summer and fall is abreeze. The main floor features all bedrooms on the same floor, connected en suite bathroom to the primary bedroom, and tastefullydesigned rooms. The finished basement space makes for the perfect hang out spot year round with a gas fireplac

3822 S 10th Street Street, Sheboygan

Listing courtesy of Compass RE WI-Northshore.

3822 S 10th Street Street, Sheboygan
$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.

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.